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4-HEXYLRESORCINOL

4-Hexylresorcinol is used as the starting material to synthesize a potent immune suppressor, celastramycin A.
4-hexylresorcinol can also be incorporated as a linker while building catenanes.
4-hexylresorcinol has been used for a long time in the food industry as an "anti-browning agent" for fresh-cut fruits or shrimps.


CAS Number: 136-77-6
EC Number: 205-256-2
Molecular Formula: C₁₂H₁₈O₂
Molecular Weight: 194.27 g/mol

SYNONYMS:
Hexylresorcinol, 4-Hexyl-1,3-benzenediol, 4-n-Hexylresorcinol, 1,3-benzenediol, 4-hexyl-, 4-Hexyl resorcin, 4-HR, hexylresorcinol, 4-Hexylresorcinol, 136-77-6, 4-hexylbenzene-1,3-diol, 4-Hexyl-1,3-benzenediol, 4-n-Hexylresorcinol, Antascarin, Ascaricid, Ascarinol, Caprokol, Oxana, p-Hexylresorcinol, Crystoids, Adrover, Hidesol, Prensol, 1,3-Benzenediol, 4-hexyl-, 4-Hexylresorcine, Gelovermin, 4-Hexyl-1,3-dihydroxybenzene, Hexylresorcin, Ascaryl, Cystoids anthelmintic, 4-(1-Hexyl)resorcinol, Worm-agen, 1,3-Dihydroxy-4-hexylbenzene, Resorcinol, 4-hexyl-, Hexylresorcin, Mycoderm, Hexylresorcinolum, 1,3-Dihydroxy-4-n-hexylbenzene, NCI-C55787, EverFresh, S.T. 37, DTXSID1020699, ST 37, R9QTB5E82N, INS NO.586, INS-586, NSC1570, 1-(2',4'-Dihydroxyphenyl)hexane, DTXCID10699, E-586, 4 Hexylresorcinol, Myxcin-C, RefChem:55300, MUCINEX INSTASOOTHE, S.T.37, terrasil First Aid Antiseptic Wound and Burn Care, terrasil First Aid Antiseptic Wound and Burn Care Kit, MUCINEX INSTASOOTHE SORE THROAT PLUS PAIN RELIEF, MUCINEX INSTASOOTHE SORE THROAT PLUS SOOTHING COMFORT, 205-257-4, Sucrets, MFCD00002284, ST-37, 4-hexyl resorcinol, NSC 1570, hexyl resorcinol, CHEMBL443605, NCGC00091208-04, Hexylresorcin [German], Kopnol, CAS-136-77-6, CCRIS 888, HSDB 566, EINECS 205-257-4, UNII-R9QTB5E82N, BRN 2048312, AI3-08055, Hexylresorcinol [USP:INN:BAN], Hexylresorcinol CRS, 4-Hexyl-benzenediol, Hexylresorcinol (USP), Spectrum_000869, 1, 4-hexyl-, 4-Hexylresorcinol, 8CI, Spectrum2_000989, Spectrum3_000451, Spectrum4_000001, Spectrum5_000794, 4-Hexylresorcinol, 98%, Hexylresorcinol (Standard), WLN: QR CQ D6, Hexylresorcinol, BAN, USAN, SCHEMBL29107, BSPBio_002122, KBioGR_000341, KBioSS_001349, 4-06-00-06048 (Beilstein Handbook Reference), MLS002152930, DivK1c_000094, HEXYLRESORCINOL [HSDB], SPECTRUM1500330, SPBio_001057, orb1310731, orb3025474, SCHEMBL8848639, 4-HEXYLRESORCINOL [MI], HEXYLRESORCINOL [MART.], 1-(2,4-Dihydroxyphenyl)hexane, 4-Hexyl-1,3-dihydroxy benzene, 4-HEXYLRESORCINOL [FCC], HEXYLRESORCINOL [USP-RS], HEXYLRESORCINOL [WHO-DD], SCHEMBL29373062, BCBcMAP01_000093, CHEBI:93749, HMS500E16, HY-B0986R, KBio1_000094, KBio2_001349, KBio2_003917, KBio2_006485, KBio3_001342, MSK2319, NINDS_000094, 1, 3-Dihydroxy-4-n-hexylbenzene, HMS1920D09, HMS2091J15, HMS3885J08, HMS5083B15, Pharmakon1600-01500330, benzene, 4-hexyl-1,3-dihydroxy-, HY-B0986, NSC-1570, Tox21_111102, Tox21_202263, Tox21_300357, BBL023042, BDBM50292636, CCG-40207, EBC-03468, HEXYLRESORCINOL [EP IMPURITY], NSC757056, s4571, SBB056777, STL008005, HEXYLRESORCINOL [EP MONOGRAPH], 4-Hexylresorcinol, analytical standard, AKOS005683587, Tox21_111102_1, CS-4477, DB11254, FH44835, HEXYLRESORCINOL [USP MONOGRAPH], NSC-757056, BENZENE,1,3-DIHYDROXY,4-HEXYL, IDI1_000094, QTL1_000043, SMP1_000009, NCGC00091208-01, NCGC00091208-02, NCGC00091208-03, NCGC00091208-05, NCGC00091208-06, NCGC00091208-07, NCGC00091208-09, NCGC00091208-11, NCGC00254302-01, NCGC00259812-01, AC-12698, AC-31726, AS-40438, DA-70096, NCI60_001129, SMR000112060, ST092340, SY057042, Hexylresorcinol for system suitability CRS, SBI-0051404.P003, H0139, NS00009746, EN300-77684, D04441, AB00052011_05, F236559, Q229969, SR-05000002054, SR-05000002054-1, BRD-K99946902-001-02-6, BRD-K99946902-001-07-5, Z1197943321, Hexylresorcinol, European Pharmacopoeia (EP) Reference Standard, Hexylresorcinol, United States Pharmacopeia (USP) Reference Standard, Hexylresorcinol for system suitability, EuropePharmacopoeia (EP) Reference Standard, InChI=1/C12H18O2/c1-2-3-4-5-6-10-7-8-11(13)9-12(10)14/h7-9,13-14H,2-6H2,1H, Antascarin, Ascarinol, 4-Hexyl-1,3-dihydroxybenzene, 4-Hexyl-1,3-benzenediol, 4-Hexyl-1,3-dihydroxybenzene, HEXYLRESORCINOL, 4-HEXYLRESORCINOL, Hexylcaine, Adrover, Oxana, ST-37, s.t.37, Ascaryl, Hidesol, Prensol, benzenediol, 4-hexyl-, 1,3- benzenediol, 4-hexyl-, caprokol, 1,3- dihydroxy-4-hexyl benzene, gelovermin, hexyl resorcinol, 4- hexyl-1,3-benzenediol, 4- hexyl-1,3-dihydroxybenzene, 4- hexyl-benzene-1,3-diol, 4- hexylbenzene-1,3-diol, 4- hexylbenzol-1,3-diol, hexylresorcin, 4- hexylresorcine, 4- hexylresorcinol, 4-N- hexylresorcinol, p- hexylresorcinol, sucrets, worm-agen, 1,3-Benzenediol, 4-hexyl-,  Resorcinol, 4-hexyl-,  p-Hexylresorcinol,  Adrover,  Antascarin,  Ascaricid,  Ascarinol,  Caprokol,  Crystoids,  Cystoids Anthelmintic,  Hidesol,  Oxana,  Prensol,  S.T. 37,  Sucrets,  ST-37,  1,3-Dihydroxy-4-Hexylbenzene,  4-n-Hexylresorcinol,  4-Hexyl-1,3-dihydroxybenzene,  4-Hexylresorcine,  4-Hexylresorcinol,  NCI-C55787,  1,3-Dihydroxy-4-n-hexylbenzene,  4-(1-Hexyl)resorcinol,  Ascaryl,  Gelovermin,  4-Hexyl-1,3-benzenediol,  Hexylresorcin,  Worm-agen,  1-(2',4'-Dihydroxyphenyl)hexane,  Mycoderm,  NSC 1570

