Description Structure Preparation Applications
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Benzil

Description Structure Preparation Applications
Product Name
Benzil
CAS No.
134-81-6
Chemical Name
Benzil
Synonyms
BENZIL;CHC-12;Wy 20910;wy-20910;DIBENZOYL;BIBENZOYL;Benzil 98%;Benzil≥98%;Benzil >Chc12Benzil
CBNumber
CB8478221
Molecular Formula
C14H10O2
Formula Weight
210.23
MOL File
134-81-6.mol
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Benzil Property

Melting point:
94-95 °C(lit.)
Boiling point:
346 °C
Density 
1,521 g/cm3
vapor pressure 
1 mm Hg ( 128.4 °C)
refractive index 
1.5681 (estimate)
Flash point:
346-348°C
storage temp. 
Store below +30°C.
solubility 
<0.5g/l
form 
Crystalline Powder
color 
White
Water Solubility 
0.5 g/L (20 ºC)
Merck 
14,1078
BRN 
608047
Stability:
Stable. Combustible. Incompatible with strong oxidizing agents.
InChIKey
WURBFLDFSFBTLW-UHFFFAOYSA-N
CAS DataBase Reference
134-81-6(CAS DataBase Reference)
NIST Chemistry Reference
Ethanedione, diphenyl-(134-81-6)
EPA Substance Registry System
Benzil (134-81-6)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-37/39
WGK Germany 
2
RTECS 
DD1925000
10
Hazard Note 
Irritant
TSCA 
Yes
HS Code 
29143900
Toxicity
LD50 orally in Rabbit: 2710 mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
B5151
Product name
Benzil
Purity
98%
Packaging
100 g
Price
$25.3
Updated
2021/12/16
Sigma-Aldrich
Product number
8.01632
Product name
Benzil
Purity
for synthesis
Packaging
5 g
Price
$26.27
Updated
2021/12/16
Sigma-Aldrich
Product number
8.01632
Product name
Benzil
Purity
Benzil for synthesis. CAS No. 134-81-6, EC Number 205-157-0., for synthesis
Packaging
8016320005
Price
$27.4
Updated
2021/12/16
Sigma-Aldrich
Product number
8.01632
Product name
Benzil
Purity
for synthesis
Packaging
250 g
Price
$51.89
Updated
2021/12/16
Sigma-Aldrich
Product number
8.01632
Product name
Benzil
Purity
Benzil for synthesis. CAS No. 134-81-6, EC Number 205-157-0., for synthesis
Packaging
8016320250
Price
$54.2
Updated
2021/12/16
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Benzil Chemical Properties,Usage,Production

Description

Benzil also known as 1,2-diphenylethane-1,2-dione is an organic compound with the molecular formula (C6H5CO)2. The compound belongs to the group of organic compounds known as stilbenes which contains a 1,2-diphenylethylene moiety. Benzyl is yellow in color and is one of the most common diketones.

Structure

The most noticeable feature in Benzil’s structure is the long carbon-carbon bond of 1.54 Å, which shows there is no pi-bonding between the two carbonyl centers. Although the par of benzoyl groups are twisted with respect to the other with a dihedral angler of 117o, the PhCO are planar.

Preparation

Benzyl is synthesized from benzoin, for instance with copper (II) acetate.
PhC(O)CH(OH)Ph + 2 Cu2+ → PhC(O)C(O)Ph + 2 H+ + 2 Cu+

Applications

Benzil is utilized as an intermediate in pharmaceuticals and UV curing resin photosensitizer. Benzyl is mostly used in the free-radical curing of polymer networks. Benzyl is decomposed by ultraviolet radiation that generates free-radical species within the material, leading to the formation of cross-links. It is normally employed as a photoinitiator in polymer chemistry. In addition, Benzil is a potent inhibitor of human carboxylesterases, which are enzymes involved in the hydrolysis of many drugs used clinically as well as carboxylesters. It is also used in the synthesis of diketimines by reaction with amines. Benzyl is also used as an intermediate in the famous benil-benzilic acid arrangement. Further, it reacts with 1,3-diphenylacetone to get tetraphenylcyclopentadienone.

