Product Introduction
| Benzoin Basic information |
| Product Name: | Benzoin |
| Synonyms: | 2-Hydroxy-1,2-diphenylethan-1-on;PHENYLBENZOYLCARBINOL;2-hydroxy-1,2-diphenyl-ethanon;2-hydroxy-2-phenyl-acetophenon;Acetophenone, 2-hydroxy-2-phenyl-;Bitter almond oil camphor;bitteralmondoilcamphor;bitter-almond-oilcamphor |
| CAS: | 119-53-9 |
| MF: | C14H12O2 |
| MW: | 212.24 |
| EINECS: | 204-331-3 |
| Product Categories: | Functional Materials;Photopolymerization Initiators;Benzil and Benzoin Compounds;Organic Photoinitiators;Polymerization Initiators;Analytical Reagents;Pharmaceutical Intermediates;Intermediates;Heterocyclic Compounds;Highly Purified Reagents;Other Categories;Zone Refined Products;Analytical/Chromatography;B;Bioactive Small Molecules;Building Blocks;C13 to C14;Carbonyl Compounds;Cell Biology;Chemical Synthesis;Derivatization Reagents;Derivatization Reagents HPLC;Ketones;Materials Science;Organic Building Blocks;Polymer Science;UV-VIS;11 |
| Mol File: | 119-53-9.mol |
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| 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 |
| Fp | 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 Information |
| Provider | Language |
|---|---|
| 2-Hydroxy-2-phenylacetophenone | English |
| ACROS | English |
| SigmaAldrich | English |
| ALFA | English |
| 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 Preparation Products And Raw materials |
| Preparation Products | Benzil-->4,5-DIPHENYL-2-IMIDAZOLETHIOL-->2-(2-Chlorophenyl)-4,5-diphenylimidazole-->2,3-DIPHENYLQUINOXALINE-->BENZOIN ISOPROPYL ETHER-->"6,7-diphenyl-2-sulfanylidene-1H-pteridin-4-one-->Tetraphenylcyclopentadienone-->2,4,5-Triphenylimidazole-->Pyridine, 4-(4,5-diphenyl-1H-imidazol-2-yl)- |
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