1-Bromo-2-Ethynylbenzene

Base Information

• Chemical Name: 1-Bromo-2-Ethynylbenzene
• CAS No.: 766-46-1
• Molecular Formula: C8H5Br
• Molecular Weight: 181.032
• Hs Code.: 2903999090
• Mol file: 766-46-1.mol

Synonyms:2'-Bromophenyl acetylene;2'-Bromophenylacetylene;Benzene, 1-bromo-2-ethynyl-;1-Bromo-2-ethynyl-benzene;

Chemical Property of 1-Bromo-2-Ethynylbenzene

Chemical Property:

• Appearance/Colour: Colourless Oil
• Vapor Pressure: 0.231mmHg at 25°C
• Refractive Index: n20/D 1.595(lit.)
• Boiling Point: 214.1 °C at 760 mmHg
• Flash Point: 87.2 °C
• PSA: 0.00000
• Density: 1.5 g/cm³
• LogP: 2.43040
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Acetone, Dichloromethane, Ethyl Acetate, Hexane

Purity/Quality:

99% min ^*data from raw suppliers

2-Bromophenylacetylene ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 1-Bromo-2-ethynylbenzene may be used in the synthesis of 1-(2-bromophenyl)-2-(dibenzo[b,d]thiophen-4-yl)ethanone. Starting material for heterocyclotriynes, second-order nonlinear optical materials, and unsymmetrical 1,4-diarylbutadiynes

Technology Process of 1-Bromo-2-Ethynylbenzene

There total 18 articles about 1-Bromo-2-Ethynylbenzene 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: 99.0%

2-bromo-1-(trimethylsilylethynyl)benzene (38274-16-7) → 2-bromo-1-ethynylbenzene (766-46-1)

Guidance literature:

With methanol; potassium carbonate; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/ja8038213

Reference yield: 92.0%

C9H7Br3O2 → 2-bromo-1-ethynylbenzene (766-46-1)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; at 115 ℃; for 12h;

DOI:10.1002/cjoc.201180402

Reference yield: 91.0%

1-bromo-2-(2,2-dibromovinyl)benzene (213599-19-0) → 2-bromo-1-ethynylbenzene (766-46-1)

Guidance literature:

With tetrabutyl ammonium fluoride; water; triphenylphosphine; In tetrahydrofuran; at 80 ℃; for 2.5h; Sealed tube;

DOI:10.1002/adsc.201400782

upstream raw materials:

C₈H₄KLi

1-Bromo-2-iodobenzene

trimethylsilylacetylene

ethanol

Downstream raw materials:

2,5-bis(2-formylphenyl)thiophene

2,5-bis(2-bromophenyl)-thiophene

2-(2-bromophenyl)vinyl methyl sulphide

C₂₂H₁₂Br₂

Refernces

• 1、 Roth, Hudson G.,Nicewicz, David A.. "Diastereoselective Synthesis of the ABCD Ring System of Rubriflordilactone B". supporting information. p. 48 - 51. Retrieved 2021/11/09.
• 2、 Chen, Shuqi,Flynn, Bernard L.. "Iodocyclisation of Electronically Resistant Alkynes: Synthesis of 2-Carboxy (and sulfoxy)-3-iodobenzo[ b ]thiophenes". . p. 65 - 76. Retrieved 2020/11/05.