4-Hexylresorcinol is an organic compound with local anaesthetic, antiseptic, and anthelmintic properties.
As an antiseptic, 4-hexylresorcinol is marketed as S.T.37 by Numark Laboratories, Inc. (in a 0.1% solution) for oral pain relief and as a topical antiseptic.
4-hexylresorcinol is available for use topically on small skin infections or as an ingredient in throat lozenges.


4-hexylresorcinol appears as pale-yellow viscous liquid (that becomes solid on standing at room temperature) or a peach colored powder.
4-hexylresorcinol has pungent faintly fatty odor.
4-hexylresorcinol has sharp astringent taste.


4-hexylresorcinol is a substituted dihydroxybenzene.
4-hexylresorcinol exhibits antiseptic, anthelmintic, and local anesthetic properties.
4-hexylresorcinol can be found in topical applications for minor skin infections and in oral solutions or throat lozenges for pain relief and first aid antiseptic.


4-hexylresorcinol is a member of resorcinols.
4-Hexylresorcinol is a versatile organic compound used as a local anesthetic, antiseptic, and anthelmintic.
4-hexylresorcinol is a substituted phenol with bactericidal, antihelminthic and potential antineoplastic activities.


4-hexylresorcinol belongs to the family of Resorcinols.
These are compounds containing a resorcinol moiety, which is a benzene ring bearing two hydrocyl groups at positions 1 and 3.
4-hexylresorcinol is a substituted dihydroxybenzene used topically as an antiseptic for the treatment of minor skin infections.


4-hexylresorcinol is a molecule that is naturally present in the bran of rye and other cereals.
4-hexylresorcinol turns out that Hexylresorcinol works as an "anti-browning agent" also in cosmetic products.
4-hexylresorcinol is a pretty well-researched molecule with significant tyrosinase (the famous enzyme needed to produce melanin) inhibiting abilities.


The clinical study of the manufacturer showed that 0.5% 4-hexylresorcinol has a comparable skin-lightening effect to gold-standard, 2% Hydroquinone.
4-hexylresorcinol is soluble in water. 0.05 g/100 mL (18°C)
4-hexylresorcinol is incompatible with acid chlorides, acid anhydrides, oxidizing agents.


Store 4-hexylresorcinol at room temperature.
4-hexylresorcinol is a natural compound found in plants with antimicrobial, anthelmintic, antiseptic and antitumor activities.
4-hexylresorcinol can induce apoptosis in squamous carcinoma cells.


4-hexylresorcinol is a reversible and noncompetitive inhibitor of α-glucosidase.
4-hexylresorcinol has protective effects against oxidative DNA damage.
4-hexylresorcinol is an alkylresorcinol, a type of amphiphilic phenolic lipid having an n-hexyl chain attached to the 4 position of the 1,3-dihydroxybenzene ring.


Alkylresorcinols provide benefits in a wide range of applications (antibacterial, antiparasitic, anesthetic, antiseptic, etc.) due to the interactions of their alkyl chains with phospholipids and/or proteins and to the antioxidant activity of the phenolic hydroxyl group.
Despite 4-hexylresorcinol’s long history of use in foods and pharmaceuticals it is only recently that its benefits in skin care preparations has been realized.


4-hexylresorcinol's primary use in skin care products is as a skin lightening agent and to control hyperpigmentation.
4-hexylresorcinol's mechanism of action in skin is by modulating multiple sites in the melanogenesis pathway, namely inhibition of tyrosinase and peroxidase enzyme activities, as well as stimulating antioxidant activity (e.g., glutathione, glutathione peroxidase, and glutathione reductase).


4-hexylresorcinol is a substituted dihydroxybenzene.
4-hexylresorcinol exhibits antiseptic, anthelmintic, and local anesthetic properties.
4-hexylresorcinol can be found in topical applications for minor skin infections and in oral solutions or throat lozenges for pain relief and first aid antiseptic.


4-hexylresorcinol may also be used commonly in various commercial cosmetic anti-aging creams while ongoing studies research the possibility of using hexylresorcinol as an anti-cancer therapy - indications all of which require further study and testing at the current moment.
4-hexylresorcinol is an alkylresorcinol (AR), a type of phenolic lipid, that can be found naturally in whole grain wheat and rye.


4-hexylresorcinol is known to function as a skin-lightening agent, antioxidant and astringent agent.
Studies show topical application of 4-hexylresorcinol may play a role in defending against signs of skin aging, has protective effects against oxidative DNA damage by increasing levels of glutathione and modulation of antioxidant enzymes (GPX, GR and GST).


4-Hexylresorcinol is an antioxidant and stabilizer in pharmaceutical formulations.
4-hexylresorcinol acts as a skin-whitening agent and antimicrobial preservative in topical drugs.
4-hexylresorcinol appears as a white to off-white crystalline powder.


4-Hexylresorcinol is a potent irreversible inhibitor of polyphenol oxidase.
4-Hexylresorcinol is an inhibitor of TGase2 (transglutaminase-2) in KB cells.
Studies indicate that 4-Hexylresorcinol reduces DNA oxidative damage in human lymphocytes.


