1-Bromo-2,2-diphenylcyclopropane-1-carboxylic acid

Base Information

• Chemical Name: 1-Bromo-2,2-diphenylcyclopropane-1-carboxylic acid
• CAS No.: 19481-83-5
• Molecular Formula: C₁₆H₁₃BrO₂
• Molecular Weight: 317.182
• DSSTox Substance ID: DTXSID001245259
• Nikkaji Number: J1.702.160E
• Mol file: 19481-83-5.mol

Synonyms:1-bromo-2,2-diphenylcyclopropane-1-carboxylic acid;DTXSID001245259;1-bromo-2,2-diphenylcyclopropanecarboxylic acid;19481-83-5

Chemical Property of 1-Bromo-2,2-diphenylcyclopropane-1-carboxylic acid

Chemical Property:

• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 316.00989
• Heavy Atom Count: 19
• Complexity: 338

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C(C1(C(=O)O)Br)(C2=CC=CC=C2)C3=CC=CC=C3

Technology Process of 1-Bromo-2,2-diphenylcyclopropane-1-carboxylic acid

There total 5 articles about 1-Bromo-2,2-diphenylcyclopropane-1-carboxylic acid 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: 84.0%

carbon dioxide (124-38-9,18923-20-1) + 1,1-dibromo-2,2-diphenylcyclopropane (17343-74-7) → 1-bromo-2,2-diphenylcyclopropanecarboxylic acid (19481-83-5)

Guidance literature:

1,1-dibromo-2,2-diphenylcyclopropane; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - -61 ℃; for 0.583333h; Inert atmosphere;

carbon dioxide; In tetrahydrofuran; hexane; at -61 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.tetasy.2014.10.017

Reference yield:

1-Brom-2,2-diphenylcyclopropancarbonsaeure-methylester (13398-28-2) → 1-bromo-2,2-diphenylcyclopropanecarboxylic acid (19481-83-5)

Guidance literature:

With potassium hydroxide; In methanol;

DOI:10.1021/ja01472a023

Reference yield:

diazodiphenylmethane (908093-98-1) → 1-bromo-2,2-diphenylcyclopropanecarboxylic acid (19481-83-5)

Guidance literature:

Multi-step reaction with 2 steps

2: aq. KOH / methanol

With potassium hydroxide; In methanol;

DOI:10.1021/ja01472a023

upstream raw materials:

methyl 2-bromoacrylate

diazodiphenylmethane

1-Brom-2,2-diphenylcyclopropancarbonsaeure-methylester

carbon dioxide

Downstream raw materials:

(S)-(+)-1-bromo-2,2-diphenyl-cyclopropylcarboxylic acid

2,2-diphenyl-cyclopropanecarboxylic acid

2,2-diphenylcyclopropylmethanol

(-)-(R)-1-bromo-2,2-diphenylcyclopropanecarboxylic acid