PRODUCTS

UNDECYL ALCOHOL (1-UNDECANOL, UNDECANOL, HENDECANOL)

Undecanol, also known by its IUPAC name 1-undecanol or undecan-1-ol, and by its trivial names undecyl alcohol and hendecanol, is a fatty alcohol. Undecanol is a colorless, water-insoluble liquid of melting point 19 °C and boiling point 243 °C.

CAS-112-42-5
EC 203-970-5

Synonyms:
1-UNDECANOL; Undecan-1-ol; Undecyl alcohol; 112-42-5; Undecanol; n-Undecanol; n-Undecyl alcohol; Hendecanoic alcohol; Hendecyl alcohol; 1-Hendecanol; n-Hendecylenic alcohol; Tip-Nip; 1-Undecyl alcohol; n-Undecan-1-ol; Decyl carbinol; Alcohol C-11; C11 alcohol; Fatty alcohol(C11); Neodol 1; Undecanol-(1); NSC 403667; UNII-06MJ0P28T3; CHEBI:87499; 06MJ0P28T3; MFCD00004751; 1-Undecanol, 98%; DSSTox_CID_6915; DSSTox_RID_78252; DSSTox_GSID_26915; Alcohol, undecyl; CAS-112-42-5; UMQ; UNA; FEMA No. 3097; HENDECANOL; HSDB 1089; EINECS 203-970-5; BRN 1698334; Decane, hydroxymethyl deriv.; AI3-00330; 1-undecanol group; Alcohol C11; Neoflex 11; Pri-n-undecyl alcohol; CCCCCCCCCCC[O]; 1-Undecanol, 99%; Dlcohol c-11 undecylic; ACMC-1CA8G; EC 203-970-5; SCHEMBL20655; n-C11H23OH; Undecyl alcohol, 97%, FG; 4-01-00-01835 (Beilstein Handbook Reference); CHEMBL444525; DTXSID0026915; ZINC1596062; Tox21_201585; Tox21_300548; 5912AF; ANW-16468; LMFA05000144; NSC403667; s9450; SBB059909; STL280304; AKOS009031434; CS-W004292; HY-W004292; MCULE-9897986150; NE10350; NSC-403667; 6-(methylamino)pyridin-3-ylboronic?acid; NCGC00164024-01; NCGC00164024-02; NCGC00164024-03; NCGC00254401-01; NCGC00259134-01; 1-Undecanol, purum, >=98.0% (GC); 143819-62-9; FT-0608326; ST51046176; U0005; EN300-20041; Q161686; J-002774; F8881-3903

Undecyl alcohol
97%, FG
Synonym: 1-Undecanol, Alcohol C11, Undecyl alcohol

CAS Number 112-42-5 Linear Formula CH3(CH2)10OH Molecular Weight 172.31 FEMA Number 3097 Beilstein/REAXYS Number 1698334 EC Number 203-970-5 Council of Europe no. 751 MDL number MFCD00004751 PubChem Substance ID 24901463 Flavis number 2.057 NACRES NA.21

Undecyl alcohol has been reported as a key volatile constituent of Senecio tenuifolius and Flacourtia montana.

It has a floral citrus like odor, and a fatty taste and is used as a flavoring ingredient in foods. It is commonly produced by the reduction of undecanal, the analogous aldehyde.

1-Undecanol is found naturally in many foods such as fruits (including apples and bananas), butter, eggs and cooked pork.

Undecanol can irritate the skin, eyes and lungs. Ingestion can be harmful, with the approximate toxicity of ethanol.

1-undecanol appears as a water-white liquid with a mild odor. Flash point 250°F. Slightly soluble in water. Considered a marine pollutant by DOT. Immediate steps should be taken to limit its spread to the environment. As a liquid it can easily penetrate the soil and contaminate groundwater or streams. Mildly irritating to both the eyes and skin.COLOURLESS LIQUID.Citrus.FATTY FLAVOR.473 °F at 760 mm Hg.Soluble in ethanol; very soluble in ether.Soluble in 60% alcohol.When heated to decomposition it emit acrid smoke and irritating fumes..Undecanol was the most potent fungicide followed by decanol. The time-kill curve study showed that undecanol was fungicidal against S. cerevisiae at any growth stages was not influenced by pH values. The alcohols tested inhibited glucose-induced acidification by inhibiting the plasma membrane H(+)-ATPase. The primary antifungal action of amphipathic medium-chain (C(9)-C(12)) alkanols comes mainly from their ability as nonionic surfactants to disrupt the native membrane-associated function of the integral proteins.