The combination of 4-Hexylresorcinol and Cisplatin (sc-200896) may act to inhibit tumor growth, cell growth, and KB cell viability.
Alternate studies suggest that 4-Hexylresorcinol is a potent irreversible inhibitor of polyphenol oxidase (PPO) activity.
Furthermore, 4-Hexylresorcinol is a mixed-type inhibitor which influences the apparent V(max) and K(m) values of the inhibitor by binding preferentially to the oxy form of PPO.


4-hexylresorcinol is an organic compound.
In the United States, 4-hexylresorcinol may be used as an active ingredient in OTC drug products.
When used as an active drug ingredient, the established name is 4-hexylresorcinol.


4-hexylresorcinol is a slightly red powder
4-hexylresorcinol is a member of resorcinols.


4-hexylresorcinol appears as pale-yellow viscous liquid (that becomes solid on standing at room temperature) or a peach colored powder.
4-hexylresorcinol is insoluble in water.

USES and APPLICATIONS of 4-HEXYLRESORCINOL:
4-Hexylresorcinol has a wide range of applications across different industries.
In the pharmaceutical field, 4-hexylresorcinol is used as a topical antiseptic and anti-infective agent.
4-hexylresorcinol has been incorporated into throat lozenges and oral care products due to its antibacterial and anesthetic properties.


In the food industry, 4-hexylresorcinol functions as an anti-browning agent, particularly in shrimp and crustacean processing, where it inhibits enzymatic browning caused by polyphenol oxidase.
4-hexylresorcinol is also used as a preservative to extend shelf life in certain food products.
In the cosmetic industry, 4-hexylresorcinol is used in skin-lightening and anti-aging formulations due to its ability to inhibit melanin formation and provide antioxidant protection.


In biomedical research, 4-hexylresorcinol is studied for its effects on enzyme inhibition, protein interactions, and potential anticancer properties due to its ability to modulate cellular oxidative stress pathways.
4-Hexylresorcinol is a versatile organic compound used as a local anesthetic, antiseptic, and anthelmintic.
Commonly used in throat lozenges and topical skin treatments, 4-hexylresorcinol offers antibacterial and antifungal properties.


4-hexylresorcinol is also employed as a food additive to prevent browning in crustaceans and in anti-aging skincare.
Medical/Topical: Often branded as S.T.37, 4-hexylresorcinol is used for minor skin infections, sore throat pain relief, and as an anthelmintic (to treat parasitic worm infections).
Cosmetics: 4-hexylresorcinol is used in creams for anti-aging, anti-inflammatory, and skin-lightening (anti-pigmentation) properties.


Food Industry: 4-hexylresorcinol is used to prevent melanosis (darkening) in shrimp and other crustaceans.
4-hexylresorcinol is used as an antiseptic in mouthwashes and skin wound cleansers.
4-hexylresorcinol may also inhibit oxidative DNA damage by enhancing the activity of antioxidant enzymes, including glutathione peroxidase and glutathione reductase, which facilitate scavenging reactive oxygen molecules by glutathione (GSH).


4-hexylresorcinol is a food additive for prevention of enzymic browning in shrimp and fruits.
4-hexylresorcinol may also be used commonly in various commercial cosmetic anti-aging creams while ongoing studies research the possibility of using hexylresorcinol as an anti-cancer therapy - indications all of which require further study and testing at the current moment.


4-Hexylresorcinol has been used commercially by many cosmetic and personal care products.
4-Hexylresorcinol is an inhibitor of transglutaminase-2 in KB cells.
Studies indicate that 4-Hexylresorcinol reduces DNA oxidative damage in human lymphocytes.


4-hexylresorcinol is a substituted dihydroxybenzene used topically as an antiseptic for the treatment of minor skin infections.
4-hexylresorcinol is a substituted phenol with bactericidal, antihelminthic and potential antineoplastic activities.
The combination of 4-Hexylresorcinol and Cisplatin has been shown to inhibit tumor growth, cell growth, and KB cell viability.


4-Hexylresorcinol is used as the starting material to synthesize a potent immune suppressor, celastramycin A.
4-hexylresorcinol is a precursor to prepare resorcinol-sn-glycerol derivatives, that exhibit high affinity for cannabinoid type 1 receptor.
4-hexylresorcinol can also be incorporated as a linker while building catenanes.


