3-Bromophenylacetylene

Base Information

• Chemical Name: 3-Bromophenylacetylene
• CAS No.: 766-81-4
• Molecular Formula: C8H5Br
• Molecular Weight: 181.032
• Hs Code.: 2903999090
• European Community (EC) Number: 676-126-0
• DSSTox Substance ID: DTXSID10467201
• Nikkaji Number: J1.947.117I
• Wikidata: Q72449161
• Mol file: 766-81-4.mol

Synonyms:3-Bromophenylacetylene;766-81-4;1-bromo-3-ethynylbenzene;3'-Bromophenyl acetylene;1-bromo-3-ethynyl-benzene;MFCD03839983;3'-Bromophenylacetylene;m-Bromophenylacetylene;(3-Bromophenyl)ethyne;beta-bromophenylacetylene;(3-bromophenyl)acetylene;3-bromo-1-ethynylbenzene;SCHEMBL1786004;DTXSID10467201;TZDXNFAAJNEYIO-UHFFFAOYSA-N;3'-bromophenyl acetylene, AldrichCPR;AKOS005146038;CS-W018828;DS-13509;SY047048;A9718;B5198;FT-0632913;EN300-96217;Q-102448

Chemical Property of 3-Bromophenylacetylene

Chemical Property:

• Refractive Index: 1.5896
• Boiling Point: 211.8 °C at 760 mmHg
• Flash Point: 85.7 °C
• PSA: 0.00000
• Density: 1.5 g/cm³
• LogP: 2.43040
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 179.95746
• Heavy Atom Count: 9
• Complexity: 131

Purity/Quality:

99% min ^*data from raw suppliers

3-Bromophenylacetylene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CC1=CC(=CC=C1)Br

Technology Process of 3-Bromophenylacetylene

There total 14 articles about 3-Bromophenylacetylene 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: 98.0%

2-(3-bromophenyl)ethynyltrimethylsilane (3989-13-7) → 3-bromophenylacetylene (766-81-4)

Guidance literature:

With methanol; potassium carbonate; for 0.5h;

Reference yield: 95.0%

m-bromobenzoic aldehyde (3132-99-8) + dimethyl 1-(1-diazo-2-oxopropyl)phosphonate (90965-06-3) → 3-bromophenylacetylene (766-81-4)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 12h;

DOI:10.1016/j.ejmech.2019.06.049

Reference yield: 91.0%

1-bromo-3-(2',2'-dibromovinyl)benzene → 3-bromophenylacetylene (766-81-4)

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:

1-(3-Bromophenyl)ethanone

2-(3-bromophenyl)ethynyltrimethylsilane

methanol

m-bromobenzoic aldehyde

Downstream raw materials:

1-m-Bromphenyl-4-triethylsilylbuta-1,3-diin

1-Brom-3-(1-bromethenyl)benzol

2-(3-bromophenyl)ethynyltrimethylsilane

4-[(3-bromophenyl)ethynyl]-2-chloro-5-fluoropyrimidine

Refernces

• 1、 -. "COMPOUND FOR ORGANIC OPTOELECTRONIC DEVICE, ORGANIC OPTOELECTRONIC DEVICE AND DISPLAY APPARATUS". Paragraph 0159; 0161. . Retrieved 2018/12/11.
• 2、 Kasten, Kevin,Slawin, Alexandra M. Z.,Smith, Andrew D.. "Enantioselective synthesis of β-fluoro-β-aryl-α-aminopentenamides by organocatalytic [2,3]-sigmatropic rearrangement". supporting information. p. 5182 - 5185. Retrieved 2017/11/06.