Benzoin
Synonym(s):α-Hydroxy-α-phenylacetophenone;α-Hydroxybenzyl phenyl ketone;2-Hydroxy-2-phenylacetophenone;Benzoin
- CAS NO.:119-53-9
- Empirical Formula: C14H12O2
- Molecular Weight: 212.24
- MDL number: MFCD00004496
- EINECS: 204-331-3
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-19 23:02:33
What is Benzoin?
Absorption
No pharmacokinetic data available.
Toxicity
Oral LD50 in rat is 10,000 mg/kg and dermal LD50 in rabbit is 8870 mg/kg [MSDS].
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.
The Uses of Benzoin
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.
The Uses of Benzoin
Degassing for powder coatings
The Uses of Benzoin
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.
Indications
No approved therapeutic indications.
Background
Benzoin is a white crystalline compound prepared by condensation of benzaldehyde in potassium cyanide, and is used in organic syntheses. This should not be confused with benzoin gum from STYRAX (see Benzoin resin). Benzoin is an FDA-approved colour additive used for marking fruits and vegetables.
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.
Metabolism
No pharmacokinetic data available.
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.]
Properties of Benzoin
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 |
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. |
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 for Benzoin
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P302+P352:IF ON SKIN: wash with plenty of soap and water. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for Benzoin
InChIKey | ISAOCJYIOMOJEB-UHFFFAOYSA-N |
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