Bicyclo[2.2.1]heptane-7-carboxylic acid

Base Information

• Chemical Name: Bicyclo[2.2.1]heptane-7-carboxylic acid
• CAS No.: 5971-67-5
• Molecular Formula: C₈H₁₂O₂
• Molecular Weight: 140.182
• Hs Code.: 2916209090
• European Community (EC) Number: 866-943-2
• DSSTox Substance ID: DTXSID80509086
• Wikidata: Q82366434

Synonyms:Bicyclo[2.2.1]heptane-7-carboxylic acid;5971-67-5;1-Azabicyclo[2.2.1]heptane-7-carboxylic acid, hydrochloride;(1R,4S)-bicyclo[2.2.1]heptane-7-carboxylic acid;7-Norbornanecarboxylic acid;SCHEMBL967161;7-carboxybicyclo[2.2.1]heptane;DTXSID80509086;JTOORKXBTBVURJ-UHFFFAOYSA-N;AKOS006377076;AKOS006379753;Bicyclo[2.2.1]heptane-7-carboxylicacid;CS-14145;EN300-106871

Chemical Property of Bicyclo[2.2.1]heptane-7-carboxylic acid

Chemical Property:

• PSA: 37.30000
• LogP: 1.50720
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 140.083729621
• Heavy Atom Count: 10
• Complexity: 145

Purity/Quality:

97% ^*data from raw suppliers

Bicyclo[2.2.1]heptane-7-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2CCC1C2C(=O)O

Technology Process of Bicyclo[2.2.1]heptane-7-carboxylic acid

There total 13 articles about Bicyclo[2.2.1]heptane-7-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: 96.0%

carbon dioxide (124-38-9,18923-20-1) + 7-bromotrinorbornane (13237-88-2) → 7-carboxybicyclo<2.2.1>heptane (5971-67-5)

Guidance literature:

7-bromotrinorbornane; With lithium 4,4′-di(tert-butyl)biphenyl; In tetrahydrofuran; for 0.333333h; Cooling with acetone-dry ice;

carbon dioxide; In tetrahydrofuran; at 20 ℃; for 2h; Cooling with acetone-dry ice;

Reference yield: 67.0%

carbon dioxide (124-38-9,18923-20-1) + 7-bromobicyclo[2.2.1]heptane (13237-88-2) → bicyclo<2.2.1>heptane-7-carboxylic acid (5971-67-5)

Guidance literature:

7-bromobicyclo[2.2.1]heptane; With 4,4'-di(tert-butyl)-[1,1-biphenyl]yllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;

carbon dioxide; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1021/jm050726b

Reference yield:

Bicyclo<2.2.1>hept-2-en-anti-7-carbonsaeure (65785-92-4) → bicyclo<2.2.1>heptane-7-carboxylic acid (5971-67-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1021/jo01030a006

upstream raw materials:

Bicyclo<2.2.1>hept-2-en-anti-7-carbonsaeure

carbon monoxide

7-iodonorbornane

Bicyclo<2.2.1>hept-2-en-syn-7-carbonsaeure

Downstream raw materials:

Norbornan-carbonsaeure-(7)-amid

bis(5-tert-butyl-3,4-benzoquinonyl)methylenenorbornane

bis(5-tert-butyl-3,4-dimethyxyphenyl)norbornyl carbinol

bis(5-tert-butyl-3,4-dimethyxyphenyl)methylenenorbornane

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