Benzyl Alcohol

HCID 244CAS 100-51-6

Basic information

Standard SMILES
OCc1ccccc1
InChIKey
WVDDGKGOMKODPV-UHFFFAOYSA-N
Molecular formula
C7H8O
Average molar mass
108.14 g/mol
Monoisotopic mass
108.05751488

Overview

Benzyl alcohol appears as a clear colorless liquid with a pleasant odor. Slightly denser than water. Flash point 194 °F. Boiling point 401 °F. Contact may irritate skin, eyes, and mucous membranes. May be slightly toxic by ingestion. Used to make other chemicals.

Names & identifiers

Preferred name
Benzyl Alcohol
IUPAC
phenylmethanol
English name
Benzyl alcohol
Molecular formula
C7H8O
Molecular weight
108.14

Names & synonyms

benzyl alcoholphenylmethanol100-51-6benzenemethanolphenylcarbinolBenzenecarbinolHydroxytolueneBenzoyl alcoholalpha-ToluenolPhenylmethyl alcohol(Hydroxymethyl)benzenePhenolcarbinol
Show more names
BnOHbenjiachunBenzylalkoholBenzyl Alcohol BPFEMA 2137Benzyl alcoholl
alpha-hydroxytolueneAlcool benzyliqueBenzal alcoholMethanol, phenyl-benzylic alcoholBenzylicumhydroxymethylbenzenePhenylcarbinolum

Database identifiers

CAS
100-51-6、957205-23-1
PubChem CID
244
DTXSID
DTXSID5020152
ChEMBL
CHEMBL720
ChEBI
CHEBI:17987
UNII
LKG8494WBH
EC Number
202-859-9、835-314-4
Nikkaji
J4.009F

Properties

Computed structural properties

XLogP
1.1
Topological polar surface area
20.2 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
1
Rotatable bonds
1
Heavy atoms
8

Experimental & physicochemical properties

DrugsPharmaceuticals -> Listed in ZINC15
PolymersOther Classes -> Alcohols and Polyols, Other
Cosmetics · 3 items

Cosmetics ingredient -> Base; Bulking/Viscosity; Conditioning/Emollient; Flavor; Fragrance; Moisturizing/Humectant; Opacifying Agent; Other (Specify); Preservative/Stabilizer; Solvent; Surfactant

Cosmetic ingredients (Benzyl Alcohol) -> CIR (Cosmetic Ingredient Review)

Preservative; Solvent

pHA solution in water is neutral to litmus
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
FragrancesFragrance Ingredient (Benzyl alcohol) -> IFRA transparency List

Physicochemical properties

Melting point
-15 °C · -15 °C
Boiling point
205 °C · 205 °C
Density
1.045 g/mL · 1.045 g/mL at 25 °C(lit.)
vapor density
3.7 · 3.7 (vs air)
vapor pressure
13.3 mm · 13.3 mm Hg ( 100 °C)
refractive index
20 · n20/D 1.539(lit.)

Safety & regulation

GHS classification

GHS Classification · 6 items

Warning

H302: Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P272, P280, P301+P317, P302+P352, P305+P351+P338, P321, P330, P333+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for < 0.1% (1 of 4746) of reports.

Warning

H302 (> 99.9%): Harmful if swallowed [Warning Acute toxicity, oral]

Hazard information

Regulatory Information · 6 items

Chemical: Benzenemethanol

Hazard Traits - Fragrance Allergen

Regulation (EC) No 1333/2008 (amended)

Benzenemethanol is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzenemethanol are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 18-05-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/14748

Benzenemethanol: HSNO Approval: HSR001039 Approved with controls

Other Safety InformationIMAP assessments - Benzenemethanol: Human health tier II assessment
Fire Hazards · 2 items

This chemical is combustible. (NTP, 1992)

Combustible.

Fire Potential · 2 items

Slight, when exposed to heat or flame ...