Industry Uses
Functional fluids (closed systems)

Processing aids, specific to petroleum production

Surface active agents

Consumer Uses
Fuels and related products

Laundry and dishwashing products

Personal care products

By reduction of the corresponding aldehyde.Purity: a minimum of 97-98.5% undecyl alcohol.This chemical is listed as a High Production Volume (HPV) (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule.Commercial products from the family of 6 to 11 carbon alcohols that make up the plasticizer range are available both as ... pure single carbon chain materials and as complex isomeric mixtures. Commercial descriptions of plasticizer range alcohols are ... in general a ... pure material is called "-anol" /eg, 1-undecanol/, and the mixtures are called "-yl alcohol /eg, undecyl alcohol/ or "iso...yl alcohol" /eg, isoundecyl alcohol/.Reported uses /include/ non-alcoholic beverages 4.09 ppm; ice cream, ices, etc 15.47 ppm; candy 17.65 ppm; baked goods 17.66 ppm; alcoholic beverages 4.50 ppm.Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]: Some may burn but none ignite readily. Containers may explode when heated. Some may be transported hot. For UN3508, be aware of possible short circuiting as this product is transported in a charged state.Wash eyes with water for at least 15 min.Fresh air, rest. Refer for medical attention.Remove contaminated clothes. Rinse and then wash skin with water and soap.First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.Rinse mouth. Do NOT induce vomiting. Give one or two glasses of water to drink. Refer for medical attention .Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]: SMALL FIRE: Dry chemical, CO2, water spray or regular foam. LARGE FIRE: Water spray, fog or regular foam. Do not scatter spilled material with high-pressure water streams. Move containers from fire area if you can do it without risk. Dike fire-control water for later disposal. FIRE INVOLVING TANKS: Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks engulfed in fire.Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Collect leaking and spilled liquid in covered containers as far as possible.Using acclimated mixed microbial cultures, the theoretical and 5-day BOD for 1-undecanol were determined to be 16.50% and 4.5 mmol/mmol chemical, respectively(1). After 5 days at 21 °C in sewage, the theoretical BOD for 1-undecanol was 27.6%(2). 1-Undecanol had a zero order biodegradation rate of 0.125 ppm/hour and a first order biodegradation rate constant of 6.1X10-3/hour by activated sludge(3). Using this biodegradation rate constant a half-life of 4.7 days can be calculated.The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]: Do not touch or walk through spilled material. Stop leak if you can do it without risk. Prevent dust cloud. Avoid inhalation of asbestos dust. SMALL DRY SPILL: With clean shovel, place material into clean, dry container and cover loosely; move containers from spill area. SMALL SPILL: Pick up with sand or other non-combustible absorbent material and place into containers for later disposal. LARGE SPILL: Dike far ahead of liquid spill for later disposal. Cover powder spill with plastic sheet or tarp to minimize spreading. Prevent entry into waterways, sewers, basements or confined areas. (ERG, 2016)Residues of nonyl, decyl, and undecyl glycoside mixture with a mixture of nonyl, decyl, and undecyl oligosaccharides and related reaction products (primarily decanol and undecanol) produced as an aqueous-based liquid (50 to 65% solids) from the reaction of primary alcohols (containing 15 to 20% secondary alcohol isomers) in a ratio of 20% C9, 40% C10, and 40% C11 with carbohydrates (average glucose to alkyl chain ratio 1.3 to 1.8) are exempted from the requirement of a tolerance when used as a surfactant in accordance with good agricultural practice as inert (or occasionally active) ingredients in pesticide formulations applied to growing crops or to raw agricultural commodities after harvest.Residues of nonyl, decyl, and undecyl glycoside mixture with a mixture of nonyl, decyl, and undecyl oligosaccharides and related reaction products (primarily decanol and undecanol) produced as an aqueous-based liquid (50 to 65% solids) from the reaction of primary alcohols (containing 15 to 20% secondary alcohol isomers) in a ratio of 20% C9, 40% C10, and 40% C11 with carbohydrates (average glucose to alkyl chain ratio 1.3 to 1.8) are exempted from the requirement of a tolerance when used as a surfactant in accordance with good agricultural practice as inert (or occasionally active) ingredients in pesticide formulations applied to animals.UNDECANOL is an alcohol. Flammable and/or toxic gases are generated by the combination of alcohols with alkali metals, nitrides, and strong reducing agents. They react with oxoacids and carboxylic acids to form esters plus water. Oxidizing agents convert them to aldehydes or ketones. Alcohols exhibit both weak