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Cas Database

Name	beta-Bromostyrene	EINECS	203-131-3
CAS No.	103-64-0	Density	1.44 g/cm³
PSA	0.00000	LogP	3.05220
Solubility	56.624mg/L at 25℃	Melting Point	7 °C(lit.)
Formula	C₈H₇Br	Boiling Point	220.9 °C at 760 mmHg
Molecular Weight	183.048	Flash Point	101.7 °C
Transport Information	N/A	Appearance	clear yellowish to brown liquid
Safety	23-24/25-36/37	Risk Codes	22
Molecular Structure		Hazard Symbols	Xn
Synonyms	Styrene, b-bromo- (6CI,7CI,8CI);(2-Bromoethenyl)benzene;(2-Bromovinyl)benzene;1-Bromo-2-phenylethene;1-Bromo-2-phenylethylene;2-Phenylethenyl bromide;Bromostyrolene;Bromstyrol;Hyacinth base;NSC 8047;Styryl bromide;a-Bromo-b-phenylethylene;b-Bromostyrene;w-Bromostyrene;	Article Data	75

beta-Bromostyrene Synthetic route

: 7436-90-0
2,2-dibromostyrene

: 103-64-0
bromostyrene

Conditions

Conditions	Yield
With samarium In methanol at 45℃; for 6h;	97%
With triethylamine; phosphonic acid diethyl ester for 4h; Ambient temperature;	96%
With indium; ammonium chloride In ethanol; water for 16h; Heating;	95%

: 140-10-3
(E)-3-phenylacrylic acid

: 103-64-0
bromostyrene

Conditions

Conditions	Yield
With N-Bromosuccinimide; tetrabutylammomium bromide at 100℃; for 0.666667h; Hunsdiecker reaction;	96%

: 2612-41-1
α,α-(dibromomethyl)phenylmethanol

: 103-64-0
bromostyrene

Conditions

Conditions	Yield
With acetic acid; zinc In dichloromethane for 0.3h; Heating; E/Z ratio 55:45;	95%

: 621-82-9
Cinnamic acid

: 103-64-0
bromostyrene

Conditions

Conditions	Yield
With [bis(acetoxy)iodo]benzene; tetraethylammonium bromide In dichloromethane at 20℃; for 4h;	95%
With N-Bromosuccinimide; manganese (II) acetate tetrahydrate In water; acetonitrile at 20℃;	92%
With N,N-dimethyl-formamide; potassium bromide; trichlorophosphate In acetonitrile at 20℃; Reagent/catalyst; Sonication;	75%

: 92933-32-9
(α,β-dibromohydrocinnamoyloxy)trimethylstannane

A: 103-64-0
bromostyrene

B bromotrimethylstannane: bromotrimethylstannane

Conditions

Conditions	Yield
at 180℃;	A 85% B n/a

: 2425-28-7
2-Bromo-1-phenylethanol

: 103-64-0
bromostyrene

Conditions

Conditions	Yield
With potassium hydrogensulfate; hydroquinone In water at 150 - 185℃;	84%

: 75-25-2
Bromoform

: 100-52-7
benzaldehyde

A: 103-64-0
bromostyrene

B: 2612-41-1
α,α-(dibromomethyl)phenylmethanol

Conditions

Conditions	Yield
With 1,2-dimethoxyethane; titanium tetrachloride; magnesium In 1,2-dichloro-ethane at 0℃; for 3h;	A n/a B 80%

: 128-08-5
N-Bromosuccinimide

: 621-82-9
Cinnamic acid

: 103-64-0
bromostyrene

Conditions

Conditions	Yield
Stage #1: Cinnamic acid With triethylamine In dichloromethane at 20℃; for 0.0833333h; Stage #2: N-Bromosuccinimide In dichloromethane for 1h;	73%

: 72591-21-0
2,2,2-tribromoethylbenzene

: 103-64-0
bromostyrene

Conditions

Conditions	Yield
With lithium aluminium tetrahydride; chromium(III) bromide; iron In tetrahydrofuran at 4℃; for 16h;	64%
With sodium isopropanethiolate In methanol Heating;	47%

: 140-10-3
(E)-3-phenylacrylic acid

A: 622-25-3
1-(2-chlorovinyl)benzene

B: 103-64-0
bromostyrene

Conditions

Conditions	Yield
With sodium hypochlorite; bromine In water; acetonitrile at 20℃; for 8h;	A 47% B 18%

beta-Bromostyrene Consensus Reports

Reported in EPA TSCA Inventory.

beta-Bromostyrene Specification

The β-Bromostyrene is an organic compound with the formula C₈H₇Br. The IUPAC name of this chemical is 2-bromoethenylbenzene. With the CAS registry number 103-64-0, it is also named as 1-Bromo-2-phenylethene. The product's category is Pharmaceutical Intermediates. Besides, it is clear yellowish to brown liquid, which should be stored in a cool and ventilated place. It is used as a fragrance intermediates.

Physical properties about β-Bromostyrene are: (1)ACD/LogP: 2.99; (2)ACD/LogD (pH 5.5): 2.99; (3)ACD/LogD (pH 7.4): 2.99; (4)ACD/BCF (pH 5.5): 110.05; (5)ACD/BCF (pH 7.4): 110.05; (6)ACD/KOC (pH 5.5): 1006.87; (7)ACD/KOC (pH 7.4): 1006.87; (8)#Freely Rotating Bonds: 1; (9)Index of Refraction: 1.63; (10)Molar Refractivity: 45.24 cm³; (11)Molar Volume: 127 cm³; (12)Polarizability: 17.93×10^-24cm³; (13)Surface Tension: 41.5 dyne/cm; (14)Density: 1.44 g/cm³; (15)Flash Point: 101.7 °C; (16)Enthalpy of Vaporization: 43.87 kJ/mol; (17)Boiling Point: 220.9 °C at 760 mmHg; (18)Vapour Pressure: 0.164 mmHg at 25°C.

Preparation: this chemical can be prepared by β,β-dibromo-styrene. This reaction will need reagent HP(O)(OEt)₂, Et₃N. The reaction time is 4 hours at ambient temperature. The yield is about 96%.

Uses of β-Bromostyrene: it can be used to produce styrylsulfanyl-benzene at temperature of 135 °C. It will need reagent 1-methyl-2-pyrrolidone with reaction time of 2 hours. The yield is about 95%.

When you are using this chemical, please be cautious about it as the following:
It is harmful if swallowed. When you are using it, wear suitable protective clothing and gloves, do not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer) and avoid contact with skin and eyes.

You can still convert the following datas into molecular structure:
(1)SMILES: BrC=Cc1ccccc1
(2)InChI: InChI=1/C8H7Br/c9-7-6-8-4-2-1-3-5-8/h1-7H
(3)InChIKey: YMOONIIMQBGTDU-UHFFFAOYAF
(4)Std. InChI: InChI=1S/C8H7Br/c9-7-6-8-4-2-1-3-5-8/h1-7H
(5)Std. InChIKey: YMOONIIMQBGTDU-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rat	LD50	oral	1250mg/kg (1250mg/kg)		Food and Cosmetics Toxicology. Vol. 11, Pg. 1043, 1973.

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