PHENYLMETHANOL

CAS NUMBER: 100-51-6

EC NUMBER: 202-859-9

MOLECULAR FORMULA: C6H5CH2OH

MOLECULAR WEIGHT: 108.14

DESCRIPTION:

Phenylmethanol appears as a clear colorless liquid with a pleasant odor. 
Phenylmethanol is slightly denser than water. 
Phenylmethanol's flash point 194 °F. 
Phenylmethanol's boiling point 401 °F. 

Phenylmethanol contacts may irritate skin, eyes, and mucous membranes. 
Phenylmethanol may be slightly toxic by ingestion. 
Phenylmethanol is used to make other chemicals.
Phenylmethanol is an aromatic alcohol that consists of benzene bearing a single hydroxymethyl substituent. 

Phenylmethanol has a role as a solvent, a metabolite, an antioxidant and a fragrance.
Phenylmethanol is a natural product.
Phenylmethanol is an aromatic alcohol with the formula C6H5CH2OH. 
The benzyl group is often abbreviated "Bn" (not to be confused with "Bz" which is used for benzoyl), thus Phenylmethanol is denoted as BnOH. 

Phenylmethanol is a colorless liquid with a mild pleasant aromatic odor. 
Phenylmethanol is a useful solvent due to its polarity, low toxicity, and low vapor pressure. 
Phenylmethanol has moderate solubility in water (4 g/100 mL) and is miscible in alcohols and diethyl ether. 
The anion produced by deprotonation of the alcohol group is known as benzylate or benzyloxide.
Phenylmethanol is produced naturally by many plants and is commonly found in fruits and teas. 

Phenylmethanol is also found in a variety of essential oils including jasmine, hyacinth and ylang-ylang.
Phenylmethanol is also found in castoreum from the castor sacs of beavers.
Phenylmethanols also occur naturally.
Phenylmethanol is used as a local anesthetic. 

Phenylmethanol is used in the manufacture of other benzyl compounds, as a pharmaceutic aid, and in perfumery and flavoring.
Phenylmethanol or Phenylmethanol is an aromatic alcohol with formula, C6H5CH2OH. 
The structure of phenylmethanol is shown below. 
Phenylmethanol is generally found in fruits and teas. 

Phenylmethanol is a colourless liquid and has pleasant mild odour. 
Phenylmethanol is generally used as an organic solvent.
Benzaldehyde is an aromatic aldehyde and can be converted into diphenylmethanol by reduction reaction.

Phenylmethanol can be prepared from benzaldehyde by treating it with zinc in presence of HCl.
This is categorised as a reduction reaction as hydrogen is added to the molecule during this reaction.
Phenylmethanol is also known as Phenylmethanol with the chemical formula C6H5CH2OH. 
Phenylmethanol is an aromatic alcohol that is used as a fragrance component, preservative, adhesive and solvent in a wide range of cosmetic formulations.

Phenylmethanol is a colourless liquid that has a faint aromatic odour. 
Phenylmethanol is a useful solvent due to its low toxicity, polarity, and low vapour pressure.
Many plants naturally produce Phenylmethanol, which is commonly found in fruits and teas. 
Phenylmethanol can also be found in essential oils such as hyacinth and jasmine.
Phenylmethanol 100-51-6 is Colorless liquid.

Phenylmethanol forms a colorless, slightly oily liquid with a mild, pleasant odor but a bitter, narcotic taste. 
The compound is easily soluble in most organic solvents, it is also noticeably soluble in water. 
Phenylmethanol is slowly oxidized to benzaldehyde by the oxygen in the air.
Esters of phenylmethanol with various monocarboxylic acids are odoriferous, such as benzyl acetate and benzyl benzoate.

Phenylmethanol is oxidised to benzoic acid using potassium permanganate (KMnO4) in the presence of sodium carbonate (Na2CO3).
Phenylmethanol is a colourless liquid at room temperature.
Potassium permanganate is an oxidising agent.
A saturated solution is used to ensure that sufficient is present to oxidise all of the phenylmethanol to benzoic acid
Phenylmethanol is converted into (chloromethyl)benzene in the presence of hydrogen chloride much more rapidly than ethanol is converted into chloroethane.
Phenylmethanol is also known as Aromatic Alcohol with the chemical formula C6H5CH2OH. 

At room temperature, Phenylmethanol exists as a colourless liquid that has a mildly aromatic smell. 
When this aromatic alcohol is deprotonated, the resulting anion is called a benzylate.
This compound is not very soluble in water. 
However, Phenylmethanol forms miscible mixtures with diethyl ether and other alcohols. 

