6319-19-3

Basic information

• Product Name: 3-phenylbicyclo[2.2.1]hept-5-ene-2-carboxylic acid
• CAS NO: 6319-19-3
• Molecular Formula: C₁₄H₁₄O₂
• Molecular Weight: 214.2598
• Mol File: 6319-19-3.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 368.7°C at 760 mmHg
• Flash Point: 170.4°C
• Density: 1.224g/cm³
• Vapor Pressure: 4.36E-06mmHg at 25°C
• Refractive Index: 1.607
• CAS DataBase Reference: 3-phenylbicyclo[2.2.1]hept-5-ene-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-phenylbicyclo[2.2.1]hept-5-ene-2-carboxylic acid(6319-19-3)
• EPA Substance Registry System: 3-phenylbicyclo[2.2.1]hept-5-ene-2-carboxylic acid(6319-19-3)

Safety Data

• Hazardous Substances Data: 6319-19-3(Hazardous Substances Data)

Upstream product

• 6935-56-4 endo-6-hydroxy-5-iodo-3-phenylbicyclo[2.2.1]heptane-2-carboxylic acid lactone 
• 6935-56-4 (1R,3R,6R,7S,9S)-2-Iodo-9-phenyl-4-oxa-tricyclo[4.2.1.0^3,7]nonan-5-one 
• 140-10-3 cis-cinnamic acid 
• 542-92-7 cyclopenta-1,3-diene 
• 103-26-4 Methyl cinnamate 
• 4360-47-8 cinnamonitrile 
• 140-10-3 (E)-3-phenylacrylic acid 
• 102-92-1 Cinnamoyl chloride 
• 51252-34-7 (+/-)-3endo-phenyl-norborn-5-ene-2exo-carbonitrile 
• 1885-38-7 cinnamic nitrile 
• 1078-58-6 diphenylzinc 
• 2746-19-2 (1R,2R,6S,7S)-4-oxa-tricyclo[5.2.1.0^2,6]dec-8-ene-3,5-dione 
• 6319-19-3 endo-5-carboxy-exo-6-phenylbicyclo<2.2.1>hept-2-ene 
• 108-86-1 bromobenzene 

Downstream Products

• 81509-24-2 exo-3-phenylbicyclo[2.2.1]hept-5-ene-2-carboxylic acid methyl ester 
• 81509-28-6 phenyl-3 exo bicyclo<2.2.1>heptane carbolactone 2-6 
• 86960-75-0 3-phenylnorborn-5-en-2-ylmethanol 
• 81509-24-2 phenyl-3 exo bicyclo<2.2.1> heptene-5 carboxylate endo-2 de methyle 
• 6319-19-3 5-exo-carboxy-6-exo-phenylbicyclo<2.2.1>hept-2-ene 
• 18961-62-1 2-endo-Amino-3-exo-phenyl-bicyclo<2.2.1>heptan 
• 130794-09-1 (2S,3S)-2-endo-3-phenylbicyclo[2.2.1]hept-5-ene-2-carboxylic acid methyl ester 
• 86960-76-1 3-endo-phenylnorborn-5-en-2-endo-ylmethyl toluene-4-sulphonate 
• 86960-72-7 6-endo-hydroxy-5-exo-iodo-3-endo-phenylnorborn-2-endo-2-ylacetic acid δ-lactone 
• 86960-78-3 3-endo-phenylnorborn-5-en-2-endo-ylacetic acid 
• 86960-77-2 3-endo-phenylnorborn-5-en-2-endo-ylmethyl cyanide 
• 86960-74-9 C₃₀H₃₀O₅ 
• 86960-92-1 6-endo-hydroxy-3-phenylnortricycl-2-endo-ylacetic acid δ-lactone 
• 86960-76-1 3-phenylnorborn-5-en-2-ylmethyl toluene-4-sulphonate 

Relevant articles and documents

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.

Enzymatic kinetic resolution of aromatic substituted norbornene mono-esters using pig's liver esterase

Pig's liver esterase (PLE) has been used as a chiral catalyst in the enzymatic kinetic resolution of aromatic substituted norbornene mono-esters, methyl 3-endo-phenylbicyclo[2.2.1]hept-5-ene-2-exo-carboxylate and its endo-counterpart, methyl 3-endo-p-nitro-phenyl-bicyclo[2.2.1]hept-5-ene-2-exo-carboxylate and methyl 3-endo-benzoylbicyclo[2.2.1]hept-5-ene-2-exo-carboxylate. In this study a range of low to high enantioselectivities (83% ee) was observed. The effect of co-solvents has also been examined.

Saccharomyces cerevisiae in the catalysis of cycloaddition reactions

A brief review of the preliminary results of the biocatalytic cycloaddition reaction of cyclopentadiene 1, vinylpyridine 9 and pyridazinone 12 with various dienophiles in the presence of Saccharomyces cerevisiae is presented.