Benzoin Chemical Properties

Melting point:

134-138 °C(lit.)

Boiling point:

194 °C12 mm Hg(lit.)

Density 

1.31

vapor pressure 

1.3 hPa (136 °C)

FEMA 

2132 | BENZOIN

Flash point:

181

storage temp. 

Store below +30°C.

solubility 

0.3g/l

form 

Powder

pka

12.28±0.20(Predicted)

color 

Off-white to very slightly yellow

Odor

agreeable vanilla-like odor

Odor Type

balsamic

Water Solubility 

Soluble in chlorine. Slightly soluble in water, ethanol and ether.

Sensitive 

Moisture Sensitive

Merck 

14,1093

JECFA Number

836

BRN 

391839

Stability:

Stable. Combustible. Incompatible with strong oxidizing agents.

InChIKey

ISAOCJYIOMOJEB-UHFFFAOYSA-N

LogP

1.84-2.13 at 25℃

CAS DataBase Reference

119-53-9(CAS DataBase Reference)

NIST Chemistry Reference

Ethanone, 2-hydroxy-1,2-diphenyl-(119-53-9)

EPA Substance Registry System

Benzoin (119-53-9)

Safety Information

Hazard Codes 

Xn

Risk Statements 

20/21/22-36/37/38

Safety Statements 

24/25-36-26

WGK Germany 

2

RTECS 

DI1590000

TSCA 

Yes

HS Code 

29144090

Hazardous Substances Data

119-53-9(Hazardous Substances Data)

Toxicity

LD50 orally in Rabbit: 10000 mg/kg LD50 dermal Rabbit 8870 mg/kg

MSDS

• Language:English Provider:2-Hydroxy-2-phenylacetophenone
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Benzoin Usage And Synthesis

Chemical Properties

light yellow powder or crystals with a camphor-like odour

Chemical Properties

Benzoin has a faint, sweet, balsamic odor.

Occurrence

Benzoin is a resin from the trees of genus Styrax.

Uses

Benzoin is used as a flavor, antiseptic and photopolymerization catalyst. It is also used as a raw material in organic syntheses. It serves as a precursor to benzil, which is a photoinitiator. Further, it is used as degassing agent for powder coatings. In addition to this, it is used as an additive and in powder coating to remove the pinhole phenomenon.

Uses

Degassing for powder coatings

Uses

benzoin is a fragrant essential oil with bactericidal, anti-irritation, and anti-itching properties. It is considered a good ingredient for reducing skin redness and is a preservative of fats. Although its primary constituent is benzoic acid, it also contains canillin and an oily aromatic liquid. This balsamic resin is extracted by cutting deeply into the trunks of trees that grow primarily in Indonesia and Thailand.

Definition

ChEBI: A ketone that consists of acetophenone bearing hydroxy and phenyl substituents at the alpha-position. The parent of the class of benzoins.

Definition

benzoin: A colourless crystallinecompound, C₆H₅CHOHCOC₆H₅; m.p.137°C. It is a condensation product ofbenzenecarbaldehyde (benzaldehyde),made by the action of sodiumcyanide on benzenecarbaldehyde inalcoholic solution. It also occurs naturallyas the resin of a tropical tree. Itis both a secondary alcohol and a ketone,and gives reactions characteristicof both types of compound.

Taste threshold values

Taste characteristics at 25 ppm: spicy, balsamic, resinous, fruity with an herbal nuance.

General Description

Off-white to yellow-white crystalline solid with an odor of camphor. Slightly acrid taste. When broken the fresh surfaces have a milky-white color.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

2-Hydroxy-2-phenylacetophenone is sensitive to heat and light. 2-Hydroxy-2-phenylacetophenone is incompatible with oxidizers. 2-Hydroxy-2-phenylacetophenone reduces Fehling's solution.

Hazard

Highly toxic.

Fire Hazard

Flash point data for 2-Hydroxy-2-phenylacetophenone are not available; however, 2-Hydroxy-2-phenylacetophenone is probably combustible.

Safety Profile

Slightly toxic by ingestion andskin contact. Mutation data reported. A flammable liquid.When heated to decomposition it emits acrid smoke andirritating fumes.

Synthesis

It may be prepared by condensation of benzaldehyde with an alkali cyanide and used in organic synthesis.

Purification Methods

Crystallise benzoin from CCl4, hot EtOH (8mL/g), or 50% acetic acid. Also crystallise it from high purity *benzene, then twice from high purity MeOH, to remove fluorescent impurities [Elliott & Radley Anal Chem 33 1623 1961]. It can be sublimed. [Beilstein 8 IV 1279.]

Benzoin(119-53-9)Related Product Information

• BENZOIN ISOBUTYL ETHER
• BENZOIN ISOPROPYL ETHER
• BENZOIN METHYL ETHER,Methyl benzoin ether
• ALPHA-HYDROXY-ALPHA-METHYLBENZYL PHENYL KETONE
• ANISOIN
• DIETHOXYPHENYLACETOPHENONE
• 2,2-Dimethoxy-2-phenylacetophenone
• Benzoin
• BENZOIN ACETATE,[R,(-)]-Benzoin α-acetate
• 4-Fluorobenzoic acid
• BENZOIN GUM SIAM,BENZOIN GUM, SUMATRA,BENZOIN GUM RESIN,BENZOIN GUM,ALPHA-HYDROXY-ALPHA-PHENYLACETOPHENONE,A-HYDROXY-A-PHENYLACETOPHENONE
• Methyl benzoate
• Benzoin
• 2',4'-Dihydroxy-2-phenylacetophenone
• Benzoic acid
• 3-Bromobenzoic acid
• 2-Phenylacetophenone
• 3-Hydroxybenzoic acid