4-Bromo-1-ethynyl-2-fluorobenzene

Base Information

• Chemical Name: 4-Bromo-1-ethynyl-2-fluorobenzene
• CAS No.: 302912-33-0
• Molecular Formula: C8H4 Br F
• Molecular Weight: 199.022
• Hs Code.: 2903998090
• European Community (EC) Number: 888-857-4
• DSSTox Substance ID: DTXSID20393325
• Wikidata: Q82192069
• Mol file: 302912-33-0.mol

Synonyms:4-bromo-1-ethynyl-2-fluorobenzene;302912-33-0;4-Bromo-2-fluorophenylacetylene;4-bromo-1-ethynyl-2-fluoro-benzene;Benzene, 4-bromo-1-ethynyl-2-fluoro-;SCHEMBL3433348;DTXSID20393325;ZSZIITDRDIHDAY-UHFFFAOYSA-N;MFCD02683523;AKOS006240689;AT36265;PS-8233;4-Bromo-1-ethynyl-2-fluorobenzene 96;CS-0308410;FT-0692416;4-BROMO-1-ETHYNYL-2-FLUOROBENZENE96;A18601;EN300-119133;A1-16249

Chemical Property of 4-Bromo-1-ethynyl-2-fluorobenzene

Chemical Property:

• Vapor Pressure: 0.538mmHg at 25°C
• Melting Point: 54-59 °C(lit.)
• Refractive Index: 1.577
• Boiling Point: 197.2°C at 760 mmHg
• Flash Point: 110 °C
• PSA: 0.00000
• Density: 1.58g/cm³
• LogP: 2.56950
• Storage Temp.: 2-8°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 197.94804
• Heavy Atom Count: 10
• Complexity: 158

Purity/Quality:

98%min ^*data from raw suppliers

4-Bromo-1-ethynyl-2-fluorobenzene ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Bromo-1-ethynyl-2-fluorobenzene

There total 3 articles about 4-Bromo-1-ethynyl-2-fluorobenzene 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:

[(4-bromo-2-fluorophenyl)ethynyl](trimethyl)silane → 4-bromo-1-ethynyl-2-fluorobenzene (302912-33-0)

Guidance literature:

With N,N,N-tributylbutan-1-aminium fluoride; In tetrahydrofuran; at 20 ℃; for 0.5h;

DOI:10.1016/j.ejmech.2022.114275

Reference yield:

1-bromo-3-fluoro-4-iodobenzene (105931-73-5) → 4-bromo-1-ethynyl-2-fluorobenzene (302912-33-0)

Guidance literature:

Multi-step reaction with 2 steps

1: [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II); copper (I) iodide; triethylamine / N,N-dimethyl-formamide / 20 °C

2: N,N,N-tributylbutan-1-aminium fluoride / tetrahydrofuran / 0.5 h / 20 °C

With [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II); copper (I) iodide; N,N,N-tributylbutan-1-aminium fluoride; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2022.114275

Reference yield:

→ 4-bromo-1-ethynyl-2-fluorobenzene (302912-33-0)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 1.5h;

upstream raw materials:

1-bromo-3-fluoro-4-iodobenzene

Downstream raw materials:

4-bromo-2-fluoroacetophenone

(4-bromo-2-fluorophenyl)propynoic acid ethyl ester

1-{3'-fluoro-4'-[1-methyl-5-((R)-1-phenylethoxycarbonylamino)-1H-[1,2,3]triazole-4-yl]biphenyl-4-yl}cyclopropanecarboxylic acid

4-(4-bromo-2-fluorophenyl)-1-(1-(dibenzo[b,d]thiophen-2-yl)ethyl)-1H-1,2,3-triazole

Refernces

• 1、 -. "ALKYNYL SUBSTITUTED PYRIMIDINYL-PYRROLES ACTIVE AS KINASES INHIBITORS". Page/Page column 44-45. . Retrieved 2013/03/26.