22497-08-1

Basic information

• Product Name: 2-(6-bicyclo[2.2.1]hept-2-enyl)propan-2-ol
• Synonyms: 2-(6-bicyclo[2.2.1]hept-2-enyl)propan-2-ol;Nsc244473;Bicyclo[2.2.1]hept-5-ene-2-Methanol, a,a-diMethyl-
• CAS NO: 22497-08-1
• Molecular Formula: C10H16O
• Molecular Weight: 152.23
• Mol File: 22497-08-1.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 213.1°Cat760mmHg
• Flash Point: 85°C
• Appearance: /
• Density: 1.044g/cm³
• Vapor Pressure: 0.0373mmHg at 25°C
• Refractive Index: 1.53
• CAS DataBase Reference: 2-(6-bicyclo[2.2.1]hept-2-enyl)propan-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(6-bicyclo[2.2.1]hept-2-enyl)propan-2-ol(22497-08-1)
• EPA Substance Registry System: 2-(6-bicyclo[2.2.1]hept-2-enyl)propan-2-ol(22497-08-1)

Safety Data

• Hazardous Substances Data: 22497-08-1(Hazardous Substances Data)

Usage

Type of compound

Alcohol

Derived from

Bicyclic hydrocarbons

Common uses

Synthesis of pharmaceuticals and agrochemicals

Known for

Unique bicyclic structure

Distinct properties

Reactivity due to the bicyclic structure

Use as a reagent

Organic chemistry reactions, particularly in the formation of carbon-carbon bonds

Role in production

Chiral building block for various chemical intermediates

Contribution to stability

Bicyclic structure

Value in development

A valuable component in the development of new materials and compounds

InChI:InChI=1/C10H16O/c1-10(2,11)9-6-7-3-4-8(9)5-7/h3-4,7-9,11H,5-6H2,1-2H3

Upstream product

• 917-64-6 methyl magnesium iodide 
• 542-92-7 cyclopenta-1,3-diene 
• 2903-75-5 (1S,2S,4S)-Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid methyl ester 
• 917-54-4 methyllithium 
• 75-11-6 diiodomethane 
• 824-60-2 2-acetyl-5-norbornene 

Relevant articles and documents

Diastereoselective silacyclopropanations of functionalized chiral alkenes

Lithium reduction of di-tert-butyldichlorosilane and thermal silylene transfer (105-125 °C) are complementary methods for the highly diastereoselective silacyclopropanations of a range of functionalized chiral olefins to afford complex silacycles. We have

N-alkoxyacrylamides as substrates for enantioselective Diels-Alder reactions

Matrix presented The use of N-alkoxyacrylamides as substrates for Lewis acid catalyzed Diels-Alder reactions has been examined. Enantioselectivities up to 92% ee have been achieved using very simple chiral Lewis acids prepared from triisobutylaluminum and 2,2-dimethyl-α,α,α′,α′-tetra-1-naphthalenyl- TADDOL (1-NaphtTADDOL). The use of Yamamoto's Zn-BINOL, easily prepared from Et2Zn and 1,1′-bi-2-naphthol (BINOL), proved to be even more efficient, and enantioselectivities up to 96% ee were achieved.