17660-75-2

Basic information

• Product Name: methyl 3-methylbicyclo[2.2.1]hept-5-ene-2-carboxylate
• Synonyms: methyl 3-methylbicyclo[2.2.1]hept-5-ene-2-carboxylate;3-Methylbicyclo[2.2.1]hept-5-ene-2-carboxylic acid methyl ester;Einecs 241-639-7
• CAS NO: 17660-75-2
• Molecular Formula: C₁₀H₁₄O₂
• Molecular Weight: 166.21696
• EINECS: 241-639-7
• Mol File: 17660-75-2.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 208.1°Cat760mmHg
• Flash Point: 70.3°C
• Appearance: /
• Density: 1.064g/cm³
• Vapor Pressure: 0.218mmHg at 25°C
• Refractive Index: 1.495
• CAS DataBase Reference: methyl 3-methylbicyclo[2.2.1]hept-5-ene-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 3-methylbicyclo[2.2.1]hept-5-ene-2-carboxylate(17660-75-2)
• EPA Substance Registry System: methyl 3-methylbicyclo[2.2.1]hept-5-ene-2-carboxylate(17660-75-2)

Safety Data

• Hazardous Substances Data: 17660-75-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H14O2/c1-6-7-3-4-8(5-7)9(6)10(11)12-2/h3-4,6-9H,5H2,1-2H3

Upstream product

• 623-43-8 crotonic acid methyl ester 
• 542-92-7 cyclopenta-1,3-diene 
• 67-56-1 methanol 
• 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 
• 623-43-8 methyl crotonate 
• 26097-15-4 6-endo-hydroxy-5-exo-iodo-3-exo-methylnorborn-2-endo-ylcarboxylic acid γ-lactone 

Downstream Products

• 4397-23-3 endo-3-methylbicyclo[2.2.1]hept-5-ene-2-carboxylic acid 
• 4397-23-3 (3-endo,2-exo)-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 

Relevant articles and documents

Enantioselective Diels-Alder Reactions of Carboxylic Ester Dienophiles Catalysed by Titanium-Based Chiral Lewis Acid

A new titanium-based chiral Lewis acid 1 has been developed using (1R,2R)-1,2-bis-(2-methoxyphenyl)-ethane-1,2-diol as a chiral vicinal diol ligand. This chiral catalyst was found to exhibit uniformly high enantioselectivity towards carboxylic ester dienophiles in Diels-Alder reactions. The chiral vicinal ligand (1R,2R)-1,2-bis-(2-methoxyphenyl)-ethane-1,2-diol is inexpensive and is easily accessible.

Hydrophobic effects in a simple Diels-Alder reaction in water

The endo/exo ratio for a simple Diels-Alder reaction carried out in water has been used to argue that hydrophobic effects can dominate the geometries of the transition states.

Asymmetric diels alder reaction using pyrazole derivatives as a chiral catalyst

N-Acylpyrazoles (1) were promising as good dienophiles, which were easily converted into the desired carboxylic derivatives. Bis(pyrazolyl)methanes, which were derived from chiral pyrazoles, showed the activity of chiral catalyst. Particularly 10 mol% of bis(isomenthopyrazol-1,1′-yl)methane (8a) catalyzed enantioselectively the Diels Alder reaction up to 40 % ee by the formation of complex with Mg(ClO4)2.