1-Chloro-4-(2,2-dibromocyclopropyl)benzene

Base Information

• Chemical Name: 1-Chloro-4-(2,2-dibromocyclopropyl)benzene
• CAS No.: 38365-51-4
• Molecular Formula: C9H7Br2Cl
• Molecular Weight: 310.416
• Hs Code.: 2903999090
• Mol file: 38365-51-4.mol

Synonyms:

Chemical Property of 1-Chloro-4-(2,2-dibromocyclopropyl)benzene

Chemical Property:

• PSA: 0.00000
• LogP: 4.31340
• Storage Temp.: Room temperature.

Purity/Quality:

98.5% ^*data from raw suppliers

1-Chloro-4-(2,2-dibromocyclopropyl)benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-Chloro-4-(2,2-dibromocyclopropyl)benzene

There total 2 articles about 1-Chloro-4-(2,2-dibromocyclopropyl)benzene 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: 74.0%

4-vinylbenzyl chloride (1073-67-2,24991-47-7) + Bromoform (75-25-2) → 1,1-dibromo-2-(4-chlorophenyl)cyclopropane (38365-51-4)

Guidance literature:

With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide; In water; at 20 - 60 ℃; Inert atmosphere;

DOI:10.1002/anie.201706798

Reference yield:

4-chlorobenzaldehyde (104-88-1) → 1,1-dibromo-2-(4-chlorophenyl)cyclopropane (38365-51-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium tert-butylate / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide / water / 20 - 60 °C / Inert atmosphere

With potassium tert-butylate; N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide; In tetrahydrofuran; water;

DOI:10.1002/anie.201706798

Reference yield: 97.0%

1,1-dibromo-2-(4-chlorophenyl)cyclopropane (38365-51-4) → 4-chlorophenylallene (2749-98-6)

Guidance literature:

With ethylmagnesium bromide; In tetrahydrofuran; diethyl ether; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1039/d0nj02010a

upstream raw materials:

4-vinylbenzyl chloride

Bromoform

4-chlorobenzaldehyde

Downstream raw materials:

1-bromo-2-(p-chlorophenyl)cyclopropane

4-chlorophenylallene

2-(3-(4-chlorophenyl)prop-1-en-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

4,4,5,5-tetramethyl-2-[(2E)-3-(4-chlorophenyl)prop-2-en-1-yl]-1,3,2-dioxaborolane

Refernces

• 1、 Nekvinda, Jan,Santos, Webster L.,Snead, Russell F.. "Copper(ii)-catalyzed protoboration of allenes in aqueous media and open air". supporting information. p. 14925 - 14931. Retrieved 2021/09/04.
• 2、 Hahm, Hyungwoo,Baek, Doohyun,Kim, Dowon,Park, Seongwook,Ryoo, Jeong Yup,Hong, Sukwon. "Photoredox-Catalyzed α-Aminoalkylcarboxylation of Allenes with CO2". supporting information. p. 3879 - 3884. Retrieved 2021/05/29.