4-hexylresorcinol has been used for a long time in the food industry as an "anti-browning agent" for fresh-cut fruits or shrimps.
4-Hexylresorcinol by Aurocos Speciality Chemicals acts as a skin lightening agent.
4-hexylresorcinol can reduce the appearance of fine lines and wrinkles on skin, increases protection against UV-A and UV-B rays.


4-hexylresorcinol improves skin barrier against pollution and sun exposure.
4-hexylresorcinol is a chemical compound with anaesthetic, antiseptic and antihelmintic properties.
4-hexylresorcinol exhibits powerful melanin inhibiting properties.


4-Hexylresorcinol is used in skin- and sun care formulations.
4-hexylresorcinol is an ingredient used to relieve irritation, pain, and prevent infection.

CLINICAL USE of 4-HEXYLRESORCINOL:
Hexylresorcinol, also known as 4-hexylresorcinol, is a white crystalline substance with a faint phenolic odor.
When applied to the tongue 4-hexylresorcinol produces a sensation of numbness.
4-hexylresorcinol is freely soluble in alcohol but only slightly soluble in water(1–20,000 parts).

4-hexylresorcinol is an effective antiseptic,possessing both bactericidal and fungicidal properties.
The phenol coefficient of 4-hexylresorcinol against S. aureusis 98.

As is typical for alkylated phenols, hexylresorcinol possesses surfactant properties.
4-hexylresorcinol also haslocal anesthetic activity.

4-hexylresorcinol is formulated into throat lozenges because of its local anesthetic and antisepticproperties.
These preparations are probably of little value.
4-hexylresorcinol (in the concentration in thelozenge) is probably not antiseptic, and the local anestheticproperty can anesthetize the larynx, causing temporary laryngitis.

CHEMICAL PROPERTIES of 4-HEXYLRESORCINOL:
Chemically, 4-hexylresorcinol behaves as a substituted dihydroxybenzene.
The two hydroxyl groups on the aromatic ring contribute to 4-hexylresorcinol's antioxidant and radical-scavenging properties through hydrogen donation mechanisms.
4-hexylresorcinol exhibits weak acidity due to phenolic OH groups.

4-hexylresorcinol is relatively stable under neutral conditions but may undergo oxidation when exposed to strong oxidizing agents.
4-hexylresorcinol can participate in electrophilic substitution reactions on the aromatic ring.
4-hexylresorcinol's amphiphilic structure enhances its interaction with lipid membranes, which is important for its antimicrobial activity.

PHYSICAL PROPERTIES of 4-HEXYLRESORCINOL:
4-Hexylresorcinol is typically a white to off-white crystalline solid.
4-hexylresorcinol has a faint phenolic odor.
4-hexylresorcinol has a relatively low water solubility but is soluble in organic solvents such as ethanol, ether, and chloroform due to its hydrophobic alkyl chain.

4-hexylresorcinol is moderately lipophilic and exhibits good membrane permeability.
4-hexylresorcinol's melting point is generally in the range of 65–70 °C, and it decomposes at higher temperatures rather than boiling cleanly.
4-hexylresorcinol has a relatively high boiling point above 300 °C under reduced stability conditions.
Its density is higher than water in solid form, and 4-hexylresorcinol is stable under normal ambient storage conditions if protected from light and moisture.

BENEFITS AND CHARACTERISTICS of 4-HEXYLRESORCINOL:
4-Hexylresorcinol provides multiple functional benefits.
4-hexylresorcinol acts as a strong antioxidant, helping reduce oxidative stress in biological and food systems.
4-hexylresorcinol exhibits antimicrobial activity against a range of bacteria and fungi, making it useful as a preservative and antiseptic agent.

4-hexylresorcinol also has anti-browning properties by inhibiting tyrosinase and other polyphenol oxidase enzymes, which are responsible for enzymatic browning in food products.
In cosmetic applications, 4-hexylresorcinol may help in reducing hyperpigmentation by interfering with melanin synthesis pathways.
Its amphiphilic nature allows 4-hexylresorcinol to penetrate lipid membranes effectively, enhancing its biological activity.
4-hexylresorcinol is chemically stable under controlled storage conditions and maintains activity over a wide pH range.

