PRODUCTS

2,5-XYLENOL

2,5-Xylenol is used to make phenolic resins and (in isomeric mixtures) as an antioxidant for lubricating oils, gasoline, and elastomers.
2,5-Xylenol is used as perfuming agents.
2,5-Xylenol is primarily employed as an intermediate in the manufacture of specialty chemicals, engineering plastics, antioxidants, pharmaceutical intermediates, dyes, pigments, and agrochemicals.

CAS Number: 95-87-4
EC Number: 202-463-9
Molecular Formula: C₈H₁₀O
Molecular Weight: 122.16 g/mol

SYNONYMS:
2,5-Xylenol, 2,5-Dimethylphenol, 2,5-DMP, 2-Hydroxy-1,4-dimethylbenzene, p-Xylenol, 1-Hydroxy-2,5-dimethylbenzene, 2,5-dimethyl phenol, 3,6-dimethyl phenol, 1,4-dimethyl-2-hydroxybenzene, 2,5-dimethyl-phenol, 2,5-dimethylbenzolol, 2,5-dimethylphenol, 1hydroxy-2,5-dimethyl benzene, 2-hydroxy-p-xylene, phenol, 2,5-dimethyl-, p-xylenol, 2,5-Dimethylphenol, 2-Hydroxy-p-xylene, p-Xylenol, 2,5-Xylenol; p-Xylenol; 1-Hydroxy-2,5-dimethylbenzene; 1,2,5-Xylenol; 2,5-Dimethylphenol; 3,6-Dimethylphenol; 3,6-Xylenol; 6-Methyl-m-cresol; 1,4-Dimethyl-2-hydroxybenzene; 2,5-Dmp; 2-Hydroxy-p-xylene; NSC 2599, 2,5-dimethyl phenol, 3,6-dimethyl phenol, 1,4-dimethyl-2-hydroxybenzene, 2,5-dimethyl-phenol, 2,5-dimethylbenzolol, 2,5-dimethylphenol, 1-hydroxy-2,5-dimethyl benzene, 2-hydroxy-p-xylene, phenol, 2,5-dimethyl-, p- xylenol, 2,5-Dimethylphenol, p-Xylenol, 1,2,5-Xylenol, 1-Hydroxy-2,5-dimethylbenzene, 3,6-Dimethylphenol, NSC 2599, 2-Hydroxy-p-xylene, 2,5-DIMETHYLPHENOL, 95-87-4, 2,5-Xylenol, p-Xylenol, Phenol, 2,5-dimethyl-, 3,6-Dimethylphenol, 6-Methyl-m-cresol, 3,6-Xylenol, 1,2,5-Xylenol, 1-Hydroxy-2,5-dimethylbenzene, 2,5-Dmp, 1,4-Dimethyl-2-hydroxybenzene, FEMA No. 3595, DTXSID6025145, XH3E3564KX, NSC-2599, DTXCID905145, CHEBI:191381, RefChem:82967, 202-461-5, 2-Hydroxy-p-xylene, 2,5-Dimethyl phenol, MFCD00002237, NSC 2599, 2,5-Dimethyl-phenol, FEMA 3595, 2,5-Dimethylphenol Standard, 2,5-Dimethylphenol (p-Xylenol), CAS-95-87-4, 25498-21-9, CCRIS 722, HSDB 5296, EINECS 202-461-5, BRN 1099260, UNII-XH3E3564KX, AI3-01551, Hydroxy-p-xylene, p-2-Xylenol, 2,5'-Xylenol, 2,5-Xylenol, 8CI, EC 202-461-5, 2,5-Dimethylphenol solution, SCHEMBL92202, 4-06-00-03164 (Beilstein Handbook Reference), SCHEMBL293150, SCHEMBL930869, WLN: QR B1 E1, DIMETHYLPHENOL, 2,5-, 2,5-XYLENOL [FHFI], CHEMBL192591, SCHEMBL2487942, SCHEMBL8641964, SCHEMBL9246351, 2,5-Dimethylphenol, >=99%, NSC2599, XYLENOL 2,5-DIMETHYLPHENOL, 2,5-DIMETHYLPHENOL [HSDB], 2,5-Xylenol, >=99%, FG, Tox21_201275, Tox21_300326, SBB060426, STK358774, AKOS000119348, AC-2517, CCG-302495, EBC-627108, FX02136, NCGC00091587-01, NCGC00091587-02, NCGC00091587-03, NCGC00254281-01, NCGC00258827-01, XYLENOL 2,5-DIMETHYLPHENOL [MI], BS-42340, DB-027652, METACRESOL IMPURITY G [EP IMPURITY], D0775, GEMFIBROZIL IMPURITY A [EP IMPURITY], NS00001298, ST51046606, EN300-20194, 2,5-Dimethylphenol 100 microg/mL in Methanol, E89326, F078102, 2,5-Dimethylphenol, PESTANAL(R), analytical standard, Gemfibrozil EP Impurity A; Metacresol EP Impurity G, Q26840762, F0001-2283, Z104477216, 2,5-XYLENOL;FEMA 3595;2,5-DMP;PARA-XYLENOL;1,2,5-Xylenol;P-XYLENOL;3,6-Xylenol;XYLENOL(2,5-);2.5-DiMethylph;2,5-DiMethylphen

