53624-84-3

Basic information

• Product Name: 3-methylbicyclo[2.2.1]hept-5-ene-2-carboxylic acid
• CAS NO: 53624-84-3
• Molecular Formula: C₉H₁₂O₂
• Molecular Weight: 152.1904
• Mol File: 53624-84-3.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 268.7°C at 760 mmHg
• Flash Point: 124.1°C
• Density: 1.164g/cm³
• Vapor Pressure: 0.00216mmHg at 25°C
• Refractive Index: 1.535
• CAS DataBase Reference: 3-methylbicyclo[2.2.1]hept-5-ene-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-methylbicyclo[2.2.1]hept-5-ene-2-carboxylic acid(53624-84-3)
• EPA Substance Registry System: 3-methylbicyclo[2.2.1]hept-5-ene-2-carboxylic acid(53624-84-3)

Safety Data

• Hazardous Substances Data: 53624-84-3(Hazardous Substances Data)

Upstream product

• 26097-15-4 6-endo-hydroxy-5-exo-iodo-3-exo-methylnorborn-2-endo-ylcarboxylic acid γ-lactone 
• 107-93-7 (E)-but-2-enoic acid 
• 542-92-7 cyclopenta-1,3-diene 
• 125700-90-5 (S)-5-Methoxymethoxymethyl-1-((2R,3S)-3-methyl-bicyclo[2.2.1]hept-5-ene-2-carbonyl)-pyrrolidin-2-one 
• 7167-30-8 exo-2-carbomethoxy-endo-3-methylbicyclo[2,2,1]hept-5-ene 
• 7167-30-8 endo-2-carbomethoxy-exo-3-methylbicyclo[2,2,1]hept-5-ene 
• 4397-23-3 (3-endo,2-exo)-3-methylbicyclo<2.2.1>hept-5-ene-2-carboxylic acid 
• 4397-23-3 endo-3-methylbicyclo[2.2.1]hept-5-ene-2-carboxylic acid 
• 3724-65-0 2-butenoic acid 
• 168142-37-8 (+/-)-2-trans-crotonyloximethyl-2-methyl-oxirane 
• 6465-95-8 3‐methylbicyclo[2.2.1]hept‐5‐ene‐2‐carbaldehyde 
• 1755-01-7 endo-Dicyclopentadien 
• 10487-71-5 crotonyl chloride 
• 625-35-4 trans-chrotonyl chloride 

Downstream Products

• 119908-40-6 1-((1R,2R,3S,4S)-3-Methyl-bicyclo[2.2.1]hept-5-ene-2-carbonyl)-1,3-bis-((S)-1-phenyl-ethyl)-urea 
• 7167-30-8 endo-2-carbomethoxy-exo-3-methylbicyclo[2,2,1]hept-5-ene 
• 7167-30-8 exo-2-carbomethoxy-endo-3-methylbicyclo[2,2,1]hept-5-ene 
• 4397-23-3 (3-endo,2-exo)-3-methylbicyclo<2.2.1>hept-5-ene-2-carboxylic acid 
• 4397-23-3 endo-3-methylbicyclo[2.2.1]hept-5-ene-2-carboxylic acid 
• 4397-23-3 (2R,3S)-3-Methyl-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid 
• 41476-87-3 (+/-)-3exo-methyl-norbornane-2endo-carboxylic acid 
• 24657-48-5 6-endo-hydroxy-3-exo-methylnorborn-2-endo-ylcarboxylic acid γ-lactone 
• 24321-82-2 3-exo-methylnorborn-7-anti-ylcarboxylic acid γ-lactone 

Relevant articles and documents

BORON-BASED CYCLOADDITION CATALYSTS AND METHODS FOR THE PRODUCTION OF BIO-BASED TEREPHTHALIC ACID, ISOPHTHALIC ACID AND POLY (ETHYLENE TEREPHTHALATE)

Methods for producing cycloaddition products comprising: reacting a diene with a dienophile in the presence of one or more boron-based catalysts of Formula I or Formula II are provided. In particular, the methods can be used to prepare 4-methyl-3-cyclohexene- 1-carboxylic acid and 3-methyl-3-cyclohexene-l-carboxylic acid, including bio-based versions thereof. The cycloaddition products can be advantageously used in the production of terephthalic acid and isophthalic acid, and ultimately, poly(ethylene terephthalate), and bio-based versions thereof. Formula I Formula II

SuperQuat 5,5-dimethyl-4-iso-propyloxazolidin-2-one as a mimic of Evans 4-tert-butyloxazolidin-2-one

The incorporation of a gem-dimethyl group at the 5-position of a chiral oxazolidinone biases the conformation of the adjacent C(4)-stereodirecting group such that the gem-dimethyl-4-iso-propyl combination mimics a C(4)-tert-butyl group, providing higher levels of stereocontrol than a simple 4-iso-propyloxazolidinone. The generality of this principle is demonstrated with applications in stereoselective enolate alkylations, kinetic resolutions, Diels-Alder cycloadditions and Pd-catalysed asymmetric acetalisation reactions. The Royal Society of Chemistry 2006.

Synthesis of a 1,3-spiro-amino-alcohol-derived chiral auxiliary and its application to Diels-Alder reactions

A short synthesis and resolution of (1R,5R,6R)-6-aminospiro[4.4]nonan-1-ol, 11, is reported. The pivalamide derivative (+)-5 gives excellent diastereo- and regiocontrol as well as endo selectivity as a chiral auxiliary in the BCl3-catalyzed Die