59056-66-5

Basic information

• Product Name: octahydro-7,7,8,8-tetramethyl-2,3b-methano-3bH-cyclopenta[1,3]cyclopropa[1,2]benzene-4-carbaldehyde
• Synonyms: 2,3b-Methano-3bH-cyclopenta(1,3)cyclopropa(1,2)benzene-7-carboxaldehyde, octahydro-1,1,4,4-tetramethyl-; Octahydro-7,7,8,8-tetramethyl-2,3b-methano-3bH-cyclopenta(1,3)cyclopropa(1,2)benzene-4-carboxaldehyde; 2,3b-Methano-3bH-cyclopenta(1,3)cyclopropa(1,2)benzene-4-carboxaldehyde, octahydro-7,7,8,8-tetramethyl-; Octahydro-7,7,8,8-tetramethyl-2,3b-methano-3bH-cyclopenta(1,3)cyclopropa(1,2)benzene-4-carbaldehyde; 7,7,8,8-tetramethyloctahydro-2,3b-methanocyclopenta[1,3]cyclopropa[1,2]benzene-4-carbaldehyde
• CAS NO: 59056-66-5
• Molecular Formula: C₁₆H₂₄O
• Molecular Weight: 232.3612
• EINECS: 261-581-6
• Mol File: 59056-66-5.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 306.3°C at 760 mmHg
• Flash Point: 108.9°C
• Density: 1.06g/cm³
• Vapor Pressure: 0.000779mmHg at 25°C
• Refractive Index: 1.539
• CAS DataBase Reference: octahydro-7,7,8,8-tetramethyl-2,3b-methano-3bH-cyclopenta[1,3]cyclopropa[1,2]benzene-4-carbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: octahydro-7,7,8,8-tetramethyl-2,3b-methano-3bH-cyclopenta[1,3]cyclopropa[1,2]benzene-4-carbaldehyde(59056-66-5)
• EPA Substance Registry System: octahydro-7,7,8,8-tetramethyl-2,3b-methano-3bH-cyclopenta[1,3]cyclopropa[1,2]benzene-4-carbaldehyde(59056-66-5)

Safety Data

• Hazardous Substances Data: 59056-66-5(Hazardous Substances Data)

Upstream product

• 103739-20-4 8,16-epoxy-8-methylisolongifolane 
• 103739-18-0 8-methyleneisolongifolane 
• 59056-64-3 C₁₆H₂₆O 

Downstream Products

• 74841-81-9 C₁₅H₂₄O 

Relevant articles and documents

8-Methyleneisolongifolane/8-Methylisolongifolene: Synthesis and Reactions of Their Epoxides with Boron Trifluoride Etherate

Wittig olefination of 7αH-8-oxoisolongifolane (2) generates 7βH-8-methyleneisolongifolane (4), which on exposure to BF3*OEt2 smoothly rearranges to the tetrasubstituted 8-methylisolongifolene (5).Action of BF3*OEt2 on the two epoxides 6/7 derived from 4/5 results in the unusual formation of the primary alcohol (9)/olefin (10) involving a concomitant cyclopropanation in both the cases.The β-stereochemistry for the hydroxymethyl group at C-8 in 9 has been derived by a direct coorelation of 9 with the known C15-cyclopropyl secondary alcohol (17).The cyclopropyl olefin (10) has been synthesised by dehydration of the tertiary alcohol (24) (resulting from the methyllithium reaction of the ketone 23 derived from 17).Epoxidation-isomerization of 10 generates the tetracyclic ketone (25).