2,5-Xylenol belongs to the class of organic compounds known as p-xylenols.
These are aromatic compounds that contain a p-xylenol moiety, which is a monocyclic benzene carrying exactly two methyl groups at the 1- and 4-positions, and at least one hydroxyl group.
2,5-Xylenol is a sweet, bacon, and naphthyl tasting compound.

2,5-Dimethylphenol has been detected, but not quantified in, several different foods, such as alcoholic beverages, arabica coffees (Coffea arabica), coffee and coffee products, and robusta coffees (Coffea canephora).
This could make 2,5-dimethylphenol a potential biomarker for the consumption of these foods.

2,5-Xylenol, also known as 2,5-dimethylphenol, is an alkyl-substituted phenolic compound belonging to the family of methylphenols (xylenols).
2,5-Xylenol consists of a phenol ring bearing two methyl groups at the 2- and 5-positions, giving the molecule enhanced hydrophobicity while retaining the reactive hydroxyl functional group.

USES and APPLICATIONS of 2,5-XYLENOL:
2,5-Xylenol is used to make phenolic resins and (in isomeric mixtures) as an antioxidant for lubricating oils, gasoline, and elastomers.
2,5-Xylenol is used as perfuming agents.
2,5-Xylenol is primarily employed as an intermediate in the manufacture of specialty chemicals, engineering plastics, antioxidants, pharmaceutical intermediates, dyes, pigments, and agrochemicals.

One of 2,5-Xylenol's most significant industrial applications is in the synthesis of intermediates used for producing polyphenylene oxide (PPO/PPE) engineering thermoplastics, which are valued for their outstanding dimensional stability, heat resistance, and electrical insulating properties.
2,5-Xylenol is widely utilized in the preparation of antioxidants for rubber, plastics, lubricants, and fuels, where phenolic structures help inhibit oxidative degradation and extend product service life.

2,5-Xylenol is also used in the synthesis of epoxy resin modifiers, phenolic resins, specialty coatings, adhesive systems, and polymer additives.
In pharmaceutical and fine chemical manufacturing, 2,5-xylenol serves as a valuable aromatic building block for preparing biologically active molecules, heterocyclic compounds, and advanced organic intermediates.

2,5-Xylenol is frequently employed in laboratory synthesis because the phenolic hydroxyl group allows selective functionalization while maintaining excellent reaction versatility.
Its balanced combination of chemical stability, moderate polarity, and aromatic reactivity makes 2,5-xylenol an important raw material in numerous industrial organic synthesis processes.
2,5-Xylenol is primarily used as an intermediate in the manufacture of antioxidants, engineering plastics, synthetic resins, pharmaceuticals, agrochemicals, dyes, and specialty chemicals.