Many plants are known to naturally produce C6H5CH2OH. 
The essential oils extracted from jasmine and hyacinth contain some amount of Phenylmethanol.
Phenylmethanol or phenylmethanol is a chemical compound from the alcohol class.
The material is therefore also suitable for laboratory applications.

Phenylmethanol is used as an important solvent in the paint and ink industry, but also as an additive in disinfectants, as a development accelerator in color photochemistry and as a starting product for many ester manufacturing products.
Phenylmethanol is colorless and behaves like an oily liquid. 
Phenylmethanol is soluble in water.
Phenylmethanol is also known as Phenylmethanol. 
Phenylmethanol's chemical formula is C6H5CH2OH and its density is 1.045 g/mL at 25 ° C (lit). 

Phenylmethanol is one of the simplest fatty alcohol containing phenyl. 
Phenylmethanol can be seen as benzene substituted by hydroxymethyl, or methyl alcohol substituted by phenyl. 
Phenylmethanol is a colorless transparent sticky liquid with faint aroma. 
Sometimes Phenylmethanol is placed for a long time, it will smells like bitter almond flavor because of oxidation. 
Polarity, low toxicity and low steam, so Phenylmethanol is used as alcohol solvent. 

Phenylmethanol is combustible, and slightly soluble in water (about 25ml of water soluble 1 gram of Phenylmethanol). 
Phenylmethanol is miscible with ethanol, ethyl ether, benzene, chloroform and other organic solvents.
Phenylmethanol mainly exists in the form of free or ester in essential oil, such as jasmine oil, ylang-ylang oil, jasmine oil, hyacinth oil, sesame oil, hyacinths balsam, peru balsam and tolu balsam, which all contain this ingredient.
Phenylmethanol should not be stored for a long time. 

Phenylmethanol can be slowly oxidized to benzaldehyde and anisole in the air.
Therefore Phenylmethanol products often smell like almond aroma with characteristic of benzaldehyde. 
In addition, Phenylmethanol is also easily oxidized to benzoic acid by many kinds of antioxidants such as nitric acid.
Phenylmethanol has a characteristic pleasant, fruity odor and a slightly pungent, sweet taste; the note tends to become similar to that of benzyl aldehyde on aging. Slightly soluble in water, and miscible with alcohol, ether, chloroform and so on.
Phenylmethanol is a colorless clear oily liquid.

Phenylmethanol's odor type is floral and its odor at 100% is described as 'floral rose phenolic balsamic'.
Phenylmethanol is used in cosmetics as afragrance component, preservative, solvent and diluting agent for perfumes and flavors, and viscosity-decreasing agent. 
Phenylmethanol 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. 

PREPARATION:

Phenylmethanol is produced industrially from toluene via benzyl chloride, which is hydrolyzed:

C6H5CH2Cl + H2O → C6H5CH2OH + HCl

Another route entails hydrogenation of benzaldehyde, a by-product of the oxidation of toluene to benzoic acid.
For laboratory use, Grignard reaction of phenylmagnesium bromide (C6H5MgBr) with formaldehyde and the Cannizzaro reaction of benzaldehyde also give Phenylmethanol. 
The latter also gives benzoic acid, an example of an organic disproportionation reaction.

REACTION:

Like most alcohols, Phenylmethanol reacts with carboxylic acids to form esters. 
In organic synthesis, Phenylmethanols are popular protecting groups because they can be removed by mild hydrogenolysis.
Phenylmethanol reacts with acrylonitrile to give N-benzylacrylamide. 
This is an example of a Ritter reaction:

C6H5CH2OH + NCCHCH2 → C6H5CH2N(H)C(O)CHCH2

APPLICATION:

Phenylmethanol is used as a general solvent for inks, waxes, shellacs, paints, lacquers, and epoxy resin coatings. 
Phenylmethanol can be used in paint strippers, especially when combined with compatible viscosity enhancers to encourage the mixture to cling to painted surfaces.
Phenylmethanol is a precursor to a variety of esters and ethers, used in the soap, perfume, and flavor industries.

Phenylmethanol can be used as a local anesthetic, especially with epinephrine.
As a dye solvent, Phenylmethanol enhances the process of dying wool, nylon, and leather.
Phenylmethanol is an ingredient used in the manufacture of soaps, topical creams, skin lotions, shampoos, and facial cleansers and is popular due to its anti-bacterial and anti-fungal properties. 
Phenylmethanol is a common ingredient in a variety of household products and can cause severe allergic contact dermatitis in a significant percentage of the population.

