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

Description

Bicyclo[2.2.1]heptane-1-carboxylic acid, 7,7-dimethyl-2-oxo-, also known as 7,7-Dimethyl-2-oxobicyclo[2.2.1]heptane-1-carboxylic Acid, is a complex organic compound with a unique bicyclic structure. It features a carboxylic acid group and a carbonyl group, which contribute to its reactivity and potential applications in various chemical and pharmaceutical processes.

Uses

Used in Chemical Synthesis:
Bicyclo[2.2.1]heptane-1-carboxylic acid, 7,7-dimethyl-2-oxois used as a reactant for the preparation of alkenyl nitrile electrophiles. These electrophiles are valuable intermediates in the synthesis of various organic compounds and have potential applications in the development of new pharmaceuticals and other specialty chemicals.
Used in Covalent Protein Labeling:
In the field of biochemistry and molecular biology, Bicyclo[2.2.1]heptane-1-carboxylic acid, 7,7-dimethyl-2-oxois used as a reactant for the preparation of alkenyl nitrile electrophiles, which can be employed for covalent protein labeling. This technique is crucial for studying protein structure, function, and interactions, as well as for the development of targeted drug delivery systems and diagnostic tools.
Please note that the provided materials do not mention any specific industries for the applications of Bicyclo[2.2.1]heptane-1-carboxylic acid, 7,7-dimethyl-2-oxo-. The uses listed above are based on the general information provided and the compound's potential reactivity and applications in chemical synthesis and biochemistry.

Upstream product

• 464-41-5 bornyl chloride 
• 99265-54-0 10,10-dinitro-bornan-2-ol 
• 565-00-4 dl-camphene 
• 100679-91-2 Chloro<(1S)-7,7-dimethyl-2-oxobicyclo<2.2.1>hept-1-yl>sulfine 
• 20440-75-9 2-hydroxy-bornan-10-oic acid 
• 107055-16-3 1-Acetyl-7,7-dimethyl-2-methylen-norbornan 
• 79-92-5 camphene 
• 7697-37-2 nitric acid 
• 20440-73-7 2,2-dimethyl-3-nitromethylene-norbornane 
• 7647-01-0 hydrogenchloride 
• 464-41-5 isobornyl chloride 
• 64-19-7 acetic acid 
• 21286-54-4 Camphorsulfonyl chloride 
• 76-26-6 camphor-10-sulfonic acid 

Downstream Products

• 54371-12-9 (1S)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptane-1-carbonyl chloride 
• 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 
• 263722-70-9 7,7-dimethyl-2'-N-phenylhydrazine-bicyclo[2.2.1]heptane-1-carboxylic acid 
• 289722-43-6 (1S)-Ketopinoyl fluoride 
• 536-50-5 (S)-1-(4-Methylphenyl)ethanol 
• 42070-92-8 (R)-1-(4-methylphenyl)ethanol 
• 67252-79-3 (-)(S)-3-Methyl-1-phenyl-2-butanol 
• 63674-19-1 (R)-3-Methyl-1-phenyl-2-butanol 
• 1445-91-6 (S)-1-phenylethanol 
• 1517-69-7 (R)-1-phenylethanol 
• 27544-18-9 (S)-1-(2-Naphthyl)ethanol 

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.