464-78-8

Basic information

• Product Name: Bicyclo[2.2.1]heptane-1-carboxylic acid, 7,7-dimethyl-2-oxo-
• Synonyms: Bicyclo[2.2.1]heptane-1-carboxylic acid, 7,7-dimethyl-2-oxo-;2-Oxo-7,7-dimethylbicyclo[2.2.1]heptane-1-carboxylic acid;2-Oxobornane-10-oic acid;7,7-Dimethyl-2-oxobicyclo[2.2.1]heptane-1-carboxylic acid;Ketopinic acid
• CAS NO: 464-78-8
• Molecular Formula: C₁₀H₁₄O₃
• Molecular Weight: 182.22
• Product Categories: Chiral Reagents
• Mol File: 464-78-8.mol
• Article Data: 14

Chemical Properties

• Melting Point: 233-234 ºC
• Boiling Point: 313.3 °C at 760 mmHg
• Flash Point: 157.5 °C
• Appearance: /
• Density: 1.238
• Storage Temp.: 2-8°C
• PKA: 3.67±0.40(Predicted)
• CAS DataBase Reference: Bicyclo[2.2.1]heptane-1-carboxylic acid, 7,7-dimethyl-2-oxo-(CAS DataBase Reference)
• NIST Chemistry Reference: Bicyclo[2.2.1]heptane-1-carboxylic acid, 7,7-dimethyl-2-oxo-(464-78-8)
• EPA Substance Registry System: Bicyclo[2.2.1]heptane-1-carboxylic acid, 7,7-dimethyl-2-oxo-(464-78-8)

Safety Data

• Hazardous Substances Data: 464-78-8(Hazardous Substances Data)

Usage

Uses

7,7-Dimethyl-2-oxobicyclo[2.2.1]heptane-1-carboxylic Acid is a useful reactant for the preparation of alkenyl nitrile electrophiles for the possible use of covalent protein labeling.

Upstream product

• 565-00-4 dl-camphene 
• 100679-91-2 Chloro<(1S)-7,7-dimethyl-2-oxobicyclo<2.2.1>hept-1-yl>sulfine 
• 20440-73-7 2,2-dimethyl-3-nitromethylene-norbornane 
• 7697-37-2 nitric acid 
• 4552-50-5 camphorsulfonyl chloride 
• 107055-16-3 1-Acetyl-7,7-dimethyl-2-methylen-norbornan 
• 464-41-5 bornyl chloride 
• 107153-26-4 (+/-)-2exo-acetoxy-bornanoic acid-⁽¹⁰⁾ 
• 20440-75-9 (+/-)-exo-2-hydroxy-bornan-10-oic acid 
• 1925-53-7 (1R,4R)-10-acetoxycamphor 
• 64161-50-8 (1S,4R)-1-(bromomethyl)-7,7-dimethylbicyclo-[2.2.1]heptan-2-one 
• 464-49-3 (1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one 
• 459124-78-8 (1R,4S)-2-[(1'S,4'R)-2-oxo-1-bornylcarbonyl]-2-aza-3-oxabicyclo[3.2.2]-8-nonene 
• 459124-75-5 (1S,4R)-7,7-Dimethyl-2-oxo-bicyclo[2.2.1]heptane-1-carboxylic acid hydroxyamide 

Downstream Products

• 54371-12-9 ketopinic acid chloride 
• 20440-75-9 2-Hydroxy-7,7-dimethylbicyclo<2.2.1>heptane-1-carboxylic acid 
• 108176-17-6 (1R)-7,7-dimethyl-1-phenylbicyclo<2.2.1>heptan-2-one 
• 190517-34-1 (1S,4R)-2-Hydroxy-7,7-dimethyl-2-phenyl-bicyclo[2.2.1]heptane-1-carboxylic acid 
• 67252-79-3 (-)(S)-3-Methyl-1-phenyl-2-butanol 
• 63674-19-1 (R)-3-Methyl-1-phenyl-2-butanol 
• 4221-99-2 (S)-2-butanol 
• 14898-79-4 (2R)-butan-2-ol 
• 1517-63-1 (R)-(4-Methylphenyl)phenylmethanol 
• 24218-12-0 (S)-(4-Methylphenyl)phenylmethanol 
• 54371-12-9 (1S)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptane-1-carbonyl chloride 

Relevant articles and documents

Novel O-acylated amidoximes and substituted 1,2,4-oxadiazoles synthesised from (+)-ketopinic acid possessing potent virus-inhibiting activity against phylogenetically distinct influenza A viruses

This article describes the synthesis and antiviral activity evaluation of new substituted 1,2,4-oxadiazoles containing a bicyclic substituent at position 5 of the heterocycle and O-acylated amidoximes as precursors for their synthesis. New compounds were

Formation, Alkylation, and Hydrolysis of Chiral Nonracemic N-Amino Cyclic Carbamate Hydrazones: An Approach to the Enantioselective α-Alkylation of Ketones

The α-alkylation of ketones is a fundamental synthetic transformation. The development of asymmetric variants of this reaction is important given that numerous natural products, drugs, and related compounds exist as α-functionalized ketones or derivatives thereof. We previously reported our preliminary studies on the development of a new enantioselective ketone α-alkylation procedure using N-amino cyclic carbamate (ACC) auxiliaries. In comparison to other auxiliary-based methods, ACC alkylation offers a number of advantages and is both highly enantioselective and high yielding. Herein, we provide a full account of our studies on the enantioselective ACC ketone α-alkylation method.

Synthesis of novel chiral Schiff bases and their application in asymmetric transfer hydrogenation of prochiral ketones

Novel chiral Schiff bases were synthesized from (+)-camphor, and their application to asymmetric transfer hydrogenation of prochiral ketones is described. The asymmetric transfer hydrogenation reaction could afford excellent conversion rates (up to 97.3%) and up to 27.3% enantiomeric excess.