SAFETY:

Phenylmethanol has low acute toxicity with an LD50 of 1.2 g/kg in rats.
Phenylmethanol oxidizes rapidly in healthy individuals to benzoic acid, conjugated with glycine in the liver, and excreted as hippuric acid. 
Very high concentrations can result in toxic effects including respiratory failure, vasodilation, hypotension, convulsions, and paralysis.
Phenylmethanol is toxic to neonates and is associated with the gasping syndrome.
Phenylmethanol is severely toxic and highly irritating to the eye.
Pure Phenylmethanol produces corneal necrosis.

USAGE:

Phenylmethanol is used as a bacteriostatic preservative at low concentration in intravenous medications, cosmetics, and topical drugs.
Some caution is necessary if a high percent of Phenylmethanol is used as benzaldehyde arises from Phenylmethanol when used as preservative in an injectable formulation solution. 
Phenylmethanol is used effectively for treating lice infestations as the active ingredient in lotion shampoo with 5% Phenylmethanol.
Phenylmethanol is a common solvent for waxes, tints, lacquers, shellacs, oils, and epoxy resin decoration.

At low concentrations, Phenylmethanol is used as a bacteriostatic preservative in intravenous medicines, topical products and cosmetics.
Phenylmethanol is used to assess the presence of contaminants as well as the quality of quartz.
Phenylmethanol is a precursor to several esters.
A solution of Phenylmethanol with a concentration of 10% can be used as a local anaesthetic and also as an antimicrobial agent.
This compound is a component of the fluid mixtures used in electronic cigarettes (it enhances the flavour).

Phenylmethanol can serve as a dielectric solvent for the reconfiguration of some nanowires via dielectrophoresis.
5% solutions of this compound can be used to treat head lice.
Phenylmethanol is used in the manufacture of soaps, shampoos, and skin lotions because of its antifungal and antibacterial properties.
Esters of Phenylmethanol 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.
Phenylmethanol occurs in natural products such as oils ofjasmine and castoreum.
Phenylmethanol 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. 

Phenylmethanol is employed as a local anesthetic which reduces the pain associated with lidocaine injection. 
Phenylmethanol 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.
Phenylmethanol is a preservative against bacteria, used in concentrations of 1 to 3 percent. 
Phenylmethanol can cause skin irritation.
Phenylmethanol is an antimicrobial preservative used in cosmetics, foods, and a wide range of pharmaceutical formulations, including oral and parenteral preparations, at concentrations up to 2.0% v/v. ,

The typical concentration used is 1% v/v, and it has been reported to be used in protein, peptide and small molecule products, although its frequency of use has fallen from 48 products in 1996, 30 products in 2001, to 15 products in 2006. 
In cosmetics, concentrations up to 3.0% v/v may be used as a preservative. Concentrations of 5% v/v or more are employed as a solubilizer, while a 10% v/v solution is used as a disinfectant.
Phenylmethanol 10% v/v solutions also have some local anesthetic properties, which are exploited in some parenterals, cough products, ophthalmic solutions, ointments, and dermatological aerosol sprays.
Although widely used as an antimicrobial preservative, Phenylmethanol has been associated with some fatal adverse reactions when administered to neonates. 
Phenylmethanol is now recommended that parenteral products preserved with Phenylmethanol, or other antimicrobial preservatives, should not be used in newborn infants if at all possible.

PROPERTIES:

-Molecular Weigh: 108.14    
-XLogP3: 1.1    
-Hydrogen Bond Donor Count: 1         
-Hydrogen Bond Acceptor Count: 1         
-Rotatable Bond Count: 1    
-Exact Mass: 108.057514874    
-Monoisotopic Mass: 108.057514874    
-Topological Polar Surface Area: 20.2 Ų    
-Heavy Atom Count: 8    
-Formal Charge: 0    
-Complexity: 55.4    
-Isotope Atom Count: 0    
-Defined Atom Stereocenter Count: 0    
-Undefined Atom Stereocenter Count: 0    
-Defined Bond Stereocenter Count: 0

CATEGORIES:

-Aromatic Heterocycles
-Alcohols
-Primary Alcohols
-Aromatic Cyclic Structures

CHEMICAL PROPERTIES:

-Formula: C6H5.CH2OH
-Molecular Weight: 108.14
-Boiling Point: (95%) 202-206
-Risk: 20/22
-Safety: 26
-First Aid: Std.
-Spillage: C,G,H
-Disposal: 6,7
-Fire: C,P,F,H

FIRST AND MEASURES:

-General Advice: 

If medical attention is required, show this safety data sheet to the doctor.

