26429-98-1

Basic information

• Product Name: 2-Propenoic acid, 3-cyclohexyl-, methyl ester, (Z)-
• CAS NO: 26429-98-1
• Molecular Formula: C10H16O2
• Molecular Weight: 168.236
• Mol File: 26429-98-1.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: 2-Propenoic acid, 3-cyclohexyl-, methyl ester, (Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenoic acid, 3-cyclohexyl-, methyl ester, (Z)-(26429-98-1)
• EPA Substance Registry System: 2-Propenoic acid, 3-cyclohexyl-, methyl ester, (Z)-(26429-98-1)

Safety Data

• Hazardous Substances Data: 26429-98-1(Hazardous Substances Data)

Upstream product

• 319488-96-5 C₁₇H₁₈NO₄P 
• 2043-61-0 cyclohexanecarbaldehyde 
• 24371-94-6 cyclohexylmercury chloride 
• 1067-74-9 Methyl diethylphosphonoacetate 
• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 
• 100-49-2 cyclohexylmethyl alcohol 
• 6213-88-3 (E)-methyl 3-iodoacrylate 
• 6214-23-9 methyl (2Z)-3-iodoprop-2-enoate 
• 3510-44-9 methyl cis-2-chloroacrylate 
• 88738-78-7 bis-(2,2,2-trifluoroethyl)(methoxycarbonylmethyl)phosphonate 
• 5927-18-4 trimethyl phosphonoacetate 
• 110-82-7 cyclohexane 
• 922-67-8 propynoic acid methyl ester 

Relevant articles and documents

P[N(i-Bu)CH2CH2]3N: Nonionic Lewis base for promoting the room-temperature synthesis of α,β-unsaturated esters, fluorides, ketones, and nitriles using Wadsworth - Emmons phosphonates

The bicyclic triaminophosphine P(RNCH2CH2) 3N (R = i-Bu, 1c) serves as an effective promoter for the room-temperature stereoselective synthesis of α,β-unsaturated esters, fluorides, and nitriles from a wide array of aromatic, aliphatic, heterocyclic, and cyclic aldehydes and ketones, using a range of Wadsworth-Emmons (WE) phosphonates. Among the analogues of 1c [R = Me (1a), i-Pr (1b), Bn (1d)], 1a and 1b performed well, although longer reaction times were involved, and 1d led to poorer yields than 1c. Functionalities such as cyano, chloro, bromo, methoxy, amino, ester, and nitro were well tolerated. We were able to isolate and characterize (by X-ray means; see above) the reactive WE intermediate species formed from 2b and 1c.

Diastereoselective method of preparing olefins by means of the horner-wadsworthemmons reaction, comprising the addition of a tris-(polyoxaalkyl)-amine sequestering agent

The invention relates to a process for the diastereoselective preparation of olefins via the Homer-Wadsworth-Emmons reaction, which consists in reacting at low temperature a phosphonate with a carbonyl derivative in the presence of a base in a suitable solvent, characterized in that a tris(polyoxaalkyl)amine sequestering reagent of formula (I): N—[CHR1—CHR2—O—(CHR3—CHR4—O)n—R5]3 (I), wherein: n is an integer between 0 and 10; R1, R2, R3 and R4 may be identical or different, and represent a hydrogen atom or an alkyl radical containing from 1 to 4 carbon atoms; R5 represents a hydrogen atom, an alkyl or cycloalkyl radical containing up to 12 carbon atoms, a phenyl radical or a radical of formula —CμH2μ-Φ, or CmH2m+1-Φ-, with m being an integer between 1 and 12 and Φ being a phenyl radical; is added in an amount that is sufficient to increase the diastereoselectivity of the olefin.

A convenient one-pot PCC oxidation-Wittig reaction of alcohols

A simple one-pot process for the PCC oxidation of alcohols followed by in situ trapping of the aldehyde with a Wittig reagent is described.