1-(1-bromovinyl)-2-methylbenzene

Base Information

• Chemical Name: 1-(1-bromovinyl)-2-methylbenzene
• CAS No.: 74346-22-8
• Molecular Formula: C₉H₉Br
• Molecular Weight: 197.074
• Mol file: 74346-22-8.mol

Synonyms:1-(1-bromovinyl)-2-methylbenzene

Chemical Property of 1-(1-bromovinyl)-2-methylbenzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(1-bromovinyl)-2-methylbenzene

There total 2 articles about 1-(1-bromovinyl)-2-methylbenzene 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: 85.0%

1-ethynyl-2-methylbenzene (766-47-2) → 1-(1-bromovinyl)-2-methylbenzene (74346-22-8)

Guidance literature:

With hydrogen bromide; In chloroform;

DOI:10.1021/jo01307a032

Reference yield: 79.0%

2-Methylacetophenone (577-16-2,122382-54-1) → 1-(1-bromovinyl)-2-methylbenzene (74346-22-8)

Guidance literature:

With 2,2,2-tribromo-1,3,2-benzodioxaphosphole; In chloroform; at 80 ℃; for 6h;

DOI:10.1055/s-1993-25986

Reference yield: 81.0%

1-(1-bromovinyl)-2-methylbenzene (74346-22-8) → 2,2'-(buta-1,3-diene-2,3-diyl)bis(methylbenzene) (1063605-68-4)

Guidance literature:

With indium; 5%-palladium/activated carbon; lithium chloride; In N,N-dimethyl-formamide; at 100 ℃; for 2h;

DOI:10.1021/ol302271w DOI:10.1021/ol302271w

upstream raw materials:

1-ethynyl-2-methylbenzene

2-Methylacetophenone

Downstream raw materials:

1-(o-tolyl)vinyl 4-methylbenzenesulfonate

1-ethynyl-2-methylbenzene

2-Methylacetophenone

3,4-dimethyl-2-o-tolyl-1H-indene

Refernces

• 1、 Capel, Estefania,Rodríguez-Rodríguez, Marta,Uria, Uxue,Pedron, Manuel,Tejero, Tomas,Vicario, Jose L.,Merino, Pedro. "Absence of Intermediates in the BINOL-Derived Mg(II)/Phosphate-Catalyzed Desymmetrizative Ring Expansion of 1-Vinylcyclobutanols". supporting information. p. 693 - 707. Retrieved 2022/01/04.
• 2、 Alazet, Sebastien,Preindl, Johannes,Simonet-Davin, Raphael,Nicolai, Stefano,Nanchen, Annik,Meyer, Thierry,Waser, Jerome. "Cyclic Hypervalent Iodine Reagents for Azidation: Safer Reagents and Photoredox-Catalyzed Ring Expansion". supporting information. p. 12334 - 12356. Retrieved 2018/09/27.