acid and weak base behavior. They may initiate the polymerization of isocyanates and epoxides.Residues of nonyl, decyl, and undecyl glycoside mixture with a mixture of nonyl, decyl, and undecyl oligosaccharides and related reaction products (primarily decanol and undecanol) produced as an aqueous-based liquid (50 to 65% solids) from the reaction of primary alcohols (containing 15 to 20% secondary alcohol isomers) in a ratio of 20% C9, 40% C10, and 40% C11 with carbohydrates (average glucose to alkyl chain ratio 1.3 to 1.8) are exempted from the requirement of a tolerance when used as a surfactant in accordance with good agricultural practice as inert (or occasionally active) ingredients in pesticide formulations applied to growing crops or to raw agricultural commodities after harvest.Residues of nonyl, decyl, and undecyl glycoside mixture with a mixture of nonyl, decyl, and undecyl oligosaccharides and related reaction products (primarily decanol and undecanol) produced as an aqueous-based liquid (50 to 65% solids) from the reaction of primary alcohols (containing 15 to 20% secondary alcohol isomers) in a ratio of 20% C9, 40% C10, and 40% C11 with carbohydrates (average glucose to alkyl chain ratio 1.3 to 1.8) are exempted from the requirement of a tolerance when used as a surfactant in accordance with good agricultural practice as inert (or occasionally active) ingredients in pesticide formulations applied to animals.Undecyl alcohol is a food additive permitted for direct addition to food for human consumption as a synthetic flavoring substance and adjuvant in accordance with the following conditions: a) they are used in the minimum quantity required to produce their intended effect, and otherwise in accordance with all the principles of good manufacturing practice, and 2) they consist of one or more of the following, used alone or in combination with flavoring substances and adjuvants generally recognized as safe in food, prior-sanctioned for such use, or regulated by an appropriate section in this part.ALCOHOL-INDUCED NUTRITIONAL ENCEPHALOMALACIA IN STARTING CHICKS COULD BE COMPLETELY PREVENTED BY DIETARY SUPPLEMENTATION OF D,L-ALPHA-TOCOPHERYL ACETATE.WITH USE OF SURFACTANTS EG TWEEN 80, ALCOHOL EMULSIONS WERE PHYTOTOXIC ONLY TO YOUNG MERISTEMATIC TISSUE. WITHOUT THE SURFACANT, C11 ALCOHOLS & ESTERS SHOWED NONSELECTIVE TISSUE KILL.Basic Treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for shock and treat if necessary ... . Monitor for pulmonary edema and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal ... . /Higher alcohols (>3 carbons) and related compounds/Advanced Treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques, with a bag-valve-mask device, may be beneficial. Consider drug therapy for pulmonary edema ... . Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start IV administration of D5W /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's (LR) if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Consider vasopressors if patient is hypotensive with a normal fluid volume. Watch for signs of fluid overload ... . Monitor for signs of hypoglycemia (decreased LOC, tachycardia, pallor, dilated pupils, diaphoresis, and/or dextrose strip or glucometer readings below 50 mg) and administer 50% dextrose if necessary ... . Treat seizures with diazepam or lorazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Higher alcohols (>3 carbons) and related compounds//SIGNS AND SYMPTOMS/ The substance is severely irritating to the eyes, and is irritating to the skin and the respiratory tract.1-Undecanol's production and use as a food additive, synthetic flavor, and in perfumery may result in its release to the environment through various waste streams. 1-Undecanol exists naturally in citrus fruits. If released to air, a vapor pressure of 2.97X10-3 mm Hg at 25 °C indicates 1-undecanol will exist solely as a vapor in the atmosphere. Vapor-phase 1-undecanol will be degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals; the half-life for this reaction in air is estimated to be 23 hours. If released to soil, 1-undecanol is expected to have no mobility based upon an estimated Koc of 8,800. Volatilization from moist soil surfaces is expected to be an important fate process based upon an estimated Henry's Law constant of 7.3X10-5 atm-cu m/mole. However, adsorption to soil is expected to attenuate volatilization. 