Name | Benzil |
Synonyms | Benzil BENZIL BIBENZOYL Dibenzoyl AURORA 14062 DIPHENYLGLYOXAL DIPHENYL DIKETONE Diphenylethanedione DIPHENYL-A B-DIKETONE 1,2-DIPHENYLETHANEDIONE 1,2-diphenylethane-1,2-dione 1,2-DIPHENYL-1,2 ETHANEDIONE Melting point standard benzil |
CAS | 134-81-6 |
EINECS | 205-157-0 |
InChI | InChI=1/C14H10O2/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10H |
InChIKey | WURBFLDFSFBTLW-UHFFFAOYSA-N |
Molecular Formula | C14H10O2 |
Molar Mass | 210.23 |
Density | 1,521 g/cm3 |
Melting Point | 94-95°C(lit.) |
Boling Point | 346 °C |
Flash Point | 346-348°C |
Water Solubility | 0.5 g/L (20 ºC) |
Solubility | Soluble in alcohol, ether, chloroform, ethyl acetate, benzene, toluene and nitrobenzene, insoluble in water |
Vapor Presure | 1 mm Hg ( 128.4 °C) |
Appearance | Yellow crystal or powder |
Color | White |
Merck | 14,1078 |
BRN | 608047 |
Storage Condition | Store below +30°C. |
Stability | Stable. Combustible. Incompatible with strong oxidizing agents. |
Sensitive | Sensitive to light |
Refractive Index | 1.5681 (estimate) |
MDL | MFCD00003080 |
Physical and Chemical Properties | Yellow crystals. Optically active. Density 1.23. Melting point 95 °c. Boiling point 346-348 °c (decomposition). Soluble in ethanol and ether, insoluble in water. Benzoin is generated during reduction. |
Use | Used as pharmaceutical intermediates, UV curing resin photosensitizer |
Hazard Symbols | Xi - Irritant |
Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S37/39 - Wear suitable gloves and eye/face protection |
WGK Germany | 2 |
RTECS | DD1925000 |
FLUKA BRAND F CODES | 10 |
TSCA | Yes |
HS Code | 29143900 |
Hazard Note | Irritant |
Toxicity | LD50 orally in Rabbit: 2710 mg/kg |
Raw Materials | Benzoin |
NIST chemical information | Information provided by: webbook.nist.gov (external link) |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
use | used for photosensitizers, organic synthesis intermediates, adhesives, etc. Organic synthetic intermediates, also used in pesticides. The product is very promising as a photosensitizer for UV curable resins (UV resins). The wavelength range of ultraviolet sensitization by bifenyl is wide. Benzoin is below 3400A, and benzoin alkyl ether is below 3900A. However, dibenzoyl can be sensitized in a wide wavelength region below 4800A, so it can be used for curing thick film resins, which is a characteristic not found in UA resin sensitization before. And there is no smell after curing, so it is suitable for making printing inks for food packaging. Used as pharmaceutical intermediates, photosensitizers for UV curable resins, etc. Used as pharmaceutical raw materials, organic synthesis intermediates and UV curing agents, and also used as pesticides. |
Production method | Benzoin (benzoin) is obtained by condensation of benzaldehyde and sodium cyanide, and then oxidized by nitric acid. This process is polluted due to the production of nitrous acid gas, and the reaction is intense, requiring careful operation. The production reagent bibenzoyl also uses copper acetate or copper sulfate. For example, 4100g of crystalline copper sulfate, 4000g of pyridine and 1600g of water are stirred and heated together, then 1696g of benzoin is added, heated and reacted for 2h, the reactant turns dark green, and the ketylene sulfate-pyridine solution is poured out after cooling. Crystallization is washed with water and heated with 10% hydrochloric acid. After cooling, the crystals are filtered out to obtain 1450g of bibenzyl. The product is obtained by oxidizing benzoin with air or nitric acid. Add benzoin and nitric acid (40%) into the reaction pot, slowly raise the temperature to 110 ℃ after 4 hours, and keep the reaction for 1 hour. Then cool to below 40 ℃, filter and wash with water to obtain crude bifenyl. Add water to the crude product, adjust the pH to 12 with 30% sodium hydroxide, heat to 100 ℃ to dissolve, cool, filter, and wash with water to obtain the finished product. The yield is over 95%. |
category | flammable solids |
toxicity classification | poisoning |
acute toxicity | oral-mouse LD50: > 3000 mg/kg |
stimulation data | eyes-rabbit 100 mg/24 hours severe |
flammability hazard characteristics | more flammable; combustion decomposition stimulates smoke |
storage and transportation characteristics | ventilation and low temperature drying |
fire extinguishing agent | dry powder, foam, sand, carbon dioxide, mist water |