-If Inhaled:

If inhaled, move person to fresh air. 
If not breathing, give artificial respiration and consult a physician.

-In Case of Skin Contact: 

Wash affected area with soap and water. 
Consult a physician if any exposure symptoms are observed.

-In Case of Eye Contact:

Immediately rinse eyes with plenty of water for at least 15 minutes. 
Consult a physician.

-If Swallowed:

Never give anything by mouth to an unconscious person. 
Rinse mouth with water. 
Do not induce vomiting unless advised to do so by a physician or Poison Control Center. 
Seek medical attention.

PRODUCT DETAILS:

-AS No.: 100-51-6    
-MDL No.: MFCD00004599
-Formula: C7H8O    
-Boiling Point: 203-205°C at 760 mmHg
-M.W: 108.14 g/mol    

SOLUBILITY:

Phenylmethanol is moderately soluble in water (39 g·l−1 at 20 °C) in ethanol and diethyl ether.
Phenylmethanol is miscible with aromatic solvents, linseed oil and castor oil.

PHYSICAL PROPERTIES:

-Boiling point: 401°F    
-Molecular weight: 108.13
-Freezing point/melting point: 4.5°F    
-Vapor pressure: 0.1 mmHg@68°F
-Flash point: 213°F    
-Vapor density: 3.72
-Specific gravity: 1.05        
-Lower explosive limit (LEL): 1.3%    
-Upper explosive limit (UEL): 13%
-NFPA health rating: 1    
-NFPA fire rating: 1
-NFPA reactivity rating: 0

PHYSICAL PROPERTIES:

-Under standard conditions, Phenylmethanol is a colourless, slightly aromatic liquid.
-Its solubility in water corresponds to 3.5g/100mL at 20oC and 4.29g/100mL at 25o
-Phenylmethanol is soluble in several organic solvents such as benzene, methanol, acetone, and ether.

CHEMICAL PROPERTIES:

-The reaction between carboxylic acids and Phenylmethanol leads to the formation of esters.
-Phenylmethanol undergoes a Ritter reaction with acrylonitrile to yield N-benzyl acrylamide.
-When deprotonated, C6H5CH2OH yields a benzylate anion.

CHEMICAL PROPERTIES:

-Melting point: -15 °C
-Boiling point: 205 °C
-density: 1.045 g/mL at 25 °C(lit.)
-vapor density: 3.7 (vs air)
-vapor pressure: 13.3 mm Hg ( 100 °C)
-refractive index: n20/D 1.539(lit.)
-Fp: 201 °F
-storage temp.: Store at +2°C to +25°C.
-solubility: H2O: 33 mg/mL, clear, colorless
-form: Liquid
-pkA: 14.36±0.10(Predicted)
-color: APHA: ≤20
-Relative polarity: 0.608
-Odor: Mild, pleasant.
-explosive limit: 1.3-13%(V)
-Water Solubility: 4.29 g/100 mL (20 ºC)
-Merck: 14,1124

STORAGE:

Keep in dark place, Inert atmosphere, Room temperature.
Keep container tightly closed. 
Keep container in a cool, well-ventilated area.
Phenylmethanol oxidizes slowly in air to benzaldehyde and benzoic acid.

Phenylmethanol does not react with water. 
Aqueous solutions may be sterilized by filtration or autoclaving; some solutions may generate benzaldehyde during autoclaving.
Phenylmethanol may be stored in metal or glass containers. 
Plastic containers should not be used; exceptions to this include polypropylene containers or vessels coated with inert fluorinated polymers such as Teflon.
Phenylmethanol should be stored in an airtight container, protected from light, in a cool, dry place.