MECHANISM OF ACTION of 4-HEXYLRESORCINOL:
As an antiseptic, 4-hexylresorcinol acts by interfering with microbial metabolic processes.
4-hexylresorcinol also acts as a tyrosinase inhibitor (preventing food browning) and a histone deacetylase inhibitor with potential antineoplastic activities.

PREPARATION of 4-HEXYLRESORCINOL:
The preparation of 4-Hexylresorcinol involves two methods:
The reaction of caproic acid and resorcinol in the presence of a catalyst.
Reduction of hexanoylresorcinol with zinc amalgam and dilute hydrochloric acid.

CHEMICAL PROPERTIES of 4-HEXYLRESORCINOL:
4-hexylresorcinol is a substituted dihydroxybenzene (specifically 4-hexylbenzene-1,3-diol).
4-hexylresorcinol is an amphiphilic compound with a melting point of 68-69 °C.
4-Hexylresorcinol is an organic phenolic compound belonging to the alkylresorcinol family.

4-hexylresorcinol is a synthetic derivative of resorcinol where a hexyl chain is substituted at the 4-position of the benzene ring.
4-hexylresorcinol is widely recognized for its antiseptic, antioxidant, and anti-browning properties and is used in pharmaceutical, cosmetic, and food-related applications.

4-Hexylresorcinol is a lipophilic phenolic compound characterized by its aromatic benzene ring with two hydroxyl groups and a hydrophobic hexyl side chain.
This structural combination gives 4-hexylresorcinol both hydrophilic and lipophilic properties, enabling interaction with biological membranes and proteins.
4-hexylresorcinol is known for its antimicrobial and antioxidant activity and has been used historically as a topical antiseptic as well as a food preservative.

PHYSICOCHEMICAL SUMMARY of 4-HEXYLRESORCINOL:
Overall, 4-hexylresorcinol is a lipophilic phenolic compound with strong antimicrobial, antioxidant, and enzyme-inhibiting properties.
Its dual hydrophilic and hydrophobic character makes 4-hexylresorcinol highly versatile across pharmaceutical, cosmetic, and food industries.
4-hexylresorcinol's stability, biological activity, and functional performance contribute to its continued use in specialized applications.


OTHER SKIN BENEFITS of 4-HEXYLRESORCINOL:
Skin Protection
Hexylresorcinol  is a potent antioxidant that protects and repairs DNA damage, stimulates glutathione activities, reduces glycation to protect proteins, such as collagen and elastin, and reduces skin inflammation.

***HEXYLRESORCINOL 'S ANTI-AGING BENEFITS:
Hexylresorcinol  provides antiaging benefits by stimulating collagen and elastin synthesis, boosting the skin's firmness, correcting volume loss, and reducing the depth of wrinkles.
Hexylresorcinol  is a phenol derivative that offers several benefits for skin.

Hexylresorcinol ’s antioxidant benefits include helping to prevent collagen breakdown, preserving skin’s firmness.
What's more, Hexylresorcinol ’s capable of scavenging free radicals that damage skin’s protein and lipid (fat) components, helping to maintain a healthy appearance.

Hexylresorcinol is considered a safe and effective alternative to longstanding dark spot ingredient hydroquinone.
Clinical studies have shown excellent synergy of this ingredient paired with the B vitamin niacinamide, various forms of vitamin C and various retinoids.
It’s also been shown to be more effective at fading discolorations than kojic acid or licorice extract.


***HEXYLRESORCINOL IN SKIN LIGHTENING:
Hexylresorcinol is commonly called 4-hexylresorcinol, a cosmeceutical-grade skincare ingredient.
As a potent skin lightening and tone corrector, Hexylresorcinol  targets 8 spots of melanin synthesis pathways when used alone.

SYNTHESIS of 4-HEXYLRESORCINOL:
General procedure for the synthesis of 4-hexylresorcinol from 2',4'-dihydroxybenzenehexanone: In a 1.0 L autoclave, 104.1 g (0.5 mol) of 4-hexanoylresorcinol, 500 mL of methanol, and 10% wet Pd/C catalyst (20.0 g) were added in sequence.
The reaction system was heated to 80 °C and the hydrogenation reaction was carried out under hydrogen pressure of 1.5 MPa.
The reaction process was monitored by gas chromatography (GC) until the reaction was complete.

Upon completion of the reaction, the reaction mixture was filtered to recover the Pd/C catalyst.
The filtrate was concentrated under reduced pressure to give a light brown-red oily liquid.
Finally, the product was recrystallized using a solvent mixture of dichloromethane and hexane to give 83.7 g of 4-hexylresorcinol, which was analyzed by GC for purity >99.0% in 86.2% yield, and the total yield of the two-step reaction was 77.5%.

