176774-74-6

Basic information

• Product Name: Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, 2-methyl-, (1S-endo)- (9CI)
• Synonyms: Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, 2-methyl-, (1S-endo)- (9CI)
• CAS NO: 176774-74-6
• Molecular Formula: C₉H₁₂O₂
• Molecular Weight: 152.19038
• Product Categories: CARBOXYLICACID
• Mol File: 176774-74-6.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, 2-methyl-, (1S-endo)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, 2-methyl-, (1S-endo)- (9CI)(176774-74-6)
• EPA Substance Registry System: Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, 2-methyl-, (1S-endo)- (9CI)(176774-74-6)

Safety Data

• Hazardous Substances Data: 176774-74-6(Hazardous Substances Data)

Upstream product

• 176774-73-5 [3S-(3α,3aβ,5α,6β,6aβ)]-hexahydro-6-iodo-3-methyl-3,5-methano-2H-cyclopenta[b]furan-2-one 
• 79-41-4 poly(methacrylic acid) 
• 542-92-7 cyclopenta-1,3-diene 
• 2231-91-6 (1R,2S,5R)-isopropyl-5-methylcyclohexyl methacrylate 

Downstream Products

• 16646-40-5 (1R,2S,4S)-2-Methyl-bicyclo[2.2.1]heptane-2-carboxylic acid 

Relevant articles and documents

CYCLIC CARBOXYLIC ACID COMPOUND AND USE THEREOF

[Means to solve problem] A novel cyclic carboxylic acid formed by the addition reaction of an unsaturated carboxylic acid with a conjugated diene compound and a metal salt thereof are disclosed. A compounding agent (A) for an antifouling paint comprising one or more substances selected from the novel cyclic carboxylic acid, a derivative of the cyclic carboxylic acid (except a metal salt), a metal salt of the cyclic carboxylic acid and a metal salt of a derivative of the cyclic carboxylic acid, and an antifouling paint composition comprising the compounding agent (A) and a copolymer (B) for a self-polishing type antifouling paint are also disclosed. [Effect] The antifouling paint composition can form an antifouling coating film which is a small burden to the environment, is uniformly eroded at a given rate, is capable of maintaining excellent antifouling performance for a long period of time and is applicable to ships or the like used in the highly fouling sea area.

Asymmetrical [4+2]-cycloaddition of (-)-menthyl acrylate and (-)-menthyl methacrylate to cyclopentadiene in the presence of BBr3

An asymmetrical synthesis of bicyclo[2.2.1]hept-2-enes is described performed by [4+2]-cycloaddition of (-)-menthyl acrylate and (-)-menthyl methacrylate to cyclopentadiene in the presence of BBr3. The effect of different factors on isomer composition, yield, and enantiomeric purity of the compounds obtained was investigated. Kovatch indices were determined and boiling points were estimated with the use of gas-liquid chromatography.

Enantioselective synthesis of cyclothiazide analogues: Novel probes of the stereospecific actions of benzothiadiazines at AMPA-type glutamate receptors

The stereospecific interactions of the eight stereoisomers of dihydromethylcyclothiazide, an analogue of cyclothiazide, with AMPA-type glutamate receptors was investigated using electrophysiological methods that measured the ability of each stereoisomer to inhibit AMPA receptor desensitization. The eight stereoisomers were obtained by HPLC separation of four pairs of enantiomerically pure (>95% ee) diastereomers prepared from (1R-exo)-, (1R-endo)-, (1S-exo)-, and (1S-endo)-2-methylbicyclo[2.2.1]heptane-2-carboxaldehyde intermediates. The desensitization process was blocked most potently by [1S-[1α,2α(R*),4α]]-dihydromethylcyclothiazide, one of the stereoisomers prepared from the (1S-endo)-carboxaldehyde. The smallest effects on the desensitization process were found for the four stereoisomers prepared from the (1R-exo)- and (1R-endo)-carboxaldehydes. Significant differences in the ability to inhibit desensitization were observed between all diastereomer pairs except those prepared from the (1S-exo)-carboxaldehyde.