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BENZYL ALCOHOL

Benzyl alcohol is an aromatic alcohol with the formula C7H8O.
The benzyl group is often abbreviated as "Bn".
hence benzyl alcohol is denoted as BnOH.

Benzyl alcohol has a slightly pleasant aromatic odor.
Benzyl alcohol is a colorless liquid.
Benzyl alcohol is a useful solvent due to its polarity, low hardness and low vapor pressure.

Benzylic Alcohol is also known as Phenylmethanol or Phenylmethyl Alcohol.
Benzyl alcohol is used as an antimicrobial preservative in pharmaceutical products at a rate of 3-5%.
Benzyl alcohol is bacteriostatic mainly against organisms and some fungi.
When exposed to air, benzaldehyde is gradually oxidized and then benzoic acid.


CAS number:100-51-6 to check
EC Number:202-859-9
Chemical formula: C 7 H 8 O
Molar mass: 108.140 g mol −1

Benzyl alcohol is an aromatic alcohol with the formula C6H5CH2OH.
Benzyl alcohol is a colorless liquid with a slightly pleasant aromatic odor.
Benzyl alcohol is useful as a solvent due to its polarity, low durability, and low vapor pressure.
Benzyl alcohol has a moderate gradient in water (4 g/100 mL).
Benzyl alcohol is miscible with alcohols and diethyl ether.
The anion produced by deprotonation of the alcohol group is known as benzylate or benzyloxide.

Benzyl alcohol is produced naturally by many plants.
Benzyl alcohol is commonly found in fruits and teas.
Benzyl alcohol is also found in various essential oils such as jasmine, hyacinth and ylang-ylang.
Benzyl alcohol is also found in the castorium in the castor sacs of beavers.
Benzyl esters occur naturally.


Benzyl alcohol is produced industrially via benzyl chloride hydrolyzed from toluene;

C 6 H 5 CH2 Cl + H 2 O → C 6 H 5 CH2 OH + HCl

Another pathway requires the hydrogenation of benzaldehyde, a byproduct of the oxidation of toluene to benzoic acid.
For laboratory use, the Grignard reaction of phenylmagnesium bromide with formaldehyde and the Cannizzaro reaction of benzaldehyde also yield benzyl alcohol.
The latter also gives benzoic acid, an example of an organic disproportionation reaction.
Like most alcohols, it reacts with carboxylic acids to form esters.
In organic synthesis, benzyl esters are popular protecting groups because they can be removed by mild hydrogenolysis.

Benzyl alcohol reacts with acrylonitrile to give N -benzylacrylamide.
Benzyl alcohol is an example of a Ritter reaction;

C 6 H 5 CH 2 OH + NCCHCH 2 → C 6 H 5 CH 2 N(H)C(O)CHCH 2
 
Benzyl alcohol is used as a general solvent for inks, waxes, shellacs, paints, varnishes and epoxy resin coatings.
Therefore, it can be used in paint strippers to promote adhesion of the mixture to painted surfaces, especially when combined with compatible viscosity enhancers.
Benzyl alcohol is the precursor of various esters and ethers used in the soap, perfume and flavor industries.
For example benzyl benzoate, benzyl salicylate, benzyl cinnamate, dibenzyl ether, benzyl butyl phthalate.
It can be used as a local anesthetic, especially in combination with epinephrine.
As a dye solvent, it improves the dyeing process of wool, nylon and leather.

Benzyl alcohol is used in low concentration as a bacteriostatic preservative in intravenous medications, cosmetics, and topical medications.
When a high percentage of benzyl alcohol is used, benzaldehyde may be injected.
Some caution is required when used as a preservative in a formulation solution as it originates from benzyl alcohol.
Benzyl alcohol is used effectively in the treatment of lice infestation as the active ingredient in lotion shampoo containing 5% benzyl alcohol.
Benzyl alcohol is an ingredient used in the production of soaps, topical creams, skin lotions, shampoos, and facial cleansers.
Benzyl alcohol is popular due to its anti-bacterial and anti-fungal properties.
Benzyl alcohol is a widely used ingredient in various household products.


Sensitivity to benzyl alcohol is very rare, especially in patients with stasis dermatitis.
Benzyl alcohol is not considered a carcinogen and no data are available on teratogenic or reproductive effects.
Benzyl alcohol has low acute toxicity in rats with an LD50 of 1.2 g/kg.
In healthy individuals, it is rapidly oxidized to benzoic acid.
Benzyl alcohol combines with glycine in the liver and is excreted as hippuric acid.
Very high concentrations can cause toxic effects such as respiratory failure, vasodilation, hypotension, convulsions and paralysis.

Benzyl alcohol is toxic to newborns.
Benzyl alcohol is associated with dyspnea syndrome.
Benzyl alcohol also has the chemical formula C6H5CH2OH.
Benzyl alcohol is actually also known as Aromatic Alcohol.
The IUPAC name of this compound is phenyl methanol.
At room temperature, benzyl alcohol has a slightly aromatic odor.
Benzyl alcohol exists as a colorless liquid.
When this aromatic alcohol is deprotonated, the resulting anion is called benzilate.

