22973-22-4

Basic information

• Product Name: 3-Cyclohexene-1-carboxylic acid, 2-methyl-, methyl ester, cis-
• CAS NO: 22973-22-4
• Molecular Formula: C9H14O2
• Molecular Weight: 154.209
• Mol File: 22973-22-4.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 3-Cyclohexene-1-carboxylic acid, 2-methyl-, methyl ester, cis-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Cyclohexene-1-carboxylic acid, 2-methyl-, methyl ester, cis-(22973-22-4)
• EPA Substance Registry System: 3-Cyclohexene-1-carboxylic acid, 2-methyl-, methyl ester, cis-(22973-22-4)

Safety Data

• Hazardous Substances Data: 22973-22-4(Hazardous Substances Data)

Upstream product

• 186581-53-3 diazomethane 
• 4736-19-0 (+/-)-cis-2-methyl-cyclohexene-⁽³⁾-carboxylic acid-⁽¹⁾ 
• 2004-70-8 1-methylbuta-1,3-diene 
• 292638-85-8 acrylic acid methyl ester 
• 4358-59-2 (Z)-methyl but-2-enoate 
• 504-60-9 penta-1,3-diene 

Downstream Products

• 99805-97-7 o-2⁽⁸⁾,5-menthadiene 
• 54356-60-4 cis-o-5,8-menthadiene 
• 873-30-3 2-methyl-3-cyclohexene-1-carboxaldehyde 
• 7076-91-7 (+-)-cis-2-methyl-cyclohexanecarboxylic acid 
• 7132-88-9 (+/-)-cis-2-methyl-cyclohexanecarboxylic acid amide 
• 77804-19-4 methyl-3 dimethylcarbinol-4 cyclohexene cis 
• 28886-01-3 (+/-)-cis-4-hydroxymethyl-3-methylcyclohexene 
• 7605-54-1 methyl (1S*,2R*)-2-methylcyclohexanecarboxylate 

Relevant articles and documents

Chemical and spectroscopic studies related to the Lewis acidity of lithium perchlorate in diethyl ether

Polarimetric studies on camphor (2) as well as IR studies on crotonaldehyde (CA;1) and benzonitrile (BN;3) confirm the conclusion of a previously published NMR study on crotonaldehyde that lithium perchlorate (LP) weakly binds to probe bases in diethyl ether (DE). The weak binding is a consequence of the fact that the lithium ion (actually the LP ion pair and higher aggregates), a powerful Lewis acid in the gas phase, competitively binds to ether and the added base. Methylene camphor (5), (E)-1,3-pentadiene (4), camphene, and phenylacetylene (6) do not bind to LP in DE. Shifts to lower energy of the C=O modes of CA in ether solutions containing increasing amounts of LP are consistent with moderate increases in solvent polarity. Only small or no shifts are seen in the C≡N modes of BN and its 1:1 complex with added LP. Because the C≡N and especially C=O modes are blue shifted under external applied pressure, the large internal pressures of LP/DE do not mimic external applied pressure. Likewise, the small or no changes observed in λ(max) for the absorption and emission spectra of anthracene (9) and azulene (8) in ether as a function of LP concentration do not conform to what is observed under external applied pressure. Studies of the Diels-Alder reaction of (E)-1,3-pentadiene with methyl acrylate show that the reaction is entirely catalyzed in LP/DE; polarity and internal pressure do not influence product selectivity in this reaction.

Epimerization and Stereoselectivity in the Diels-Alder Reaction of Monosubstituted Dienophiles

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STUDIES OF COMPOUNDS IN THE MENTHANE SERIES. XIX. SYNTHESIS AND PROPERTIES OF TRANS-o-4-MENTHEN-8-OL AND STEREOISOMERIC o-5-METHEN-8-OLS

Trans-o-4-Menthen-8-ol and cis- and trans-o-5-menthen-8-ols have been prepared via the Diels-Alder reactions of 1,3-butadiene with crotonaldehyde in the presence of boron trifluoride etherate, and piperylene with methyl acrylate, respectively.The dehydration reactions of these alcohols have been studied in the presence of acetic anhydride and potassium bisulfate; the latter reagent demonstrates a high reaction selectivity.