One of its most important industrial applications is as a precursor in the production of 2,5-xylenol-derived polyphenylene oxide (PPO/PPE) intermediates and various fine chemicals.
Owing to its balanced chemical reactivity, thermal stability, and aromatic structure, 2,5-xylenol is widely employed in industrial organic synthesis and specialty chemical manufacturing.

PROPERTIES of 2,5-XYLENOL:
2,5-Xylenol combines the weak acidity characteristic of phenolic compounds with the hydrophobicity imparted by two methyl substituents.
This structural combination provides an excellent balance between chemical reactivity and physical stability.

The hydroxyl group readily participates in etherification, esterification, oxidation, and polymerization reactions, while the methyl groups increase thermal stability and reduce water solubility compared with phenol.
2,5-Xylenol exhibits excellent compatibility with a broad range of organic solvents and serves as a versatile aromatic intermediate in numerous industrial syntheses.

2,5-Xylenol demonstrates good thermal stability during processing and can withstand elevated reaction temperatures commonly encountered in resin and polymer production.
2,5-Xylenol's aromatic ring also undergoes electrophilic substitution reactions, allowing the synthesis of numerous substituted derivatives used in fine chemical manufacturing.

Because of its relatively high boiling point and low vapor pressure, 2,5-xylenol can be handled with lower evaporative losses than many lighter phenolic compounds, making it suitable for controlled industrial processes.

BENEFITS of 2,5-XYLENOL:
2,5-Xylenol provides several advantages in industrial applications:
Valuable intermediate for engineering plastics
Important precursor for polyphenylene oxide (PPO/PPE) chemistry
Excellent starting material for antioxidant production
Good thermal stability
Reactive phenolic hydroxyl functionality
Suitable for numerous organic synthesis reactions
Compatible with many organic solvents
Useful precursor for specialty resins
Good storage stability under recommended conditions
High-purity commercial grades available
Versatile aromatic building block
Suitable for pharmaceutical and agrochemical synthesis

CHARACTERISTICS of 2,5-XYLENOL:
Alkyl-substituted phenolic compound
Aromatic organic intermediate
White crystalline solid
Characteristic phenolic odor
Weakly acidic
Slightly soluble in water
Soluble in most organic solvents
Moderate lipophilicity
Good thermal stability
Reactive hydroxyl functional group
Undergoes oxidation and substitution reactions
Combustible organic solid
Industrial specialty chemical
2,5-Xylenol is widely used in polymer and resin chemistry

ALTERNATIVE PARENTS of 2,5-XYLENOL:
p-Xylenes
Ortho cresols
Meta cresols
1-hydroxy-4-unsubstituted benzenoids
1-hydroxy-2-unsubstituted benzenoids
Organooxygen compounds
Hydrocarbon derivatives

SUBSTITUENTS of 2,5-XYLENOL:
P-xylenol
P-xylene
O-cresol
M-cresol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

PHYSICAL and CHEMICAL PROPERTIES of 2,5-XYLENOL:
Appearance: White to off-white crystalline solid or colorless to pale yellow crystals (may become slightly yellow upon storage)
Odor: Characteristic phenolic odor
Physical State: Crystalline solid at room temperature
Molecular Formula: C₈H₁₀O
Molecular Weight: 122.16 g/mol
Density: Approximately 1.03–1.05 g/cm³ (20°C)
Melting Point: Approximately 74–76°C
Boiling Point: Approximately 211–213°C
Flash Point: Approximately 95–100°C (closed cup)
Autoignition Temperature: Approximately 515–530°C