1-Undecanol is expected to biodegrade rapidly in soil and water based on sewage and sludge studies. If released into water, 1-undecanol is expected to adsorb to suspended solids and sediment based upon the estimated Koc. Volatilization from water surfaces is expected to be an important fate process based upon this compound's estimated Henry's Law constant. Estimated volatilization half-lives for a model river and model lake are 20 hours and 10 days, respectively. However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column. The estimated volatilization half-life from a model pond is 9 months if adsorption is considered. An estimated BCF of 86 suggests the potential for bioconcentration in aquatic organisms is moderate. Hydrolysis is not expected to be an important environmental fate process since this compound lacks functional groups that hydrolyze under environmental conditions. Occupational exposure to 1-undecanol may occur through dermal contact with this compound at workplaces where 1-undecanol is produced or used. Monitoring data indicate that the general population may be exposed to 1-undecanol via ingestion of food and drinking water, and dermal contact with this compound and other consumer products containing 1-undecanol. (SRC)TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 8,800(SRC), determined from a log Kow of 4.72(2) and a regression-derived equation(3), indicates that 1-undecanol is expected to be immobile in soil(SRC). Volatilization of 1-undecanol from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 7.3X10-5 atm-cu m/mole(SRC), using a fragment constant estimation method(4). However, adsorption to soil is expected to attenuate volatilization(SRC). 1-Undecanol is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 2.97X10-3 mm Hg(5). The theoretical BOD for 1-undecanol was 27.6% after 5-day incubation in sewage(6), indicating that biodegradation may be an important environmental fate process in soil(SRC).AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 8,800(SRC), determined from a log Kow of 4.72(2) and a regression-derived equation(3), indicates that 1-undecanol is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 7.3X10-5 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 20 hours and 10 days, respectively(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column. The estimated volatilization half-life from a model pond is 9 months if adsorption is considered(5). According to a classification scheme(6), an estimated BCF of 86(SRC), from its log Kow(2) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is moderate(SRC). The theoretical BOD for 1-undecanol was 27.6% after 5-day incubation in sewage(8), indicating that biodegradation may be an important environmental fate process in water(SRC).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 1-undecanol, which has a vapor pressure of 2.97X10-3 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 1-undecanol is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 23 hours(SRC), calculated from its rate constant of 1.7X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3).AEROBIC: Using acclimated mixed microbial cultures, the theoretical and 5-day BOD for 1-undecanol were determined to be 16.50% and 4.5 mmol/mmol chemical, respectively(1). After 5 days at 21 °C in sewage, the theoretical BOD for 1-undecanol was 27.6%(2). 1-Undecanol had a zero order biodegradation rate of 0.125 ppm/hour and a first order biodegradation rate constant of 6.1X10-3/hour by activated sludge(3). Using this biodegradation rate constant a half-life of 4.7 days can be calculated(SRC).The rate constant for the vapor-phase reaction of 1-undecanol with photochemically-produced hydroxyl radicals has been estimated as 1.7X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 23 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). 1-Undecanol is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(2).An estimated BCF of 86 was calculated for 1-undecanol(SRC), using a log Kow of 4.72(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is moderate(SRC), provided the compound is not metabolized by the organism(SRC).The Koc of 1-undecanol is estimated as 8,800(SRC), using a log Kow of 4.72(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that 1-undecanol is expected to be immobile in soil.The Henry's Law constant for 1-undecanol is estimated as 7.23X10-5 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that 1-undecanol is expected to volatilize from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 20 hours(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 10 days(SRC). 1-Undecanol's Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column. The volatilization half-life from a model pond is about 9 months when adsorption is considered(3). 1-Undecanol is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 2.97X10-3 mm Hg(4).SURFACE WATER: 1-Undecanol has been qualitatively identified in the Northern Basin of Lake Michigan(1).1-Undecanol was identified as a volatile component of beef.1-Undecanol was qualitatively identified in Lake Michigan lake trout at Charlevoix, MI on 9/25/77(1).Occupational exposure to 1-undecanol may occur through dermal contact with this compound at workplaces where 1-undecanol is produced or used. Monitoring data indicate that the general population may be exposed to 1-undecanol via ingestion of food and drinking water, and dermal contact with this compound and other consumer products containing 1-undecanol. (SRC)

