85706-53-2

Basic information

• Product Name: 9,10-DIBROM-(+)-CAMPHER 97
• Synonyms: 9,10-DIBROM-(+)-CAMPHER 97;9,10-DIBROM-(+)-CAMPHER 97%;9,10-DIBROMO-(+)-CAMPHOR);(1S,4R,7R)-1,7-Bis(bromomethyl)-7-methylbicyclo[2.2.1]heptane-2-one;[1S,4R,7R,(+)]-7-Methyl-1,7-bis(bromomethyl)bicyclo[2.2.1]heptane-2-one
• CAS NO: 85706-53-2
• Molecular Formula: C₁₀H₁₄Br₂O
• Molecular Weight: 310.02556
• Mol File: 85706-53-2.mol

Chemical Properties

• Boiling Point: 339°C at 760 mmHg
• Flash Point: 103.3°C
• Appearance: /
• Density: 1.69g/cm³
• Vapor Pressure: 9.46E-05mmHg at 25°C
• Refractive Index: 1.566
• CAS DataBase Reference: 9,10-DIBROM-(+)-CAMPHER 97(CAS DataBase Reference)
• NIST Chemistry Reference: 9,10-DIBROM-(+)-CAMPHER 97(85706-53-2)
• EPA Substance Registry System: 9,10-DIBROM-(+)-CAMPHER 97(85706-53-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 85706-53-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H14Br2O/c1-9(5-11)7-2-3-10(9,6-12)8(13)4-7/h7H,2-6H2,1H3

Upstream product

• 1217497-39-6 (+)-endo-3,9-dibromocamphor 
• 464-49-3 (1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one 
• 85706-52-1 (+)-endo-3,9,10-tribromocamphor 
• 667464-57-5 (1R)-3-endo-(bromomethyl)-3-methyl-2-methylenenorbornan-1-ol 
• 10293-06-8 (1R)-3-endo-bromocamphor 
• 10293-10-4 3-endo-9-dibromo-1,7,7-trimethylbicyclo<2.2.1>heptan-2-one 
• 85706-52-1 (+)-endo-3,9,10-tribromocamphor 

Downstream Products

• 98049-45-7 (1'R,2'R)-2-(2'-bromomethyl-2'-methyl-3'-methylenecyclopentyl)ethanoic acid 
• 1044281-65-3 (1S,4R,7S)-1,7-bis[(diphenylphosphanyl)methyl]-7-methylbicyclo[2.2.1]heptan-2-one 
• 1044281-62-0 diphenyl({(1S,4R,7S)-1-[(diphenylphosphanyl)methyl]-7-methylspiro[bicyclo[2.2.1]heptane-2,2'-[1,3]dioxolan]-7-yl}methyl)phosphane 
• 189266-75-9 Toluene-4-sulfonic acid (S)-2-((1R,3R)-3-hydroxymethyl-2,2-dimethyl-cyclopentyl)-propyl ester 
• 189266-72-6 Toluene-4-sulfonic acid (S)-2-((R)-2,2-dimethyl-3-methylene-cyclopentyl)-propyl ester 

Relevant articles and documents

Enantiospecific access to various C(9),C(10)-disubstituted camphors: Scope and limitations

The valuable chiral sources C(9),C(10)-disubstituted camphors can be enantiospecifically obtained from the corresponding C(9)-substituted camphors by a general and straightforward synthetic method. This method involves the electrophilic treatment of a key

Enantiospecific Synthesis of 9,10-Dihalocamphors

A new, general and straightforward method for the enantiospecific synthesis of 9,10-dihalocamphors (including mixed derivatives) is reported and exemplified for the preparation of (+)-9,10-dibromocamphor (a well-known chiral intermediate) as well as (+)-9-bromo-10-chlorocamphor and (+)-9-bromo-10-iodocamphor (novel mixed dihalides). Our approach is based on a key stereocontrolled tandem electrophilic addition - Wagner-Meerwein rearrangement of optically pure 3-endo-(halomethyl)-3-methyl-2-methylenenorbornan-1-ols, which are easily obtained from readily accessible 9-halocamphors.

An enantiospecific route to C,D ring synthons for steroid synthesis

A simple enantiospecific route to a hydrindenone intermediate for steroid synthesis has been accomplished.The introduction of a wide variety of side-chain units is made possible by stereoselective alkylation of a bicyclic ester 13 derived from (+)-camphor

ENANTIOSPECIFIC SYNTHESIS OF ESTRONE

Efiicient cleavage of the C(1)-C(2) bond in 9,10-dibromocamphor (3) provides a chiral intermediate (5) that can be used in a new enantiospecific synthesis of estrone.

Ring cleavage of camphor derivatives: formation of chiral synthons for natural products synthesis

Base-promoted ring cleavage of 9,10- and 8,10-dibromocamphor provides chiral intermediates for natural product synthesis.

Synthesis of 8,10-and 9,10-disubstituted camphor derivatives

Regiospecific bromination and debromination reactions have been used to provide a synthetic route from camphor to optically active 8,10- and 9,10-disubstituted camphor derivatives.