SYNONYM:

Phenylmethanol
phenylmethanol
benzenemethanol
100-51-6
phenylcarbinol
Benzoyl alcohol
benzylalcohol
Benzenecarbinol
Hydroxytoluene
Phenylmethyl alcohol
alpha-Toluenol
(Hydroxymethyl)benzene
Phenolcarbino
Benzal alcohol
alpha-hydroxytoluene
benzylic alcohol
Alcool benzylique
Benzylicum
Methanol, phenyl-
Phenylcarbinolum
hydroxymethylbenzene
Phenyl-Methanol
BENZYL-ALCOHOL
Euxyl K 100
Bentalol
Ulesfia
.alpha.-Hydroxytoluene
Aromatic alcohol
66072-40-0
Caswell No. 081F
FEMA No. 2137
.alpha.-Toluenol
Phenylmethanol (natural)
Alcool benzilico [DCIT]Itch-X
alcoholum benzylicum
NCI-C06111
benzenmethanol
Benzylalkohol
Aromatic primary alcohol
Alcohol,benzyl
Alcool benzylique
Benzyl alkohol
Alcohol bencilico
Methanol benzene
Alcoholum benzylicum 
NSC 8044
HOCH-Ph-polymer
BnOH
Phenylmethanol, polymer-boun
Phenylmethanol Natural
NSC-8044
MFCD00004599
Hydroxymethyl resin
TOLUENE,ALPHA-HYDROXY
LKG8494WBH
CHEBI:17987
INS NO.1519INS-1519
Hydroxymethyl resin 
NCGC00091865-01
Phenyl Methanol
DSSTox_CID_152
E-1519
DSSTox_RID_75404
DSSTox_GSID_20152
185532-71-2
MBN
Alcool benzilico
Alcohol, Benzyl
Alcohol bencilico
phenylmethan-1-ol
CAS-100-51-6
HSDB 46
Ulesfia (TN)
CCRIS 2081
Phenylmethanol 
EINECS 202-859-9
UNII-LKG8494WBH
EPA Pesticide Chemical Code 009502
BRN 0878307
enzylalcohol
Benzalalcohol
Benzalcohol
Bentanol
Alcoolbenzylique
benzene-methanol
Phenylmethanole
a-Hydroxytoluene
a-Toluenol
AI3-01680
Phenylmethanol 
Alcohol benzylicus
HOCH2-Ph-polymer
Sunmorl BK 20
Nat. Phenylmethanol
PhCH2OH
201740-95-6
Bn-OH
Phenylmethanol-13C6
SCHEMBL147
Phenylmethanol, ACS grade
bmse000407
C6H5CH2OH
CHEMBL720
EC 202-859-9
WLN: Q1R
Phenylmethanol 
Phenylmethanol
PINAPUR™ 9 BA-R
Phenylmethanol 
Phenylmethanol 
Phenylmethanol 
Phenylmethanol 
4-06-00-02222
Phenylmethanol 
BIDD:ER0248
ALCOHOL,BENZYL 
Phenylmethanol 
TB 13G
Phenylmethanol 
Phenylmethanol, LR, >=99%
Phenylmethanol 
Phenylmethanol 
Phenylmethanol 
Phenylmethanol 
DTXSID5020152
BDBM16418
NSC8044
Phenylmethanol
Phenylmethanol Reagent ACS Grade
HMS3264B16
HMS3885F10
Pharmakon1600-01502555
ZINC895302
Phenylmethanol, analytical standard
Phenylmethanol, AR, >=99.5%
HY-B0892
Phenylmethanol, anhydrous, 99.8%
Tox21_111172
Tox21_202447
Tox21_300044
BBL011938
Phenylmethanol 
MFCD03792087
NSC760098
s4600
STL163453
Phenylmethanol 
Phenylmethanol, >=99%, FCC, FG
AKOS000119907
Phenylmethanol, natural, >=98%, FG
CCG-213843
DB06770
LS41488
NSC-760098
Benzylalcohol 100 microg/mL in Methanol
NCGC00091865-02
NCGC00091865-03
NCGC00091865-04
NCGC00254154-01
NCGC00259996-01
ALCOHOL BENZYLICUS
Phenylmethanol, ACS reagent, >=99.0%
Phenylmethanol, ReagentPlus(R), >=99%
Phenylmethanol, USP, 98.0-100.5%
Benzylalcohol 1000 microg/mL in Ethanol
Phenylmethanol on polystyrene, 3.5 mmol/g
B2378
Phenylmethanol, tested according to Ph.Eur.
Benzylalcohol 100 microg/mL in Acetonitrile
E1519
FT-0622812
Phenylmethanol, p.a., ACS reagent, 99.0%
Phenylmethanol, SAJ first grade, >=98.5%
A14564
Phenylmethanol, SAJ special grade, >=99.0%
Phenylmethanol, Vetec(TM) reagent grade, 98%
C00556
C03485
D00077
D70182
Q52353
AB01563201_01
A800221
SR-01000872610
J-000153