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2-Bromopropene

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Name

2-Bromopropene

EINECS 209-185-4
CAS No. 557-93-7 Density 1.405 g/cm3
PSA 0.00000 LogP 1.91490
Solubility Immiscible with water. Melting Point -87 °C
Formula C3H5Br Boiling Point 48.399 °C at 760 mmHg
Molecular Weight 120.977 Flash Point -7.691 °C
Transport Information UN 1993 3/PG 2 Appearance light yellow-green liquid
Safety 23-26-36 Risk Codes 11-36/37/38
Molecular Structure Molecular Structure of 557-93-7 (2-BROMOPROPENE) Hazard Symbols FlammableF,IrritantXi
Synonyms

Propene,2-bromo- (8CI);2-Bromo-1-propene;2-Bromopropylene;Isopropenyl bromide;a-Methylvinyl bromide;

Article Data 25

2-Bromopropene Synthetic route

33673-74-4, 100304-89-0, 100304-94-7

2,3-dibromo-2-methylpropanoic acid

557-93-7

2-bromoprop-1-ene

Conditions
ConditionsYield
With picoline at 80℃;77%
5281-20-9

acetone hydrazone

67-64-1

acetone

557-93-7

2-bromoprop-1-ene

Conditions
ConditionsYield
Stage #1: acetone With magnesium sulfate; hydrazine hydrate In methanol at 20℃;
Stage #2: acetone hydrazone With pyridine; N-Bromosuccinimide In dichloromethane at -10 - 0℃;
74%
110-86-1

pyridine

33673-74-4, 100304-89-0, 100304-94-7

2,3-dibromo-2-methylpropanoic acid

557-93-7

2-bromoprop-1-ene

64-17-5

ethanol

78-75-1

1,2-Dibromopropane

139-02-6

sodium phenoxide

A

590-13-6

(Z)-1-propenyl bromide

B

590-15-8

trans-2-propenyl bromide

C

557-93-7

2-bromoprop-1-ene

78-75-1

1,2-Dibromopropane

139-02-6

sodium phenoxide

A

590-14-7

1-bromo-1-propene

B

557-93-7

2-bromoprop-1-ene

78-75-1

1,2-Dibromopropane

A

590-14-7

1-bromo-1-propene

B

557-93-7

2-bromoprop-1-ene

Conditions
ConditionsYield
With potassium carbonate
With sodium phenoxide
With sodium phenoxide
With sodium ethanolate
594-16-1

2,2-dibromopropane

557-93-7

2-bromoprop-1-ene

Conditions
ConditionsYield
With sodium ethanolate at 100℃;
With potassium carbonate
110-52-1

1,4-dibromo-butane

463-49-0

1,2-propanediene

A

557-93-7

2-bromoprop-1-ene

B

106-95-6

allyl bromide

Conditions
ConditionsYield
With water; hydrogen; oxygen at 37℃; under 150 Torr; Product distribution; Irradiation; variation of system composition and initial pressure;
110-52-1

1,4-dibromo-butane

50457-57-3

2-propenyl cation

A

557-93-7

2-bromoprop-1-ene

B

22211-90-1

bromolanium

Conditions
ConditionsYield
Mechanism; Irradiation;
110-52-1

1,4-dibromo-butane

74-99-7

prop-1-yne

A

557-93-7

2-bromoprop-1-ene

B

106-95-6

allyl bromide

Conditions
ConditionsYield
With water; hydrogen; oxygen at 37℃; under 150 Torr; Product distribution; Irradiation; variation of system composition and initial pressure;

2-Bromopropene Specification

The 2-Bromopropene, with the CAS registry number 557-93-7, is also known as 2-Bromo-1-propene. It belongs to the classification code of Mutation Data. Its EINECS registry number is 209-185-4. This chemical's molecular formula is C3H5Br and molecular weight is 120.98. What's more, its IUPAC name is called 2-Bromoprop-1-ene. It should be stored in a cool, dry and well-ventilated place.

Physical properties about 2-Bromopropene are: (1)ACD/LogP: 1.989; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.99; (4)ACD/LogD (pH 7.4): 1.99; (5)ACD/BCF (pH 5.5): 19.11; (6)ACD/BCF (pH 7.4): 19.11; (7)ACD/KOC (pH 5.5): 287.60; (8)ACD/KOC (pH 7.4): 287.60; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 0 Å2; (13)Index of Refraction: 1.452; (14)Molar Refractivity: 23.247 cm3; (15)Molar Volume: 86.132 cm3; (16)Polarizability: 9.216×10-24cm3; (17)Surface Tension: 23.103 dyne/cm; (18)Density: 1.405 g/cm3; (19)Flash Point: -7.691 °C; (20)Enthalpy of Vaporization: 27.992 kJ/mol; (21)Boiling Point: 48.399 °C at 760 mmHg; (22)Vapour Pressure: 324.193 mmHg at 25 °C.

Uses of 2-Bromopropene: (1) it is used as refrigerant and can be used in organic synthesis; (2) it is used to produce other chemicals. For example, it can react with nonanal to get 2-methyl-undec-1-en-3-ol. This reaction needs reagent chromium(II) chloride and solvent dimethylformamide at temperature of 25 °C. The reaction time is 3 hours. The yield is 62 %.

-Bromopropene can react with nonanal to get 2-methyl-undec-1-en-3-ol.

When you are dealing with this chemical, you should be very careful. This chemical may cause inflammation to the skin or other mucous membranes. And it is irritating to eyes, respiratory system and skin. It may catch fire in contact with air, only need brief contact with an ignition source and have a very low flash point or evolve highly flammable gases in contact with water. Therefore, you should wear suitable protective clothing and can not breathe the gas/fumes/vapour/spray. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: CC(=C)Br
(2) InChI: InChI=1S/C3H5Br/c1-3(2)4/h1H2,2H3
(3) InChIKey: PHMRPWPDDRGGGF-UHFFFAOYSA-N

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