Benzyl alcohol compound is very insoluble in water.
However, it forms miscible mixtures with diethyl ether and other alcohols.
Many plants are known to naturally produce C6H5CH2OH.
Essential oils obtained from jasmine, ylang-ylang and hyacinth contain some benzyl alcohol.
Benzyl alcohol has a slightly aromatic odor and a sharp burning taste.
Benzyl alcohol is a water-white liquid.
Benzyl alcohols molecular weight is 108.13 and its specific gravity is 1.045.


The aqueous solution of benzyl alcohol is neutral.
Benzyl alcohol slowly decomposes to benzaldehyde when exposed to air.
Therefore, storage tanks must be covered with nitrogen.
Benzyl alcohol is incompatible with oxidizing agents.
Polystyrene syringes are used with certain types of pharmaceutical products that contain benzyl alcohol.
Because these substances can remove plastic, problems may arise.
Sometimes the rubber tip may release an ingredient into the drug product.

Most plants naturally produce benzyl alcohol.
Benzyl alcohol is often found in fruits and teas.
Benzyl alcohol is also found in various essential oils such as jasmine, hyacinth and ylang-ylang.
Benzyl alcohol is also found in the castorium of the beaver's castor sacs.
Benzyl alcohol is produced industrially by hydrolyzing benzyl chloride from toluene.

Benzyl alcohol is currently produced by chemical synthetic method mainly from benzyl chloride and sodium hydroxide.
In the case of the chemical synthetic method, benzyl chloride (synthetic benzyl chloride) is prepared by a Grignard reaction.
Benzyl alcohol is obtained from synthetic benzyl chloride through hydrolysis and dehydrogenation.
However, in the chemical synthesis method, a large portion of benzyl chloride, which is a difficult material to process, is used.
As a result, the problem of secondary pollution arises.
An alternative to the chemical synthesis method is the biological method.

Known as phenylethanol, Benzyl alcohol is the simplest aromatic alcohol.
Benzyl alcohol is the primary source of phenyl in phenol-formaldehyde resin, a major component of the polish industry.
Benzyl alcohol is also the most frequently used material in microencapsulation.
Benzyl alcohol is used in many chemical reactions by hydrogenation to produce aniline or as a chiral auxiliary ligand for palladium complexes.
Benzyl alcohol is a very important product for the plastics industry and many other industries, including the production of caprolactam, phenylethylamine and phenyl methanol.
Benzyl alcohol is used as a standard for testing wines, especially for assessing residual sugar in Madeira wine.


Inhalation of vapor may cause irritation of the upper respiratory tract.
Prolonged or excessive inhalation can cause headache, nausea, vomiting and diarrhea.
In severe cases, respiratory stimulation followed by respiratory and muscular paralysis, convulsions, anesthesia, and death may occur.
Ingestion may cause severe irritation of the gastrointestinal tract, followed by nausea, vomiting, cramping and diarrhea.
Benzyl alcohol tissue ulceration may occur.
Causes local irritation in contact with eyes.
The material can be absorbed into the skin with an anesthetic or irritating effect.

SYNONYMS

benzyl alcohol
phenylmethanol
benzenemethanol
100-51-6
phenylcarbinol
benzoyl alcohol
benzylalcohol
benzenecarbinol
Phenylmethyl alcohol
Hydroxytoluene
alpha-Toluenol
(Hydroxymethyl)benzene
Phenolcarbinol
benzal alcohol
benzylic alcohol
Alcool benzylique
benzylicum
Methanol, phenyl-
Phenylcarbinolum
alpha-hydroxytoluene
hydroxymethylbenzene
benthalol
Euxyl K 100
Ulesfia
Phenyl Methanol
Phenyl-Methanol
BENZYL-ALCOHOL
Caswell No. 081F
66072-40-0
alcoholum benzylicum
Benzyl alcohol (natural)
FEMA No. 2137
benzylalkohol
Alcohol,benzyl
NCI-C06111
.alpha.-Hydroxytoluene
Alcool benzilico
aromatic alcohol
Alcohol, Benzyl
Alcohol selfishico
.alpha.-Toluenol
Alcool benzilico [DCIT]
Itch-X
NSC 8044
HSDB 46
benzenemethanol
benzalcohol
Benzalcohol
CCRIS 2081
Aromatic primary alcohol
Alcoolbenzylique
Alcool benzylique [INN-French]
benzyl alcohol
Alcohol selfishico [INN-Spanish]
Methanol to benzene
Alcoholum benzylicum [INN-Latin]
UNII-LKG8494WBH
Alcohol benzylicus
NSC-8044
EINECS 202-859-9
BnOH
LKG8494WBH
EPA Pesticide Chemical Code 009502
BRN 0878307
Sunmorl BK 20
DTXSID5020152
CHEBI:17987
INS NO.1519
AI3-01680
INS-1519
MFCD00004599
Hydroxymethyl resin (100-200 mesh)
TOLUENE,ALPHA-HYDROXY
benzyl alcohol (ring-13c6)
DTXCID70152
Benzyl alcohol (Benzenemethanol)
E-1519
EC 202-859-9
4-06-00-02222 (Beilstein Handbook Reference)
BENZYL-ALPHA,ALPHA-D2 ALCOHOL
NCGC00091865-01
BENZYL ALCOHOL (II)
BENZYL ALCOHOL [II]
185532-71-2
MBN
 

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