WHERE IS 4-HEXYLRESORCINOL FOUND?
Hexylresorcinol  has a long history of human pharmaceutical use as a topical skin and mucosal disinfectant for treatment of superficial wounds, and as a component of soaps, handwashes, and skin cleaners.
Hexylresorcinol  has been used in dilute solutions as antiseptic gargles or throat spray, and in lozenges.
Hexylresorcinol  is still marketed today as an ingredient of certain throat lozenges.

PHYSICAL and CHEMICAL PROPERTIES of 4-HEXYLRESORCINOL:
CAS Number: 136-77-6
EC Number: 205-256-2
Molecular Formula: C12H18O2
Molecular Weight: 194.27 g/mol
Formula: C12H18O2
Molar mass: 194.274 g·mol−1
Melting point: 68 to 69 °C (154 to 156 °F)
Boiling point: 333 to 335 °C (631 to 635 °F)
XLogP3: 3.5

Hydrogen Bond Donor Count: 2
Hydrogen Bond Acceptor Count: 2
Rotatable Bond Count: 5
Exact Mass: 194.130679813 Da
Monoisotopic Mass: 194.130679813 Da
Topological Polar Surface Area: 40.5 Ų
Heavy Atom Count: 14
Formal Charge: 0
Complexity: 147

Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes

Molecular Formula / Molecular Weight: C12H18O2 = 194.27
Physical State (20 deg.C): Solid
Storage Temperature: Room Temperature (Recommended in a cool and dark place, <15°C)
Store Under Inert Gas: Store under inert gas
Condition to Avoid: Air Sensitive
CAS RN: 136-77-6
Reaxys Registry Number: 2048312

PubChem Substance ID: 87570583
SDBS (AIST Spectral DB): 7132
Merck Index (14): 4712
MDL Number: MFCD00002284
Linear Formula: CH3(CH2)5C6H3-1,3-(OH)2
CAS Number: 136-77-6
Molecular Weight: 194.27
UNSPSC Code: 12352100

NACRES: NA.22
PubChem Substance ID: 24852569
EC Number: 205-257-4
Beilstein/REAXYS Number: 2048312
MDL number: MFCD00002284
Assay: 98%
Appearance: Powder

Physical State: Solid
Storage: Store at room temperature
Melting Point: 65-67° C (lit.)
Boiling Point: 333-335° C (lit.)
Density: 1.036 g/cm3 at 20° C
Physical state: solid
Color: No data available
Odor: No data available

Melting point/freezing point: Melting point/ range: 65 - 67 °C - lit.
Initial boiling point and boiling range: 333 - 335 °C - lit.
Flammability (solid, gas): No data available
Upper/lower flammability or explosive limits: No data available
Flash point: ca.198 °C
Autoignition temperature: ca.450 °C at 1.013 hPa
Decomposition temperature: No data available
pH: No data available

Viscosity: Viscosity, kinematic: No data available; 
Viscosity, dynamic: No data available
Water solubility: ca.0,701 g/l at 20 °C - OECD Test Guideline 105
Partition coefficient n-octanol/water: log Pow: ca.3,34 at 20 °C - Bioaccumulation is not expected.
Vapor pressure: No data available
Density: ca.1,036 g/cm3 at 20 °C - OECD Test Guideline 109
Relative density: No data available
Relative vapor density: No data available

Particle characteristics: No data available
Explosive properties: No data available
Oxidizing properties: none
Other safety information: Surface tension 36,59 mN/m at 20 °C
CBNumber: CB2725396
Molecular Formula: C12H18O2
Molecular Weight: 194.27
MDL Number: MFCD00002284

MOL File: 136-77-6.mol
Melting point: 65-67 °C (lit.)
Boiling point: 333-335 °C (lit.)
Density: 1.0010 (rough estimate)
bulk density: 340kg/m3
vapor pressure: 0.001Pa at 25℃
refractive index: 1.5050 (estimate)

Flash point: >100°C
storage temp.: 2-8°C
solubility: chloroform: 50 mg/mL, clear
form: Powder and/or Chunks
pka: pKa 9.1 (Uncertain)
color: White to pale orange or pale pink
PH: 7.7 (0.5g/l, H2O, 20℃)