Vapor Pressure: Very low at room temperature
Vapor Density: Approximately 4.2 (air = 1)
Relative Density: Approximately 1.04
Refractive Index (molten): Approximately 1.53
Water Solubility: Slightly soluble (approximately 5–8 g/L at 25°C)
Solubility: Freely soluble in ethanol, methanol, acetone, ether, benzene, toluene, chloroform and many organic solvents
Log Kow: Approximately 2.3–2.5
Partition Coefficient: Moderately lipophilic
Surface Tension: Moderate
Viscosity: Low in molten form

Acidity (pKa): Approximately 10.4
Chemical Stability: Stable under recommended storage conditions
Reactivity: Undergoes oxidation, etherification, esterification, halogenation, nitration and condensation reactions
Flammability: Combustible solid
Decomposition Products: Carbon monoxide, carbon dioxide and irritating phenolic vapors during combustion
Oxidation Sensitivity: Slowly oxidizes upon prolonged exposure to air and light
Biodegradability: Readily biodegradable under aerobic conditions
Environmental Mobility: Moderate
Bioaccumulation Potential: Low to moderate

Chemical Name: 2,5-Xylenol
IUPAC Name: 2,5-Dimethylphenol
Common Name: 2,5-Xylenol
CAS Number: 95-87-4
EC Number: 202-463-9
Molecular Formula: C₈H₁₀O
Molecular Weight: 122.16 g/mol
ECHA EINECS - REACH Pre-Reg: 202-461-5
FDA UNII: XH3E3564KX
Nikkaji Web: J43.459K

Beilstein Number: 1099260
MDL: MFCD00002237
CoE Number: 537
XlogP3: 2.30 (est)
Molecular Weight: 122.16690000
Formula: C8 H10 O
Appearance: white to tan crystals (est)
Assay: 99.00 to 100.00
Food Chemicals Codex Listed: No

Specific Gravity: 0.97100 @ 25.00 °C.
Melting Point: 75.00 to 77.00 °C. @ 760.00 mm Hg
Boiling Point: 211.00 to 212.00 °C. @ 760.00 mm Hg
Vapor Pressure: 0.128000 mmHg @ 25.00 °C. (est)
Flash Point: > 230.00 °F. TCC ( > 110.00 °C. )
logP (o/w): 2.330
Soluble in: alcohol
water, 3835 mg/L @ 25 °C (est)
water, 3540 mg/L @ 25 °C (exp)
Insoluble in: water
Linear Formula: (CH3)2C6H3OH

CAS Number: 95-87-4
Molecular Weight: 122.16
FEMA Number: 3595
Council of Europe no.: 537
UNSPSC Code: 12164502
PubChem Substance ID: 24901801
Flavis number: 4.019
EC Number: 202-461-5
NACRES: NA.21
MDL number: MFCD00002237
Beilstein/REAXYS Number: 1099260
Organoleptic: phenolic; sweet

Grade: FG, Fragrance grade, Halal, Kosher
Biological source: synthetic
Agency: follows IFRA guidelines, meets purity specifications of JECFA
Food allergen: no known allergens
Physical state: solid
Form: crystalline
Color: light brown
Odor: No data available
Melting point/ range: 73 - 78 °C
Boiling point/boiling range: 212 °C

Method: lit.
Flammability: No data available
Upper explosion limit / Upper flammability limit: No data available
Lower explosion limit / Lower flammability limit: No data available
Flash point: No data available
Autoignition temperature: No data available
Decomposition temperature: No data available
pH: No data available
Viscosity, dynamic: No data available
Viscosity, kinematic: No data available

Flow time: No data available
Water solubility: No data available
Partition coefficient: noctanol/water: No data available
Vapor pressure: No data available
Relative density: No data available
Density: 0,9 g/cm3 (75 °C)
Relative vapour density: No data available
Explosives: Not classified as explosive.
Oxidizing properties: none
Burning rate: No data available

