 Home > Encyclopedia > Benzil

Benzil

Benzil structure

CAS No:
134-81-6
Formula:
C14H10O2
Chemical Name:
Benzil
Synonyms:
1,2-Ethanedione,1,2-diphenyl-;Benzil;Ethanedione,diphenyl-;1,2-Diphenyl-1,2-ethanedione;Bibenzoyl;Dibenzoyl;Diphenyl-α,β-diketone;1,2-Diphenylethanedione;Diphenylglyoxal;Diphenylethanedione;1,2-Diphenylethane-1,2-dione;Wy 20910;Esacure KBO;Diphenyl diketone;NSC 220315;NSC 4041;16510-35-3;1056020-46-2;1056020-44-0
Categories:
Organic Chemistry > Aldehydes

Description

yellow crystals or powderA reaction in which benzil (1,2- diphenylethan-1,2-dione) is treated with hydroxide and then with acid to give benzilic acid (2-hydroxy-2,2-diphenylethanoic acid): C6H5.CO.CO.C6H5→(C6H5)2C(OH).COOH.

Benzil Basic Attributes

Molecular Weight：

210.23

Exact Mass：

210.23

BRN：

608047

EC Number：

205-157-0

UNII：

S85X61172J

NSC Number：

220315|4041

DSSTox ID：

DTXSID3044380

HScode：

29143900

Characteristics

PSA：

34.1

XLogP3：

3.4

Appearance：

White Crystalline Powder

Density：

1.084 g/cm³

Melting Point：

94.8 °C

Boiling Point：

347 °C

Flash Point：

346-348°C

Refractive Index：

1.5681 (estimate)

Water Solubility：

H2O: 0.5 g/L (20 ºC)

Storage Conditions：

Store below +30°C.

Vapor Pressure：

1 mm Hg ( 128.4 °C)

Toxicity：

Oral-Mouse LD50: > 3000 mg/kg

Flammability characteristics：

More flammable; burning and decomposition stimulates smoke

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38

safety instructions：

26-36-37/39

RTECS Number：

DD1925000

Marks：

Storage features：

Ventilated, low temperature and dry

Hazard note：

Irritant

Stability/Shelf Life：

Stable. Combustible. Incompatible with strong oxidizing agents.

Precautionary statement(s)：

P261-P305 + P351 + P338

Hazard Statements：

H315-H319-H335

GHS Classification：

|Warning|H315 (99.82%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 563 companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Toxicity

Toxicity class：

moderately toxic

Drug Information

MeSH Entry Terms：

benzil

Benzil Use and Manufacturing

Methods of Manufacturing

After condensing benzaldehyde and sodium cyanide to obtain benzoin (benzoin), it is then oxidized by nitric acid. This process caused pollution due to the production of nitrous acid gas, and the reaction was intense, requiring careful operation. Copper diacetate or copper sulfate is also used as the production reagent. For example, 4100g of crystalline copper sulfate, 4000g of pyridine and 1600g of water are stirred and heated, then 1696g of benzoin is added, and the reaction is heated for 2h. The reaction becomes dark green and cooled Decant the ketone sulfate-pyridine solution. The crystal was washed with water and heated with 10% hydrochloric acid. After cooling, the crystals were filtered out to obtain 1, 450 g of biphenylyl. This product is obtained by oxidizing benzoin with air or nitric acid. Add benzoin and nitric acid (40%) to the reaction pot, slowly increase the temperature to 110°C over 4h, and keep the reaction for 1h. Then cool to below 40°C, spin filter and wash with water to obtain crude biphenylyl product. The crude product was added with water, adjusted to pH 12 with 30% sodium hydroxide, heated to 100°C for dissolution, cooled and filtered, and washed to obtain the finished product. The yield is over 95%.

