156742-99-3

Basic information

• Product Name: Ethanone, 1-[(1R,2R)-2-(hydroxymethyl)cyclopropyl]-, rel- (9CI)
• Synonyms: Ethanone, 1-[(1R,2R)-2-(hydroxymethyl)cyclopropyl]-, rel- (9CI)
• CAS NO: 156742-99-3
• Molecular Formula: C6H10O2
• Molecular Weight: 114.1424
• Product Categories: ACETYLGROUP
• Mol File: 156742-99-3.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Ethanone, 1-[(1R,2R)-2-(hydroxymethyl)cyclopropyl]-, rel- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 1-[(1R,2R)-2-(hydroxymethyl)cyclopropyl]-, rel- (9CI)(156742-99-3)
• EPA Substance Registry System: Ethanone, 1-[(1R,2R)-2-(hydroxymethyl)cyclopropyl]-, rel- (9CI)(156742-99-3)

Safety Data

• Hazardous Substances Data: 156742-99-3(Hazardous Substances Data)

Upstream product

• 940-70-5 opt.-inakt. 1-Acetyl-2-tert-butyloxymethyl-cyclopropan 
• 74877-18-2 4-(oxiran-2-yl)butan-2-one 
• 156742-99-3 1-[(1S*,2S*)-2-(hydroxymethyl)cyclopropyl]ethanone 
• 109-49-9 5-Hexen-2-one 
• 917-54-4 methyllithium 
• 82442-65-7 (+/-)-cis-3-oxabicyclo<3.1.0>hexan-2-one 
• 156742-99-3 1-[(1S*,2R*)-2-(hydroxymethyl)cyclopropyl]ethanone 

Downstream Products

• 156742-99-3 1-[(1S*,2S*)-2-(hydroxymethyl)cyclopropyl]ethanone 
• 156742-99-3 1-[(1S*,2R*)-2-(hydroxymethyl)cyclopropyl]ethanone 

Relevant articles and documents

Synthetic studies towards Chlorahololides A: practical synthesis of a lindenane-type sesquiterpenoid core framework with a 5,6-double bond

Towards Chlorahololides A: a lindenane-type sesquiterpenoid framework that contains a 5,6-double bond was synthesized from simple starting materials. The reductive cyclization of a 1,6-enyne and an unusual endo-type intramolecular Heck reaction was used as key steps for ring closure.

Synthesis of isopropenylcyclopropanes - Revision of the relative configuration of cyclopropyl ketones obtained by 1,3-elimination of γ-epoxy ketones

Efficient stereoselective routes towards isopropenylcyclopropanes have been devised. Secondary cis-isopropenylcyclopropylcarbinols have been obtained either by regio- and stereoselective hydroxy-directed cyclopropanation of the corresponding dienols or from bicyclic cyclopropyl lactones derived from intramolecular cyclopropanation of allylic diazoacetates. Contrary to previous reports, base-induced 1,3-elimination of γ-epoxy ketones has been shown to afford trans-2-(hydroxymethyl)cyclopropyl ketones, and the reactivity of these compounds has been reinvestigated.

Diastereocontrol in the opening of vic-acceptor-donor cyclopropanes. Application to the synthesis of (cis) 1-EWG-2-hydroxymethylcyclopropanes

Basic intramolecular ring opening reactions of vicinally substituted acceptor-donnor (trans)-cyclopropanes were studied. An application to the diastereoselective synthesis of (cis)-1-EWG-2-hydroxymethylcyclopropanes is presented.

Acidic Isomerization of Vicinally Substituted (cis)-Acceptor-Donor Cyclopropanes via an Open Ring Mechanism

Many (cis)-cyclopropanes bearing 1-electronwithdrawing and 2-hydroxymethylene groups were synthesized under mild acidic conditions to afford the corresponding trans isomers.The mechanism is reported.

A simple one-pot preparation of (Z)-cyclopropanes from γ,δ-ketoalkenes using KOH/DMSO intramolecular alkylation conditions

Sequential treatment of λ,δ-ketoalkenes with aqueous NBS in DMSO and KOH as solid provides (Z)-cyclopropanes in good overall yields with a diastereoselective excess>;99%.