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593-60-2

Basic Information
CAS No.: 593-60-2
Name: Ethene, bromo-
Article Data: 101
Cas Database
Molecular Structure:
Molecular Structure of 593-60-2 (Ethene, bromo-)
Formula: C2H3Br
Molecular Weight: 106.95
Synonyms: Ethylene,bromo- (8CI);Bromoethene;Bromoethylene;R 1140B1;Vinyl bromide;
EINECS: 209-800-6
Density: 1.532 g/cm3
Melting Point: -139 °C(lit.)
Boiling Point: 15.799 °C at 760 mmHg
Flash Point: 1 °F
Solubility: insoluble in water
Appearance: colourless liquid
Hazard Symbols: ToxicT; HighlyF+
Risk Codes: 45-12-19-36/37
Safety: 53-9-16-29-33-45
Transport Information: UN 1993 3/PG 1
PSA: 0.00000
LogP: 1.52480
Synthetic route
106-93-4

ethylene dibromide

593-60-2

Vinyl bromide

Conditions
ConditionsYield
With potassium hydroxide In ethanol at 40℃; for 1h;70%
With potassium hydroxide In ethanol Heating;56%
With potassium hydroxide at 60℃;
79-10-7

acrylic acid

593-60-2

Vinyl bromide

Conditions
ConditionsYield
With N,N-dimethyl-formamide; potassium bromide; trichlorophosphate In acetonitrile at 20℃; Reagent/catalyst; Sonication;60%
99178-24-2

1,2,2,4,5,5-hexamethyl-piperazine

106-93-4

ethylene dibromide

A

593-60-2

Vinyl bromide

B

1,2,2,4,5,5-hexamethyl-piperazine; dihydrobromide

60-29-7

diethyl ether

78-74-0

1,1,2-tribromoethane

phenylmagnesium bromide

A

108-86-1

bromobenzene

B

593-60-2

Vinyl bromide

C

92-52-4

biphenyl

D

71-43-2

benzene

Conditions
ConditionsYield
Zersetzen des Reaktionsproduktes mit Wasser;
557-91-5

1,1-Dibromoethane

64-17-5

ethanol

141-52-6

sodium ethanolate

A

593-60-2

Vinyl bromide

B

74-86-2

acetylene

557-91-5

1,1-Dibromoethane

593-60-2

Vinyl bromide

78-74-0

1,1,2-tribromoethane

593-60-2

Vinyl bromide

Conditions
ConditionsYield
With diethyl ether; phenylmagnesium bromide und Zers. des Reaktionsproduktes mit Wasser;
856929-61-8

1,4-dibenzyl-2,2,5,5-tetramethyl-piperazine

106-93-4

ethylene dibromide

A

593-60-2

Vinyl bromide

B

1,4-dibenzyl-2,2,5,5-tetramethyl-piperazine; dihydrobromide

557-91-5

1,1-Dibromoethane

62-53-3

aniline

593-60-2

Vinyl bromide

Conditions
ConditionsYield
at 120 - 125℃;
74-86-2

acetylene

593-60-2

Vinyl bromide

Conditions
ConditionsYield
With hydrogen bromide; copper(I) bromide at 60℃;
With pyridine-base; hydrogen bromide; cadmium(II) bromide at 215 - 230℃;
With BaBr2-charcoal; hydrogen bromide at 200℃;
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Consensus Reports

NTP 10th Report on Carcinogens. IARC Cancer Review: Group 2A IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 ,1987,p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Sufficient Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 39 ,1986,p. 133.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Inadequate Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 19 ,1979,p. 367.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . Community Right-To-Know List. Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

Standards and Recommendations

OSHA PEL: TWA 5 ppm
ACGIH TLV: TWA 0.5 ppm; Suspected Human Carcinogen
DFG MAK: Human Carcinogen
NIOSH REL: (Vinyl Bromide) Lowest Detectable Level
DOT Classification:  2.1; Label: Flammable Gas

Analytical Methods

For occupational chemical analysis use OSHA: #08 or NIOSH: Vinyl Bromide, 1009.

Specification

The CAS registry number of Vinyl bromide is 593-60-2. Its EINECS registry number is 209-800-6. The IUPAC name is bromoethene. In addition, the molecular formula is C2H3Br and the molecular weight is 106.95. It is also called Ethene,bromo-. What's more, it is a kind of colourless liquid and belongs to the classes of Gas Cylinders; Halides (low boiling point); omega-Functional Alkanols, Carboxylic Acids, Amines & Halides; omega-Unsaturated Halides; Synthetic Organic Chemistry. And it is soluble in chloroform, ethanol, diethyl ether.

Physical properties about this chemical are: (1)ACD/LogP: 1.57; (2)ACD/LogD (pH 5.5): 1.57; (3)ACD/LogD (pH 7.4): 1.57; (4)ACD/BCF (pH 5.5): 9.188; (5)ACD/BCF (pH 7.4): 9.188; (6)ACD/KOC (pH 5.5): 170.247; (7)ACD/KOC (pH 7.4): 170.247 ; (8)Index of Refraction: 1.45; (9)Molar Refractivity: 18.772 cm3; (10)Molar Volume: 69.824 cm3; (11)Polarizability: 7.442 ×10-24cm3; (12)Surface Tension: 22.973 dyne/cm; (13)Density: 1.532 g/cm3; (14)Enthalpy of Vaporization: 25.223 kJ/mol; (15)Boiling Point: 15.799 °C at 760 mmHg; (16)Vapour Pressure: 1051.361 mmHg at 25°C.

Preparation of Vinyl bromide: it can be prepared by 1,2-dibromo-ethane. This reaction will need reagent KOH and solvent ethanol. The yield is about 56% by heating.

Vinyl bromide can be prepared by 1,2-dibromo-ethane

Uses of Vinyl bromide: this chemical is used to manufacture bromopolymers and mainly polyvinyl bromide. Further it is used as an alkylation agent. In addition, it can be used to get 1,1,2-tribromo-ethane. This reaction will need reagent Br2 and solvent CHCl3. The reaction time is 12 hours at reaction temperature of 20 °C. The yield is about 87%.

Vinyl bromide can be used to get 1,1,2-tribromo-ethane

When you are using this chemical, please be cautious about it as the following:
This chemical is extremely flammable and may form explosive peroxides. And it is irritating to eyes and respiratory system. Moreover, it may cause cancer. You should avoid exposure - obtain special instruction before use. During using it, you should not empty into drains. In case of accident or if you feel unwell, seek medical advice immediately (show label where possible). And you should keep container in a well-ventilated place and keep away from sources of ignition - No smoking. Moreover, take precautionary measures against static discharges.

You can still convert the following datas into molecular structure:
(1)SMILES: C=CBr
(2)InChI: InChI=1/C2H3Br/c1-2-3/h2H,1H2
(3)InChIKey: INLLPKCGLOXCIV-UHFFFAOYAI

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LCLo inhalation 50000ppm/7H (50000ppm)   "Documentation of the Threshold Limit Values and Biological Exposure Indices," 5th ed., Cincinnati, OH, American Conference of Governmental Industrial Hygienists, Inc., 1986Vol. 6, Pg. 1690, 1991.
rat LD50 oral 500mg/kg (500mg/kg)   Dow Chemical Company Reports. Vol. -, Pg. 12, 1966.