UNDECYL ALCOHOL
UNDECYL ALCOHOL is classified as :
Antiseborrhoeic
Emollient
Masking
Skin conditioning
Viscosity controlling
CAS Number   112-42-5
EINECS/ELINCS No:   203-970-5
COSING REF No:   80494
Chem/IUPAC Name:   Undecan-1-ol

FORMULA C11 H24 O
MOLECULAR WEIGHT 172
CAS 112-42-5
EINECS 203-970-5
FEMA 3097
APPEARANCE AT 20°C CLEAR MOBILE LIQUID / SOLID
COLOR COLORLESS TO PALE YELLOW
ODOR CITRUS, MILD, SLIGHTLY FATTY-WAXY
TASTE ALDEHIDIC, SOAPY, WAXY, SWEET
OPTICAL ROTATION (°) 0 / 0
DENSITY AT 20°C (g/ml)) 0,823 - 0,843
REFRACTIVE INDEX nD20 1,4370 - 1,4430
FLASHPOINT (°C) 113
SOLUBILITY 1:1 v/v ETHANOL 80%
ASSAY (% GC) > 98
ACID VALUE (mg KOH/g) < 3

Flavouring   Undecyl alcohol
Synonym(s)   Alcohol C-11
Latest JECFA evaluation   1997 (Session 49)
Status of specification   Full
Chemical name   1-Undecanol
JECFA number   106
CAS number   112-42-5
FEMA number   3097
COE number   751
FLAVIS number   -
Molecular weight   172.31
Chemical formula   C11H24O
Physical form/odour   colourless liquid/fatty-floral odour
Solubility   soluble in most fixed oils; insoluble in water
Solubility in ethanol   1ml in 4 ml of 60% alcohol
Boiling point (°C)   146° (30 mm Hg)
Assay min %   97.0%
Acid value max   -
Refractive index   1.437-1.443
Specific gravity   0.820-0.840
Other requirements   -
ID Test   IR

1-undecanol, being an organic chemical with molecular formula C11H24O and scented with lemon, is a colorless or pale yellow , water insoluble but alcohol and ether soluble liquid. It is prepared from metal sodium reduction of Ethyl undecanoate, or pressurization and catalytic hydrogenation of ethyl ω- undecanoate , or even obtained by the Grignard reaction of nonyl magnesium bromide and with ethylene oxide. The application of this alcohol is limited. It is only used for some typical aroma oil and fragrance as the fat is solid at low temperature. The citrus rose type and the like only play a secondary and harmonious role and are taken as deodorant. In addition, it is also used to manufacture spices with the scent of acacia, polianthes tuberosa and the like.It is colorless liquid at room temperature; scented with light sweet fat wax mixed with the scent of roses and fruity flavor of citrus, pineapple and the like. But generally the whole body smells scent of rose, as if a little bit of rue flavor. It will smell like orange after highly diluted with the soft sweet flavor of citrus fruit oil. Its concentration is less than 20 × 10-6 with fruity and sweet scent. Unpleasant fat and smell will be produced when the concentration is higher; Melting point :15 ~ 19 ℃; Flash point> 82 ℃; Density: D4250 .828 ~ 0.834; Refractive index: nD200.4370 ~ 1.4430; water insoluble, soluble in most organic solvents, 1: 4.soluble in 60% ethanol.It is prepared from undecaethylene reduction. Put 200 ml of anhydrous toluene and 70 g of sodium into a 5-liter three-necked flask, and then heat reflux it until sodium is completely melted. Then stop heating, stir quickly to get the sodium to disperse into sand until the temperature drops to 60 ~ C. Then put 107 grams of ethyl undecanoate into 150ml absolute ethanol solution followed by adding 500ml of absolute ethanol. When the reaction is weakened, heat it in an oil bath until the sodium is completely dissolved. Next remove the ethanol and toluene through the method of steam distillation. Then wash the remaining oily substances with 200ml × 3 hot water. Then wash ether layer with a sequence of water, sodium carbonate and then water after the ethyl ether was extracted. Also dry with magnesium sulfate, boil off the ethyl ether. The product will be finally extracted from the residue after reduced pressure distillation. The yield is 70%.