Combustible

Health Hazards · 1 item

Inhalation of vapor may cause irritation of upper respiratory tract. Prolonged or excessive inhalation may result in headache, nausea, vomiting, and diarrhea. In severe cases, respiratory stimulation followed by respiratory and muscular paralysis, convulsions, narcosis and death may result. Ingestion may produce severe irritation of the gastrointestinal tract, followed by nausea, vomiting, cramps and diarrhea; tissue ulceration may result. Contact with eyes causes local irritation. Material can be absorbed through skin with anesthetic or irritant effect. (USCG, 1999)

Hazards Summary · 1 item

Rarely causes allergic contact dermatitis; [Marks, p. 136] Occupational contact urticaria has been reported. [PMID 11766131] A skin and eye irritant; Inhalation of high concentrations may cause CNS effects; May cause skin sensitization; [ICSC] No deaths in rats exposed to saturated concentrations (100-200 ppm) for 2 hours; Rapidly metabolized to hippuric acid; Has caused deaths in premature infants when given in IV solutions >4.5 mg/kg-day; [AIHA] Included in list of established contact allergens in humans; [EC: Scientific Committee on Consumer Safety: Fragrance allergens in cosmetic products (2011)]

Safety & protection

Fire FightingUse powder, AFFF, foam, carbon dioxide.
First Aid Measures · 4 items

Fresh air, rest. Refer for medical attention.

Remove contaminated clothes. First rinse with plenty of water for at least 15 minutes, then remove contaminated clothes and rinse again.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Refer for medical attention .

First Aid · 1 item

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Safe StorageSeparated from strong oxidants.
Firefighting HazardsSpecial hazards arising from the substance or mixture: Carbon oxides.
Exposure Control and Personal Protection5.0 [ppm]

Toxicology

Interactions · 1 item

Acetaminophen (APAP) toxicity is the most common cause of acute liver failure in industrialized countries. Understanding the mechanisms of APAP-induced liver injury as well as other forms of sterile liver injury is critical to improve the care of patients. Recent studies demonstrate that danger signaling and inflammasome activation play a role in APAP-induced injury. The aim of these investigations was to test the hypothesis that benzyl alcohol (BA) is a therapeutic agent that protects against APAP-induced liver injury by modulation of danger signaling. APAP-induced liver injury was dependent, in part, on Toll-like receptor (TLR)9 and receptor for advanced glycation endproducts (RAGE) signaling. BA limited liver injury over a dose range of 135-540 ug/g body weight or when delivered as a pre-, concurrent, or post-APAP therapeutic. Furthermore, BA abrogated APAP-induced cytokines and chemokines as well as high-mobility group box 1 release. Moreover, BA prevented APAP-induced inflammasome signaling as determined by interleukin (IL)-1(beta), IL-18, and caspase-1 cleavage in liver tissues. Interestingly, the protective effects of BA on limiting liver injury and inflammasome activation were dependent on TLR4 signaling, but not TLR2 or CD14. Cell-type-specific knockouts of TLR4 were utilized to further determine the protective mechanisms of BA. These studies found that TLR4 expression specifically in myeloid cells (LyzCre-tlr4-/-) were necessary for the protective effects of BA. BA protects against APAP-induced acute liver injury and reduced inflammasome activation in a TLR4-dependent manner. BA may prove to be a useful adjunct in the treatment of APAP and other forms of sterile liver injury.

Skin Symptoms · 1 item

Selected as the 2026 American Contact Dermatitis Society Allergen of the Year. The authors stated that while Benzyl Alcohol is generally considered safe, it can cause allergic contact dermatitis, especially after prolonged or repeated exposure. They also stated that Benzyl Alcohol is not included in many standard patch test series and that there might be underrecognition of its allergenicity.

Ecotoxicity Values · 5 items

EC50; Species: Haematococcus pluvialis (Algae); Concentration: 2600mg/L for 24 hr; Effect: inhibition of photosynthesis /Conditions of bioassay not specified in source examined/

EC50; Species: Chlorella pyrenoidosa (Algae); Concentration: 95 mg/L for 3 hr, Effect: inhibition of photosynthesis /Conditions of bioassay not specified in source examined/

LC50; Species: Petrumyzon marinus /lamprey/; Conditions: static bioassay; Concentration: >=5 mg/L for 24 hr

LC50; Species: Leuciscus idus /Ide, silver or golden orfe/; Conditions: static bioassay; Concentration: 646 mg/L for 48 hr

For more Ecotoxicity Values (Complete) data for BENZYL ALCOHOL (15 total), please visit the HSDB record page.

Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a classification scheme(1), Koc values of <5(2) and 29(3) indicate that benzyl alcohol is expected to have very high mobility in soil(SRC). Volatilization of benzyl alcohol from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 3.37X10-7 atm-cu m/mole(4). Benzyl alcohol is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 9.4X10-2 mm Hg at 25 °C(5). Utilizing the Japanese MITI test, 94% of the Theoretical BOD was reached in 2 weeks(6) indicating that biodegradation is an important environmental fate process in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), Koc values of <5(2) and 27(3) indicate that benzyl alcohol is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected to be an important fate process(4) based upon a Henry's Law constant of 3.37X10-7 atm-cu m/mole(5). According to a classification scheme(6), an estimated BCF of 1.4(SRC), from its log Kow of 1.10(7) and a regression-derived equation(8), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Utilizing the Japanese MITI test, 94% of the Theoretical BOD was reached in 2 weeks(9) indicating that biodegradation is 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), benzyl alcohol, which has a vapor pressure of 9.4X10-2 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor phase benzyl alcohol 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 2 days(SRC), calculated from its rate constant of 2.3X10-11 cu cm/molecule sec at 25 °C(3). Benzyl alcohol does not contain chromophores that absorb at wavelengths >290 nm(4) and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).

Food Survey Values · 2 items

Benzyl alcohol has been identified as a volatile flavor component of baked potatoes(1), Beaufort (Gruyere) cheese(2), bacon(3), and roasted filberts (nuts)(4). It has been identified as a volatile component of blended nectarines, but not in a headspace analysis of the intact fruit(5). Benzyl alcohol was detected in different forms of cooked sweet corn at concentrations of less than 1 ppb to 8 ppb(6). Benzyl alcohol was identified, not quantified, in the edible portion of Korean chamchwi plants(7).

The concentrations in three commercial fermented soybean (Glycine max) available in Hong Kong markets were 107.6, 138., and 211.7 ug/kg(1). Benzyl alcohol was detected in Australian honey at concentrations of and 0.1-0.6 mg/kg from sources of yellow box (Eucalyptus melliodora); it was not detected in honey based on Australian blue gum (Eucalyptus leaucoxylon)(2). The compound is a volatile of ground musty sorghum(3). Benzyl alcohol was identified in Korean red pine (Pinus densiflora) pine sprout tea and pine needle tea(4).

Adverse EffectsNeurotoxin - Acute solvent syndrome

Regulatory information

FDA Requirements · 5 items

Diluents in color additive mixtures for drug use exempt from certification. The following diluents may be safely used in color additive mixtures that are exempt from certification and which are to be used for coloring drugs, subject to the condition that each straight color in the mixture has been exempted from certification or, if not so exempted, is from a batch that has previously been certified and has not changed in composition since certification. Such listing of diluents is not to be construed as superseding any of the other requirements of the Federal Food, Drug, and Cosmetic Act with respect to drugs, including new drugs. If a definition and specification for a particular diluent is not set forth in this subpart, the material shall be of a purity consistent with its intended use. ... Externally applied drugs: Benzyl alcohol is included on this list.

Benzyl 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.

Benzyl alcohol is an indirect food additive for use only as a component of adhesives.

Drug products containing certain active ingredients offered over-the-counter (OTC) for certain uses. A number of active ingredients have been present in OTC drug products for various uses, as described below. However, based on evidence currently available, there are inadequate data to establish general recognition of the safety and effectiveness of these ingredients for the specified uses: benzyl alcohol is included in male genital desensitizer drug products.

For more FDA Requirements (Complete) data for BENZYL ALCOHOL (7 total), please visit the HSDB record page.

