3-Phenylbicyclo[1.1.1]pentane-1-carboxylic acid

Base Information

• Chemical Name: 3-Phenylbicyclo[1.1.1]pentane-1-carboxylic acid
• CAS No.: 83249-04-1
• Molecular Formula: C12H12O2
• Molecular Weight: 188.226
• Hs Code.: 2916399090
• European Community (EC) Number: 825-501-9
• Nikkaji Number: J516.176B
• Mol file: 83249-04-1.mol

Synonyms:3-phenylbicyclo[1.1.1]pentane-1-carboxylic acid;83249-04-1;MFCD00101889;3-Phenyl-bicyclo[1.1.1]pentane-1-carboxylic acid;Bicyclo[1.1.1]pentane-1-carboxylic acid, 3-phenyl-;SCHEMBL17467926;AKOS024255990;GS-8019;SB22141;SY156213;CS-0054570;EN300-152523;3-phenylbicyclo[1.1.1]pentane-1-carboxylicacid;EN300-8638727;Z1262513003

Chemical Property of 3-Phenylbicyclo[1.1.1]pentane-1-carboxylic acid

Chemical Property:

• PSA: 37.30000
• LogP: 2.19290
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 188.083729621
• Heavy Atom Count: 14
• Complexity: 256

Purity/Quality:

99% ^*data from raw suppliers

3-phenylbicyclo[1.1.1]pentane-1-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C2(CC1(C2)C(=O)O)C3=CC=CC=C3

Technology Process of 3-Phenylbicyclo[1.1.1]pentane-1-carboxylic acid

There total 20 articles about 3-Phenylbicyclo[1.1.1]pentane-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: 100.0%

methyl 3-phenylbicyclo<1.1.1>pentane-1-carboxylate (83249-09-6) → 3-phenylbicyclo<1.1.1>pentane-1-carboxylic acid (83249-04-1)

Guidance literature:

With sodium hydroxide;

DOI:10.1002/ejoc.201701296

Reference yield: 30.0%

2,2-dichloro-3-phenylbicyclo[1.1.1]pentane-1-carboxylic acid → 3-phenylbicyclo<1.1.1>pentane-1-carboxylic acid (83249-04-1)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; at 20 - 130 ℃; for 76h; Inert atmosphere;

Reference yield: 28.0%

carbon dioxide (124-38-9,18923-20-1) + [1.1.1]propellane (35634-10-7) + phenylmagnesium bromide (100-58-3) → 3-phenylbicyclo<1.1.1>pentane-1-carboxylic acid (83249-04-1)

Guidance literature:

[1.1.1]propellane; phenylmagnesium bromide; With hydrogenchloride; In diethyl ether; at 20 ℃; for 96h; Sealed tube;

carbon dioxide; at -78 - 0 ℃; for 0.333333h;

upstream raw materials:

carbon dioxide

1-phenylbicyclo<1.1.1>pentane

1-iodo-3-phenylbicyclo<1.1.1>pentane

methyl 3-phenyl-2,2-dichlorobicyclo<1.1.1>pentanecarboxylate

Downstream raw materials:

3-[1-Methyl-1-(4-nitro-benzoyloxy)-ethyl]-bicyclo[1.1.1]pentane-1-carboxylic acid methyl ester

4-Nitro-benzoic acid 1-methyl-1-(3-phenyl-bicyclo[1.1.1]pent-1-yl)-ethyl ester

3-acetoxy-1-phenylbicyclo<1.1.1>pentane

Refernces

• 1、 Kokhan, Serhii O.,Valter, Yevheniia B.,Tymtsunik, Andriy V.,Komarov, Igor V.,Grygorenko, Oleksandr O.. "Bicyclo[1.1.1]pentane-Derived Building Blocks for Click Chemistry". . p. 6450 - 6456. Retrieved 2017/12/01.
• 2、 Della, Ernest W.,Taylor, Dennis K.. "Synthesis of Some Bridgehead-Bridgehead-Disubstituted Bicyclopentanes". . p. 2986 - 2996. Retrieved 2007/10/02.