Uses
Although this undecanol is among the common varieties, but it is still not widely used. It is often used together with undecylenic aldenyde or other fat and aldehydes as the integrator of fragrant volatile of aldehyde. Also it can be well integrated with floral fragrance, citrus cologne, acacia, robinia pseudoacacia, tuberose, violets, clean and grass smell, usually used for rose base. Few application is also available in such pineapple, orange, lemon, lime, orange , cassis, rose food flavors.
Storage
Be sealed and stored in a cool dry place. Also be kept away from fire.
Chemical Properties
Colorless liquid; citrus odor. Soluble in 60% alcohol. Combustible.
Chemical Properties
Undecyl alcohol has a floral, citrus-like odor and fatty flavor.
Occurrence
Reported found in citrus fruits, fresh apple, banana, sour cherry, orange juice, orange peel oil, American cranberry, Vitis vinifera L., parmesan cheese, mushroom, tamarind, coriander seed and leaf, white wine, butter, heated butter, boiled eggs, boiled or uncured pork, plum brandy, coriander leaf, crayfish and oysters.
Uses
1-Undecanol is an antifungal, antioxidant compound. As well, it is used in the synthesis
Definition
ChEBI: A fatty alcohol that is undecane substituted by a hydroxy group at position 1.
Preparation
By reduction of the corresponding aldehyde.
Synthesis Reference(s)
The Journal of Organic Chemistry, 60, p. 5961, 1995 DOI: 10.1021/jo00123a038
Health Hazard
Recommended Personal Protective Equipment: Goggles and face shield; Symptoms Following Exposure: Liquid can irritate eyes; General Treatment for Exposure: Wash eyes with water for at least 15 min.; Toxicity by Inhalation (Threshold Limit Value): Not pertinent; Short-Term Exposure Limits: Not pertinent; Toxicity by Ingestion: Grade 2, LD50 = 0.5-5 g/kg; Late Toxicity: Data not available; Vapor (Gas) Irritant Characteristics: None; Liquid or Solid Irritant Characteristics: No appreciable hazard. Practically harmless to the skin; Odor Threshold: Not pertinent.
Chemical Reactivity
Reactivity with Water No reaction; Reactivity with Common Materials: No reactions; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.
Safety Profile
Moderately toxic by ingestion. A skin irritant. Combustible liquid. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALCOHOLS.
Metabolism
See alcohol C-8.
Purification Methods
Purify the alcohol by repeated fractional crystallisation from its melt or by distillation in a vacuum. [Beilstein 1 H 427, 1 IV 1835.]

1-Undecanol, also known as N-undecyl alcohol or undecan-1-ol, belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms. Thus, 1-undecanol is considered to be a fatty alcohol lipid molecule. 1-Undecanol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Higher alcohols are not highly toxic in the industrial setting; Can cause liver injury, somnolence, and respiratory depression in experimental animals; A skin, eye, and respiratory tract irritant; [HSDB] Safe when used as a flavoring agent in food; [JECFA] An irritant; [MSDSonline]

1-Undecanol
Formula: C11H24O
Molecular weight: 172.3077
IUPAC Standard InChI:
InChI=1S/C11H24O/c1-2-3-4-5-6-7-8-9-10-11-12/h12H,2-11H2,1H3
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INChI Trust 2011 Certified Logo
IUPAC Standard InChIKey: KJIOQYGWTQBHNH-UHFFFAOYSA-N
CAS Registry Number: 112-42-5
Chemical structure: C11H24O
This structure is also available as a 2d Mol file or as a computed 3d SD file
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Other names: Undecyl alcohol; n-Undecan-1-ol; n-Undecanol; n-Undecyl alcohol; Hendecanoic alcohol; Hendecyl alcohol; 1-Hendecanol; Alcohol c-11; n-Hendecylenic alcohol; Undecanol-(1); Tip-Nip; Undecanol; Decyl carbinol; Neodol 1; Undecan-1-ol; 1-Undecyl alcohol; NSC 403667
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Reaction thermochemistry data
References
Notes
Other data available:
Condensed phase thermochemistry data
Phase change data
IR Spectrum
Mass spectrum (electron ionization)
Gas Chromatography
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