697298-84-3

Basic information

• Product Name: Bicyclo[4.1.0]heptan-3-ol, 7,7-dimethyl-4-methylene-, (1R,6S)- (9CI)
• Synonyms: Bicyclo[4.1.0]heptan-3-ol, 7,7-dimethyl-4-methylene-, (1R,6S)- (9CI)
• CAS NO: 697298-84-3
• Molecular Formula: C10H16O
• Molecular Weight: 152.23344
• Product Categories: ALCOHOL
• Mol File: 697298-84-3.mol
• Article Data: 13

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Bicyclo[4.1.0]heptan-3-ol, 7,7-dimethyl-4-methylene-, (1R,6S)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Bicyclo[4.1.0]heptan-3-ol, 7,7-dimethyl-4-methylene-, (1R,6S)- (9CI)(697298-84-3)
• EPA Substance Registry System: Bicyclo[4.1.0]heptan-3-ol, 7,7-dimethyl-4-methylene-, (1R,6S)- (9CI)(697298-84-3)

Safety Data

• Hazardous Substances Data: 697298-84-3(Hazardous Substances Data)

Upstream product

• 936-91-4 α-3,4-Epoxycarane 
• 498-15-7 (+)-Δ³-carene 
• 10309-65-6 (-)-4α-acetoxy-3β-hydroxy-trans-carane 
• 13466-78-9 3-carene 
• 116872-39-0 (+/-)-10-phenylsulfonylcar-3-ene 
• 10309-63-4 (-)-Caran-3β,4β-diol-4-acetat 
• 22556-08-7 trans-3,4-caranediol 
• 936-91-4 3-carene epoxide 
• 4017-86-1 4-Nitro-benzoat von (-)-(1S:4R:6R)-4-Hydroxy-Δ³⁽¹⁰⁾-carven 
• 10309-64-5 (-)-(1R,3R,6S)-4-methylene-7,7-dimethylbicyclo<4.1.0>heptan-3-ol acetate 
• 52098-69-8 3,5-Dinitro-benzoic acid (1R,3S,4R,6S)-4-hydroxy-4,7,7-trimethyl-bicyclo[4.1.0]hept-3-yl ester 
• 936-92-5 (1S,3R,4S,6R)-3,4-epoxy-3,7,7-trimethylbicyclo[4.1.0]heptane 
• 1753-34-0 cis-4⁽⁷⁾-Caren-3-ol-acetat 

Downstream Products

• 123284-16-2 (1S,2S)-2-Chloro-1-((1S,4R,6R)-4-methoxy-7,7-dimethyl-bicyclo[4.1.0]hept-2-en-3-yl)-cyclohexanol 
• 123187-24-6 (1R,2R)-2-Chloro-1-((1S,4R,6R)-4-methoxy-7,7-dimethyl-bicyclo[4.1.0]hept-2-en-3-yl)-cyclohexanol 

Relevant articles and documents

Stereoselective Synthesis of Carane-Type Hydroxythiols and Disulfides Based on Them

Isomeric 10-sulfanylcaran-4-ols and 4-sulfanylcaran-3-ols were synthesized and used to prepare disulfides in high yields.

Syntheses and reactions of allyl phenylselenides. A convenient method of the allyl methylcarbamates synthesis

Allyl phenylselenides from terpene systems are convenient precursors for the synthesis of the terpene allyl alcohols and allyl methylcarbamates. Using optically active allyl phenylselenides corresponding optically active oxygen and nitrogen derivatives were obtained. A new one-step method of the allyl methylcarbamates synthesis from allyl phenylselenides was described.

Regioselective Routes to Nucleophilic Optically Active 2- and 3-Carene Systems

Commercially available (+)-3-carene (4) is shown to be capable of efficient conversion to vinyl bromides 28, 46, and 49 and to vinyl stannane 44.All four compounds stem from (+)-3-norcaranone (23), an optically pure ketone best prepared by epoxidation of 4, followed by oxirane ring opening, acetylation, ozonolysis, and CrCl2-promoted reduction.The strong proclivity exhibited by 23 to enolize in the cyclopropyl carbinyl sense is used to advantage to gain entry to 28 and 44.Remarkably, the tosylhydrazone of (+)-3-norcaranone (45) is distinguished from its ketoneprogenitor 23 by its capacity for highly regioselective deprotonation from the alternative α-position.The crossover has made possible synthetic access to 46 and 49.Other chemistry of this class of compounds is also presented, inluding a route to 51, a vinyl bromide epimeric to 49.Especially relevant to future work in the ingenol area is the ability of these molecules to serve as nucleophiles.Several reactions involving 28 are provided as exemplary of this property.