Evaporation rate: No data available
Molecular weight: 122,16 g/mol
Molecular Formula / Molecular Weight: C8H10O = 122.17
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: Hygroscopic
CAS RN: 95-87-4
Reaxys Registry Number: 1099260
PubChem Substance ID: 87567405
SDBS (AIST Spectral DB): 2108
Merck Index (14): 10082
MDL Number: MFCD00002237

Chemical Structure: C8 H10 O
Molecular Formula: C8H10O
InChI Key: InChIKey=NKTOLZVEWDHZMU-UHFFFAOYSA-N
SMILES: OC1=C(C)C=CC(C)=C1
Canonical SMILES: OC1=CC(=CC=C1C)C
Molecular Weight: 122.16690063477
Molecular Weight: 122.16 g/mol
XLogP3: 2.3
Hydrogen Bond Donor Count: 1
Hydrogen Bond Acceptor Count: 1

Rotatable Bond Count: 0
Exact Mass: 122.073164938 Da
Monoisotopic Mass: 122.073164938 Da
Topological Polar Surface Area: 20.2 Å²
Heavy Atom Count: 9
Formal Charge: 0
Complexity: 90.6
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
CBNumber: CB2167439
Sum formula: C8H10O
Molecular weight: 122.16
MOL file: 95-87-4.mol
Melting point: 75-77 °C
Boiling point: 212 °C (lit.)
density: 0.971 g/mL at 25 °C (lit.)

Vapor pressure: 0.208 hPa (25 °C)
FEMA 3595 | 2,5-XYLENOL
Refractive index: 1,5120
Flash point: 85 °C
storage temp.: Store below +30°C.
solubility: 3.54g/l slightly soluble
State of matter: Crystals
pka: pK1:10.22 (25°C)
Color: slightly brown
Odor: at 0.10% in propylene glycol. sweet naphthyl phenolic smoke bacon
Type of odor: phenolic
Biological source: synthetic

Explosion limit: 1.4%(V)
Water solubility: 1 g/100 mL (60 °C)
Merck: 14,10082
JECFA Number: 706
BRN: 1099260
Henry's Law Constant: 8.2×10 0 mol/(m 3 Pa) at 25℃, Brockbank (2013)
Exposure limits: ACGIH: TWA 1 ppm
Cosmetic ingredients and their functions: PERFUME
InChI: 1S/C8H10O/c1-6-3-4-7(2)8(9)5-6/h3-5.9H,1-2H3
InChIKey: NKTOLZVEWDHZMU-UHFFFAOYSA-N
SMILES: Cc1ccc(C)c(O)c1

LogP: 2.34-2.6 at 25℃
CAS Database: 95-87-4(CAS DataBase Reference)
NIST chemical information: Phenol, 2,5-dimethyl-(95-87-4)
EPA chemical information: 2,5-Dimethylphenol (95-87-4)
Chemical Formula: C8H10O
Average Molecular Weight: 122.1644
Monoisotopic Molecular Weight: 122.073164942
IUPAC Name: 2,5-dimethylphenol
Traditional Name: 2,5-dimethylphenol
CAS Registry Number: 95-87-4
SMILES: CC1=CC(O)=C(C)C=C1
InChI Identifier: InChI=1S/C8H10O/c1-6-3-4-7(2)8(9)5-6/h3-5,9H,1-2H3
InChI Key: NKTOLZVEWDHZMU-UHFFFAOYSA-N

FIRST AID MEASURES of 2,5-XYLENOL:
-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 2,5-XYLENOL:
-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 2,5-XYLENOL:
-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 2,5-XYLENOL:
-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 2,5-XYLENOL:
-Conditions for safe storage, including any incompatibilities:
*Storage conditions:
Tightly closed.
Dry.

STABILITY and REACTIVITY of 2,5-XYLENOL:
-Chemical stability:
The product is chemically stable under standard ambient conditions (room temperature).
-Possibility of hazardous reactions:
No data available