4-Bromophenylacetylene

Base Information

• Chemical Name: 4-Bromophenylacetylene
• CAS No.: 766-96-1
• Molecular Formula: C8H5Br
• Molecular Weight: 181.032
• Hs Code.: 29039990
• Mol file: 766-96-1.mol

Synonyms:(4-Bromophenyl)ethyne;(p-Bromophenyl)acetylene;(p-Bromophenyl)ethyne;1-(4-Bromophenyl)acetylene;1-Bromo-4-ethynylbenzene;4-Bromo(ethynyl)benzene;4-Bromo-1-ethynylbenzene;p-Ethynylbromobenzene;

Chemical Property of 4-Bromophenylacetylene

Chemical Property:

• Appearance/Colour: off-white solid
• Vapor Pressure: 0.488mmHg at 25°C
• Melting Point: 64-67 °C(lit.)
• Refractive Index: 1.604
• Boiling Point: 199.2 °C at 760 mmHg
• Flash Point: 77.9 °C
• PSA: 0.00000
• Density: 1.5 g/cm³
• LogP: 2.43040
• Storage Temp.: -20?C Freezer
• Solubility.: Soluble in chloroform, diethyl ether and ethanol.

Purity/Quality:

99% ^*data from raw suppliers

4-Bromophenylacetylene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn,N
• Statements: 22-51/53
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 4-Bromophenylacetylene, is used as the starting material for second-order nonlinear optical materials, heterocyclotriynes, and unsymmetrical 1,4-diarylbutadiynes. 1-Bromo-4-ethynylbenzene was used in the synthesis of 1-bromo-4-(4′-tetrahydropyranyloxy-1′-ethynylphenyl)benzene.

Technology Process of 4-Bromophenylacetylene

There total 54 articles about 4-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%

(4-bromophenyl)(trimethylsilyl)acetylene (16116-78-2) → 4-bromo-1-ethynylbenzene (766-96-1)

Guidance literature:

With potassium carbonate; In methanol; dichloromethane; at 23 ℃; for 5h;

DOI:10.1021/jo962335y

Reference yield: 95.0%

(Z)-1-[2-bromovinyl]-4-bromobenzene (115665-77-5,115665-68-4) → 4-bromo-1-ethynylbenzene (766-96-1)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; for 1h; microwave irradiation;

DOI:10.1016/j.tet.2005.02.043

Reference yield: 94.0%

(2RS,3SR)-2,3-dibromo-3-(4-bromophenyl)propanoic acid (112595-55-8) → 4-bromo-1-ethynylbenzene (766-96-1)

Guidance literature:

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

DOI:10.1002/cjoc.201180402

upstream raw materials:

para-bromoacetophenone

2-chloro-2-(4-bromophenyl)ethene

1-Bromo-4-(2,2-dichloro-1-fluoro-vinyl)-benzene

1,1-dichloro-1-(4'-bromophenyl)ethane

Downstream raw materials:

3-(4-bromophenyl)-3-chloroprop-2-enal

4-(3-(4-bromophenyl)prop-2-yn-1-yl)morpholine

5-(4-bromophenyl)penta-2,4-diyn-1-ol

(4-bromophenyl)(trimethylsilyl)acetylene

Refernces

• 1、 Kimaru, Natsuki,Komatsuki, Keiichi,Saito, Kodai,Yamada, Tohru. "Decarboxylation-triggered homo-Nazarov cyclization of cyclic enol carbonates catalyzed by rhenium complex". supporting information. p. 6133 - 6136. Retrieved 2021/06/30.
• 2、 -. "BIPHENYL COMPOUNDS AS SOCE MODULATORS, COMPOSITIONS AND USES THEREOF". Page/Page column 30; 34. . Retrieved 2021/08/27.