FIFRA Requirements · 1 item

As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their future use. Under this pesticide reregistration program, EPA examines health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether they are eligible for reregistration. In addition, all pesticides must meet the new safety standard of the Food Quality Protection Act of 1996. Pesticides for which EPA had not issued Registration Standards prior to the effective date of FIFRA '88 were divided into three lists based upon their potential for human exposure and other factors, with List B containing pesticides of greater concern and List D pesticides of less concern. Benzyl alcohol is found on List D. Case No: 4013; Pesticide type: insecticide, fungicide; Case Status: OPP is reviewing data from the pesticide's producers regarding its human health and/or environmental effects, or OPP is determining the pesticide's eligibility for reregistration and developing the RED document.; Active ingredient (AI): benzyl alcohol; AI Status: The active ingredient is no longer contained in any registered products ... "cancelled."

Atmospheric Standards · 1 item

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Benzyl alcohol is produced, as an intermediate or a final product, by process units covered under this subpart.

State Drinking Water Guidelines(FL) FLORIDA 2,100 ug/L

Safety data

F
8-10-23-35
wgk
1
tsca
TSCA listed
rtecs
DN3150000
ridadr
UN 1593 6.1/PG 3
hs_code
29062100

Chemistry & industry

Pharmacology

ATC CodeP - Antiparasitic products, insecticides and repellents
Mechanism of ActionBenzyl alcohol inhibits lice from closing their respiratory spiracles, allowing the vehicle to obstruct the spiracles and causing the lice to asphyxiate.
Biological Half-Life · 2 items

The plasma half-life of benzyl alcohol administered as 2.5% solution in saline was found to be approximately 1.5 hr in dogs injected iv at doses of 52 and 105 mg/kg.

Benzyl alcohol rapidly disappeared from the injection site following intramuscular administration in rats; the disappearance half-life was estimated to be less than 10 minutes. ...

Metabolism/Metabolites · 6 items

Benzyl alcohol is normally oxidized rapidly to benzoic acid, conjugated with glycine in the liver, and excreted as hippuric acid. However, this metabolic pathway may not be well developed in premature infants. The benzyl alcohol may therefore have been metabolized to benzoic acid, which could not be conjugated by the immature liver but accumulated, causing metabolic acidosis ... .

When metabolized, benzyl alcohol is converted to benzoic acid by simple oxidation. The relevant data, therefore, relate to benzoic acid and sodium benzoate.

Benzyl alcohol was an intermediate product in the metabolic pathway of benzyl acetate; the subsequent metabolism was identical to that of benzyl alcohol.

In adults, benzyl alcohol is oxidized to benzoic acid, conjugated in the liver with glycine, and excreted in the urine as hippuric acid. The immature metabolic capacities of infants diminish their ability to metabolize and excrete benzyl alcohol. Preterm babies have a greater ability to metabolize benzyl alcohol to benzoic acid than do term babies, but are unable to convert benzoic acid to hippuric acid, possibly because of glycine deficiency. This results in the accumulation of benzoic acid.

For more Metabolism/Metabolites (Complete) data for BENZYL ALCOHOL (8 total), please visit the HSDB record page.

Benzyl alcohol is a known human metabolite of toluene.

FDA Pharmacological Classification · 6 items

LKG8494WBH

BENZYL ALCOHOL

Established Pharmacologic Class [EPC] - Pediculicide

Benzyl alcohol is a Pediculicide.

BENZYL ALCOHOL

Pediculicide [EPC]

MeSH Pharmacological Classification · 1 item

Drugs that block nerve conduction when applied locally to nerve tissue in appropriate concentrations. They act on any part of the nervous system and on every type of nerve fiber. In contact with a nerve trunk, these anesthetics can cause both sensory and motor paralysis in the innervated area. Their action is completely reversible. (From Gilman AG, et. al., Goodman and Gilman&apos;s The Pharmacological Basis of Therapeutics, 8th ed) Nearly all local anesthetics act by reducing the tendency of voltage-dependent sodium channels to activate.

