832142-14-0

Basic information

• Product Name: 2-(1-(Methylsulfonyloxy)cyclopropyl)acetic acid
• Synonyms: 2-(1-(Methylsulfonyloxy)cyclopropyl)acetic acid
• CAS NO: 832142-14-0
• Molecular Formula: C₆H₁₀O₅S
• Molecular Weight: 194.2056
• Mol File: 832142-14-0.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-(1-(Methylsulfonyloxy)cyclopropyl)acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(1-(Methylsulfonyloxy)cyclopropyl)acetic acid(832142-14-0)
• EPA Substance Registry System: 2-(1-(Methylsulfonyloxy)cyclopropyl)acetic acid(832142-14-0)

Safety Data

• Hazardous Substances Data: 832142-14-0(Hazardous Substances Data)

Usage

General Description

2-(1-(Methylsulfonyloxy)cyclopropyl)acetic acid is a chemical compound with the molecular formula C6H10O5S. It is a cyclopropylacetic acid derivative that contains a sulfonate ester group. 2-(1-(Methylsulfonyloxy)cyclopropyl)acetic acid is used in organic synthesis and can react with various nucleophiles to form a wide range of derivatives. It is also a potential building block for pharmaceuticals and agrochemicals due to its unique chemical structure and reactivity. The methylsulfonyloxy group in the compound provides a leaving group for substitution reactions, making it a versatile intermediate in organic chemistry.

Upstream product

• 832142-17-3 1-(2,2-diethoxyethyl)cyclopropane-1-ol 
• 832142-15-1 1-(2,2-dimethoxyethyl)cyclopropan-1-ol 
• 437709-24-5 1-phenylmethylcyclopropyl methanesulfonate 

Downstream Products

• 5687-73-0 2-cyclopropylideneacetic acid 
• 82979-45-1 methyl 2-chloro-2-cyclopropylideneacetate 
• 139132-06-2 benzyl 2-cyclopropylideneacetate 
• 881922-82-3 C₂₀H₂₃NO₃ 
• 881922-78-7 C₂₀H₂₁NO₃ 
• 881922-77-6 (S)-4-benzyl-3-(2-cyclopropylideneacetyl)oxazolidin-2-one 
• 832142-18-4 benzyl 2-(1'-mesyloxycyclopropyl)acetate 

Relevant articles and documents

Fulvene Synthesis by Rhodium(I)-Catalyzed [2+2+1] Cycloaddition: Synthesis and Catalytic Activity of Tunable Cyclopentadienyl Rhodium(III) Complexes with Pendant Amides

It has been established that a RhI+/segphos complex catalyzes the [2+2+1] cycloaddition of 1,6-diynes with cyclopropylideneacetamides to give substituted fulvenes in good yields. The reductive complexation of the product fulvenes with RhCl3 in EtOH furnished the corresponding dinuclear cyclopentadienyl RhIII complexes bearing a pendant amide moiety. These RhIII complexes were highly active catalysts for oxidative annulation and cyclization through C(sp2)?H and C(sp3)?H functionalization.

Cyclopropyl building blocks for organic synthesis, part 100.[?] Advanced syntheses of cyclopropylideneacetates - Versatile multifunctional building blocks for organic synthesis

A well reproducible and inexpensive preparation of the cyclopropylideneacetates 2-4 has been developed. The key intermediate 2-(1′-mesyloxycyclopropyl)acetic acid (8), produced either from methyl phenylacetate (1) or 3,3-dimethoxypropionate (5-Me) and 3,3-diethoxypropionate (5-Et) in a sequence of Kulinkovich reductive cyclopropanation, mesylation and oxidative cleavage or cleavage and oxidation, respectively, was either converted to the benzyl ester 11b, or chlorinated (brominated) via the in situ formed acid chloride. The α-chloro- 12a and α-bromo ester 12b were dehydromesylated by treatment with triethylamine to furnish methyl 2-chloro-2-cyclopropylideneacetate (3-Me) and the 2-bromo analogue 4-Me with an overall yield of 68% (65%, 68%) and 52% (49%, 51%) respectively, starting from 1 (5-Me, 5-Et). The parent benzyl cyclopropylideneacetate 2-Bn was obtained by dehydromesylation of 11b with potassium t-butoxide in t-butyl methyl ether with an overall yield of 60% (57%, 9%) from 1 (5-Me, 5-Et).