Uses

Benzil, yellow prismatic crystal, soluble in ethanol, ether, chloroform, ethyl acetate, benzene, toluene, and nitrobenzene, insoluble in water, incompatible with strong oxidants. Benzil has a density of 1.2±0.1 g/cm3, a boiling point of 347.0±11.0 °C at 760 mmHg, a water solubility of 0.5 g/L (20 ºC), a melting point of 94-95 °C, a molecular formula of C14H10O2, and a molecular weight of 210.228. The flash point is 142.6±4.9 °C, the exact mass is 210.068085, the PSA is 34.14000, the LogP is 3.38, the molar refractive index is 61.24, the molar volume (cm3/mol) is 180.3, and the isotropic specific volume (90.2K) is 473.1. Surface tension (3.0 dyne/cm) is 47.3, polarizability (0.5 10-24cm3) is 24.28, vapor pressure is 0.0±0.8 mmHg at 25°C, refractive index is 1.594, low toxicity, irritating, present in flue gas. Benzil is used to prepare diketoimines by reacting with amines. It is also involved in the famous benzoyl-benzoyl acid rearrangement. In addition, it reacts with 1, 3-diphenylacetone to obtain tetraphenylcyclopentadienone. Benzil is used as a pharmaceutical intermediate, a photosensitizer for UV-curing resins, an intermediate for organic synthesis, and as an insecticide. In polymer chemistry, it is used as a photoinitiator. In addition, it is a potent inhibitor of human carboxylesterase. This product is promising as a photosensitizer for ultraviolet curing resin (UV resin). Benzil sensitizes a wide range of wavelengths to ultraviolet light. Benzoin is below 3400A and benzoin alkyl ethers below 3900A. Benzil is sensitized over a wide wavelength range below 4800A and can therefore be used for curing thick film resins, a property not previously available in UA resin sensitization. Moreover, there is no odor after curing, so it is suitable for making printing inks for food packaging.

Manufacturing Info：

1,2-Ethanedione, 1,2-diphenyl-: ACTIVE

Analysis Methods

Name	Column Shape	Active Phase(℃)	Retention index	Temperature Control	Method	Comments	Reference
Normal alkane RI, non-polar column, temperature ramp	Packed	OV-101	1768.		temperature ramp	Celite 545 (0.20-0.25 mm), 10. K/min; Column length: 1.2 m; T_start: 100. C; T_end: 300. C	Zenkevich, I.G.Acevedo, J.M.Aguilera, I.R.Increments of Gas Chromatographic Retention Indices for Characterization of Organic ReactionsVestn. St. Petersb. Univ. Ser. 4: Fiz. Khim1991, 2, 51-56.

Computed Properties

Molecular Weight:210.23
XLogP3:3.4
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:3
Exact Mass:210.068079557
Monoisotopic Mass:210.068079557
Topological Polar Surface Area:34.1
Heavy Atom Count:16
Complexity:230
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Synthesis Route

111681-88-0

85589-34-0

49814-12-2

85510-65-2

106011-94-3

13745-35-2

64297-75-2

Recommended Suppliers of Benzil

Chemfine International Co., Ltd. Contact Supplier

CN
2 YRS

Business licensed

Trader Supplier of Organic Intermediate,Organic Intermediate,Organic Intermediate,Organic Intermediate,Organic Intermediate

Factory Supply Dibenzoyl Cas 134-81-6 Dibenzoyl Powder Cas 134816 in stock

Unit Price: $6.79-7.37 /KG FOB

CAS No.: 134-81-6

Grade: Industrial Grade

Content: 99%

Inquiry
HANGZHOU LEAP CHEM CO., LTD. Contact Supplier

CN
5 YRS

Business licensed

Trader Supplier of Intermediates,Building blocks,API,Silicones,Peptides,Lab chemicals,Biochemicals,Pharmaceuticals,Screening Compounds,Food Additives

Benzil

CAS No.: 134-81-6

Content: 99.00%

Inquiry
Shandong Ailike New Material Technology Contact Supplier

CN
2 YRS

Business licensed

Trader Supplier of API,Antibiotics,Anti cancer category

High quality and low price UV Photoinitiator CAS No 134-81-6 Benzil

CAS No.: 134-81-6

Grade: pharmaceutical grade

Content: 99.9%

Inquiry
Kindchem Co., Ltd Contact Supplier

CN
4 YRS

Business licensed

Trader Supplier of API OLED Organic intermediate

High purity Bulk supply Benzil cas no.134-81-6 99%min KINDCHEM

CAS No.: 134-81-6

Grade: Industrial Grade

Content: 99%

Inquiry
Shandong Airuike Chemical Co., Ltd. Contact Supplier

CN
3 YRS

Business licensed

Trader Supplier of api,Intermediates,Organic Chemistry,Inorganic Chemistry,Daily Chemicals,Cosmetic Raw Materals,CATALYST AND AUXILIARY,FLAVORS AND FRAGRANCES,Chemical Pesticides,ADDITIVE

Factory supply UV Photoinitiator CAS No 134-81-6 Benzil

CAS No.: 134-81-6

Grade: Top Product

Content: 99%

Inquiry