Chemical Properties

yellow crystals or powder

Uses

Organic synthesis; insecticide.

Uses

Benzil is used as a pharmaceutical intermediate and uv curing resin photosensitizer. In polymer chemistry, it is used as a photoinitiator. Further, it serves as a potent inhibitor of human carboxylesterases. It is used in the preparation of diketimines by reacting with amines. It is also involved in the famous benil-benzilic acid rearrangement. In addition this, it reacts with 1,3-diphenylacetone to get tetraphenylcyclopentadienone.

Definition

A 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
The reaction, which involves migration of a phenyl group (C6H5-) from one carbon atom to another, was the first rearrangement reaction to be described (by Justus von Liebig in 1828).

Definition

ChEBI: An alpha-diketone that is ethane-1,2-dione substituted by phenyl groups at positions 1 and 2 respectively.

Synthesis Reference(s)

Journal of the American Chemical Society, 105, p. 7755, 1983 DOI: 10.1021/ja00364a054
Tetrahedron Letters, 30, p. 6267, 1989 DOI: 10.1016/S0040-4039(01)93869-9

Safety Profile

Low toxicity by ingestion. An eyeirritant. Combustible. When heated to decomposition itemits acrid smoke and irritating fumes.

Purification Methods

Crystallise benzil from *benzene after washing with alkali. (Crystallisation from EtOH did not free benzil from material reacting with alkali.) [Hine & Howarth J Am Chem Soc 80 2274 1958.] It has also been crystallised from CCl4, diethyl ether or EtOH [Inoue et al. J Chem Soc, Faraday Trans 1 82 523 1986]. [Beilstein 7 IV 2502.]

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Benzil Suppliers

TAIZHOU HAIYING PHARMTECH CO.,LTD
Tel
0523-86222516-
Email
sales@haiyingchem.com
Country
China
ProdList
60
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58
NORANA GROUP
Tel
027-59209883- ;
Fax
027-59209883
Email
service@nornachem.com;sales@nornatech.com
Country
China
ProdList
4997
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833- ;010-82848833-
Fax
86-10-82849933
Email
jkinfo@jkchemical.com;market6@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
21-61259100-
Fax
86-21-61259102
Email
sh@meryer.com
Country
China
ProdList
40264
Advantage
62
Alfa Aesar
Tel
400-610-6006; 021-67582000
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30159
Advantage
84
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386 / 800-988-0390
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24555
Advantage
81
Beijing dtftchem Technology Co., Ltd.
Tel
010-60275820-
Fax
010-60270825
Email
elainezt@sina.com
Country
China
ProdList
1401
Advantage
62
BeiJing Hwrk Chemicals Limted
Tel
0757-86329057-
Fax
0757-86311057
Email
sales.gd@hwrkchemical.com
Country
China
ProdList
17295
Advantage
55
Energy Chemical
Tel
021-58432009-
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
43430
Advantage
61
Beijing Ouhe Technology Co., Ltd
Tel
010-82967028-
Fax
+86-10-82967029
Email
2355560935@qq.com
Country
China
ProdList
12270
Advantage
60
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View Lastest Price from Benzil manufacturers

Wuhan Mulei New Material Technology Co. Ltd
Product
Benzil 134-81-6
Price
US $10.00/Kg/Drum
Min. Order
1KG
Purity
99%
Supply Ability
5000tons per month
Release date
2021-04-01
Anhui Rencheng Technology Co., Ltd
Product
Benzil 134-81-6
Price
US $1.00-499.00/KG
Min. Order
0.5KG
Purity
>99%
Supply Ability
20tons
Release date
2021-01-09
Hebei Yirun Sega Biological Technology Co. Ltd
Product
BENZIL 134-81-6
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
200000pcs
Release date
2021-03-22

134-81-6, BenzilRelated Search:


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