alpha-Bromostyrene

Base Information

• Chemical Name: alpha-Bromostyrene
• CAS No.: 98-81-7
• Molecular Formula: C8H7Br
• Molecular Weight: 183.048
• Hs Code.: 29039990
• European Community (EC) Number: 202-702-4
• UNII: LF0SJ1821N
• DSSTox Substance ID: DTXSID70243366
• Nikkaji Number: J87.166D
• Wikidata: Q83127444
• Mol file: 98-81-7.mol

Synonyms:alpha-Bromostyrene;(1-Bromovinyl)benzene;98-81-7;Benzene, (1-bromoethenyl)-;1-Bromostyrene;1-bromoethenylbenzene;Styrene, alpha-bromo-;1-Phenylvinyl bromide;(1-bromoethenyl)benzene;alpha-Bromostyrol;Styrene, .alpha.-bromo-;alpha-Bromostyrol [Russian];BRN 2038866;.alpha.-Bromostyrene;EINECS 202-702-4;LF0SJ1821N;MFCD00012229;4-05-00-01349 (Beilstein Handbook Reference);alpha-bromstyren;alpha-bromo styrene;.alpha.-Bromostyrol;(1-bromo-vinyl)-benzene;(1-Bromovinyl)benzene #;UNII-LF0SJ1821N;SCHEMBL297455;1-BROMO-1-PHENYLETHENE;1-BROMO-1-PHENYLETHYLENE;DTXSID70243366;ethyl4-cyano-2-pyridinecarboxylate;AKOS005267128;alpha-Bromostyrene, technical grade, 90%;AS-57510;SY011143;LS-147205;FT-0631516;D95919;EN300-123240;A902452

Chemical Property of alpha-Bromostyrene

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 0.249mmHg at 25°C
• Melting Point: −44 °C(lit.)
• Refractive Index: n20/D 1.588(lit.)
• Boiling Point: 212.6 °C at 760 mmHg
• Flash Point: 98.3 °C
• PSA: 0.00000
• Density: 1.387 g/cm³
• LogP: 3.05220
• Storage Temp.: Refrigerator (+4°C)
• Solubility.: Chloroform, Methanol
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 181.97311
• Heavy Atom Count: 9
• Complexity: 101

Purity/Quality:

98%,99%, ^*data from raw suppliers

α-Bromostyrene(~90%,~1%Hydroquinoneasstabilizer) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C=C(C1=CC=CC=C1)Br
• Uses: (1-Bromoethenyl)-benzene is a useful synthetic intermediate. It is a reactant used to synthesize Potassium (1-Phenylcyclopropyl)trifluoroborate (P698400). It can also be used in the synthesis of substituted cyclopentenones.

Technology Process of alpha-Bromostyrene

There total 41 articles about alpha-Bromostyrene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

phenylacetylene (536-74-3) → 1-bromovinylbenzene (98-81-7)

Guidance literature:

With hydrogen bromide; In solid; at -145.1 - -123.1 ℃; Product distribution; HBr (and HCl) - phenylacetylene complexes at lower temperatures; cis-stereospecific with DBr;

Reference yield: 92.0%

(1,2-dibromoethyl)benzene (102921-26-6,93-52-7) → 1-bromovinylbenzene (98-81-7)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; methanol; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1055/s-0037-1611228

Reference yield: 90.0%

1-phenyl vinyl triflate (28143-79-5) → 1-bromovinylbenzene (98-81-7)

Guidance literature:

With tris(2,4-pentanedionato)ruthenium(III); ethylmagnesium bromide; lithium bromide; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1039/b907761h

upstream raw materials:

phenylacetylene

Ph₂BCCPh

(1,2-dibromoethyl)benzene

styrene

Downstream raw materials:

Ethyl N-chloro-N-(2-chloro-2-bromo-2-phenylethyl)carbamate

3-phenylbut-3-en-2-one

(±)-1,3-diphenylbut-3-en-1-ol

styrene

Refernces

• 1、 Kumaki, Wataru,Kinoshita, Hidenori,Miura, Katsukiyo. "Regio- and stereoselective synthesis of bromoalkenes by homolytic hydrobromination of alkynes with hydrogen bromide". . . Retrieved 2022/03/07.
• 2、 Cai, Yuxing,Chen, Jiean,Huang, Yong. "N-Heterocyclic Carbene-Catalyzed 1,4-Alkylacylation of 1,3-Enynes". supporting information. p. 9251 - 9255. Retrieved 2021/11/30.