Uses & manufacturing

Uses · 6 items

CIR ingredient: Benzyl Alcohol

Used as a preservative, epoxy resin catalyst, and in the photographic developer C-22; [Kanerva, p. 1757] Used as a preservative, solvent, and local anesthetic; [Marks, p. 136] Used as a preservative in drugs for injection; [Kanerva, p. 462-3] Used in flavors and perfumes and as a solvent for inks and dyes; [AIHA]

Using Disinfectants or Biocides [Category: Clean]

For benzyl alcohol (USEPA/OPP Pesticide Code: 9502) there are 0 labels match. /SRP: Not registered for current use in the U.S., but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

The active ingredient is no longer contained in any registered /pesticide/ products ... "cancelled."

... Photographic developer for color movie films; dyeing nylon filament, textiles, and sheet plastics; solvent for dyestuffs, cellulose esters, casein, waxes, etc.; heat-sealing polyethylene films; intermediate for benzyl esters and ethers; bacteriostat; cosmetics, ointments, emulsions; ball point pen inks; stencil inks.

U.S. Imports · 3 items

(1971) Negligible

(1975) 3.53X10+6 (PRINCPL CUSTMS DISTS)

(1983) 8.25X10+8 g

U.S. Production · 6 items

2023: 40,000,000 - <55,000,000 lb

(1971) 4.22X10+9 G

(1975) 5.84X10+9 G

Benzenemethanol is listed as a High Production Volume (HPV) chemical (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. (IUR) (40 CFR part 710 subpart B; 51FR21438).

Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#69]

For more U.S. Production (Complete) data for BENZYL ALCOHOL (6 total), please visit the HSDB record page.

Consumption Patterns60% is used in the textile industry as a dye assistant (mostly for dyeing nylon carpeting); and 40% is used in other applications (1972)
Consumer UsesOther
Industry UsesProcessing aids not otherwise specified
Applications · 8 items

UsesBenzyl alcohol is a colorless clear oily liquid; its odor type is floral and its odor at 100% is described as 'floral rose phenolic balsamic'.Benzyl alcohol is used in cosmetics as afragrance component, preservative, solvent and diluting agent for perfumes and flavors, and viscosity-decreasing agent. It is used as a solvent for surface-coating materials, cellulose esters and ethers, alkyd resins,acrylic resins, fats, dyestuffs,casein (when hot), gelatin, shellac and waxes. It is added in small amounts to surface-coating materials to improve their flow and gloss. In the textile industry, benzyl alcohol is used as anauxiliary in the dyeing of wool, polyamides, and polyesters. In pharmacy it is used as a local anesthetic ingredient in over-the-counter anorectal, oral healthcare and topical analgesic drug products and, because of its antimicrobial effect, as an ingredient of ointments and other preparations (U.S. National Library of Medicine).Benzyl alcohol is also a starting material for the preparation of numerous benzyl esters that are used as odorants, flavors, stabilizers for volatile perfumes, and plasticizers and is also employed in the extractive distillation of m- and p-xylenes and m- and p-cresols. Other uses include or have included heat-sealing of polyethylene films,in color photography as a development accelerator and in microscopy as embedding material (U.S.National Library of Medicine).

DescriptionBenzyl alcohol is a component catalyst for epoxy resins. It is also contained in the color developer C-22.

OccurrenceThe free alcohol is often present in several essential oils and extracts of jasmine, tobacco, tea, neroli, copaiba, Acacia farnesiana Willd., Acacia cavenia Hook. and Arn., Robinia pseudacacia, ylang-ylang, Pandanus odoratissimus, Michelia champaca, Prunus laurocerasus, tuberose, orris, castoreum, violet leaves, clove buds and others. Also found in fresh apple, apricot, mandarin peel oil, high bush blueberry, raspberry, strawberry fruit, American cranberry and cooked asparagus.

HistoryLIEBIG and WO¨HLER first prepared benzyl alcohol from bitter almond oil (benzaldehyde) in 1832. The structure of benzyl alcohol was determined in 1853 by CANNIZZARO. CANNIZZARO used the reaction named after him, in which benzaldehyde is disproportionated into benzoic acid and benzyl alcohol through the action of an alkali.