Water Solubility: 0.05 g/100 mL (18 ºC)
Merck: 14,4712
BRN: 2048312
Henry's Law Constant: 3.8×104 mol/(m3Pa) at 25℃, HSDB (2015)
Stability: Stable. Incompatible with acid chlorides, acid anhydrides, oxidizing agents.
Cosmetics Ingredients Functions: ANTIMICROBIAL
InChI: 1S/C12H18O2/c1-2-3-4-5-6-10-7-8-11(13)9-12(10)14/h7-9,13-14H,2-6H2,1H3
InChIKey: WFJIVOKAWHGMBH-UHFFFAOYSA-N

SMILES: CCCCCCc1ccc(O)cc1O
LogP: 3.34 at 20℃
Surface tension: 36.59mN/m at 1g/L and 20℃
FDA 21 CFR: 310.545
CAS DataBase Reference: 136-77-6
EWG's Food Scores: 1
FDA UNII: R9QTB5E82N
ATC code: R02AA12
NIST Chemistry Reference: Hexylresorcinol

EPA Substance Registry System: 4-Hexylresorcinol
UNSPSC Code: 41116107
NACRES: NA.24
ECHA EINECS - REACH Pre-Reg:: 205-257-4
FDA UNII:: R9QTB5E82N
Nikkaji Web:: J2.020F
Beilstein Number: 2048312
MDL:: MFCD00002284

XlogP3: 3.50 (est)
Molecular Weight: 194.27386000
Formula: C12 H18 O2 Appearance: white powder (est)
Assay: 98.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 68.00 °C. @ 760.00 mm Hg
Boiling Point: 334.00 °C. @ 760.00 mm Hg
Vapor Pressure: 0.000092 mmHg @ 25.00 °C. (est)

Flash Point: 311.00 °F. TCC (155.20 °C.) (est)
logP (o/w): 3.450
Soluble in: acetone ether water, 500 mg/L @ 18C (exp)
Melting Point (clear melt): 63.5-69.5?C
Appearance (Color): White to pale brown
Identification (FTIR): Conforms
Assay (GC): ≥98.5%
Form: Powder

FIRST AID MEASURES of 4-HEXYLRESORCINOL:
 -Description of first-aid measures
*General advice:
Show this material safety data sheet to the doctor in attendance.
*If inhaled:
After inhalation: 
Fresh air.
*In case of skin contact: 
Take off immediately all contaminated clothing. 
Rinse skin with
water/ shower.
*In case of eye contact:
After eye contact: 
Rinse out with plenty of water. 
Call in ophthalmologist. 
Remove contact lenses.
*If swallowed:
After swallowing: 
Immediately make victim drink water (two glasses at most). 
Consult a physician.
-Indication of any immediate medical attention and special treatment needed.
No data available

ACCIDENTAL RELEASE MEASURES of 4-HEXYLRESORCINOL:
-Environmental precautions:
Do not let product enter drains.
-Methods and materials for containment and cleaning up:
Cover drains. 
Collect, bind, and pump off spills. 
Observe possible material restrictions. 
Take up dry. 
Dispose of properly. 
Clean up affected area.

FIRE FIGHTING MEASURES of 4-HEXYLRESORCINOL:
-Extinguishing media:
*Suitable extinguishing media:
Carbon dioxide (CO2) 
Foam 
Dry powder
*Unsuitable extinguishing media:
For this substance/mixture no limitations of extinguishing agents are given.
-Further information:
Prevent fire extinguishing water from contaminating surface water or the ground water system.

EXPOSURE CONTROLS/PERSONAL PROTECTION of 4-HEXYLRESORCINOL:
-Control parameters:
--Ingredients with workplace control parameters:
-Exposure controls:
--Personal protective equipment:
*Eye/face protection:
Use equipment for eye protection. 
Safety glasses
*Body Protection:
protective clothing
*Respiratory protection:
Recommended Filter type: Filter A 
-Control of environmental exposure:
Do not let product enter drains.

HANDLING and STORAGE of 4-HEXYLRESORCINOL:
-Conditions for safe storage, including any incompatibilities:
*Storage conditions:
Tightly closed. 
Dry.

STABILITY and REACTIVITY of 4-HEXYLRESORCINOL:
-Chemical stability:
The product is chemically stable under standard ambient conditions (room temperature).
-Possibility of hazardous reactions:
No data available


 

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