UsesEsters of benzyl alcohol are used in makingperfume, soap, flavoring, lotion, and ointment.It finds application in color photography;the pharmaceuticals industry, cosmetics,and leather dyeing; and as an insect repellent.It occurs in natural products such as oils ofjasmine and castoreum.

UsesBenzyl alcohol is widely used as a solvent for the dielectrophoretic reconfiguration of nanowires, inks, paints, lacquers and epoxy resin coatings and as a precursor to a variety of esters used in soaps, perfumes and flavoring. It is employed as a local anesthetic which reduces the pain associated with lidocaine injection. It has a various applications in baby products, bath products, soaps and detergents, eye makeup, blushers, cleansing products, make up products as well as hair, nail and skin care products.

Usesbenzyl alcohol is a preservative against bacteria, used in concentrations of 1 to 3 percent. It can cause skin irritation.

General DescriptionA clear colorless liquid with a pleasant odor. Slightly denser than water. Flash point 194°F. Boiling point 401°F. Contact may irritate skin, eyes, and mucous membranes. May be slightly toxic by ingestion. Used to make other chemicals.

Preparation methods · 2 items

Production Method1.Benzyl chloride with potassium or sodium is heated for a long timg, and hydrolyzes to yield benzyl alcohol. 2.Benzaldehyde in methanol and sodium hydroxide solution react to benzyl alcohol at 65~75 ℃. The product has high purity. 3.Using benzyl chloride as raw materials, it is heated and hydrolyzes to yield benzyl alcohol in the presence of the sodium catalyst. Specification of spices benzyl alcohol(QB792-81): the relative density of 1.041-1.046; refractive index of 1.538-1.541; boiling range 203-206℃ and distillate volume more than 95%; dissolving completely in 30 volumes of distilled water; containing more than 98 percent of alcohol; chlorine test (NF) as the side reaction. Raw material consumption quota: benzyl chloride 1600kg/t; soda ash 1000kg/t. 4.Benzyl alcohol exists naturally in orange flower, ylang-ylang, jasmine, gardenia, acacia, lilac and hyacinth. Benzyl chloride or benzaldehyde is used as raw materials to prepare benzyl alcohol in the industry. 5.Add chlorobenzyl to 12% sodium carbonate solution, heat to 93 ℃ and stir for 5h. Then warm the mixture to 101~103℃ and react for 10h. After the reaction, cool it to the room temperature, and add salt to saturation. After still standing for stratification, take the upper liquid and get crude products through pressure distillation. Then refine to gain the target products. The yield is 70%~72%. C6H5CH2Cl+H2O[Na2CO3]→C6H5CH2OH+NaCl+CO2↑ In the presence of sodium hydroxide, formaldehyde and benzaldehyde react to produce benzyl alcohol by disproportionation reaction. C6H5CHO+HCHO[NaOH]→C6h5CH2OH+HCOONa

PreparationBenzyl alcohol is prepared commercially by the distillation of benzyl chloride with potassium or sodium carbonate. It may also be prepared by the Cannizzaro reaction of benzaldehyde and potassium hydroxide.

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
Additional notes · 2 items

DefinitionChEBI: Benzyl alcohol is an aromatic alcohol that consists of benzene bearing a single hydroxymethyl substituent. It has a role as a solvent, a metabolite, an antioxidant and a fragrance.

DefinitionAn aromatic primary alcohol. Phenylmethanol is synthesized by Cannizzaro’s reaction, which involves the simultaneous oxidation and reduction of benzenecarbaldehyde (benzaldehyde) by refluxing in an aqueous solution of sodium hydroxide: 2C6H5CHO → C6H5CH2OH + C6H5COOH Phenylmethanol undergoes the reactions characteristic of alcohols, especially those in which the formation of a stable carbonium ion as an intermediate (C6H5CH2 +) enhances the reaction. Substitution onto the benzene ring is also possible; the –CH2OH group directs into the 2- or 4-position by the donation of electrons to the ring.

Related reactions

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Linked notes

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