19419-67-1

Basic information

• Product Name: 2,5β,9,9-Tetramethyl-6,7,8,9-tetrahydro-5H-benzocycloheptene
• Synonyms: (+)-ar-Himachalene;(5S)-2,5β,9,9-Tetramethyl-6,7,8,9-tetrahydro-5H-benzocycloheptene;[S,(+)]-6,7,8,9-Tetrahydro-2,5,9,9-tetramethyl-5H-benzocycloheptene;2,5β,9,9-Tetramethyl-6,7,8,9-tetrahydro-5H-benzocycloheptene;Arhimachalene
• CAS NO: 19419-67-1
• Molecular Formula: C₁₅H₂₂
• Molecular Weight: 202.34
• Mol File: 19419-67-1.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,5β,9,9-Tetramethyl-6,7,8,9-tetrahydro-5H-benzocycloheptene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5β,9,9-Tetramethyl-6,7,8,9-tetrahydro-5H-benzocycloheptene(19419-67-1)
• EPA Substance Registry System: 2,5β,9,9-Tetramethyl-6,7,8,9-tetrahydro-5H-benzocycloheptene(19419-67-1)

Safety Data

• Hazardous Substances Data: 19419-67-1(Hazardous Substances Data)

Usage

Uses

(S)-ar-Himachalene is an essential oil and pheromonal component achieved by a chiral pool and chirality induction approach.

Upstream product

• 3853-83-6 α-himachalene 
• 1413723-36-0 3,5,5,9-tetramethyl-8,9-dihydro-5H-benzo[7]annulen-6(7H)-one 
• 38142-58-4 (+/-)-ar-turmerone 
• 35944-26-4 12-bromolongibornane-4-one 
• 51704-14-4 (R)-5,5,9-Trimethyl-3-methylene-1,2,3,4,4a,5,6,8-octahydro-benzocyclohepten-7-one 
• 403786-40-3 (6S,7R)-2,2,6-trimethyl-10-methylenebicyclo[5.4.0]undec-1⁽¹¹⁾-ene 
• 1461-03-6 β-himachalene 
• 60909-27-5 (10S, 11S)-himachala-2,4-diene 
• 19419-75-1 (+)-Cyclo-ar-turmeron 
• 51599-87-2 (R)-5,5,9-Trimethyl-3-methylene-2,3,4,4a,5,6,7,8-octahydro-1H-benzocycloheptene 

Relevant articles and documents

Enantioselective synthesis of the essential oil and pheromonal component ar-himachalene by a chiral pool and chirality induction approach

The enantioselective synthesis of both isomers of ar-himachalene has been achieved starting from enantiomerically pure citronellal and p-methyl α-methyl styrene as an application of a chiral pool and chirality induction approach, respectively. The key reactions involved in the synthesis include the Sharpless asymmetric dihydroxylation for the induction of chirality at benzylic carbon bearing the methyl group and the use of a hypervalent iodine reagent or trimethylsilyldiazomethane (TMSCHN2) for the six to seven membered ring expansion.

Five new cis-himachalane-type sesquiterpenes from the heartwood of Juniperus chinensis var. tsukusiensis

The following constituents were isolated from the heartwood of Juniperus chinensis vat. tsukusiensis: ar-himachalene (1), 2-himachalen-6-ol (2), 3- himachalen-6-ol (3), 2α,6α-epoxy-3-himachalene (4), 2α,6α- epoxyhimachalan-3β-ol (5), and chinensiol (6). Compounds 2-6 are new cis- himachalane-type sesquiterpenes, and their structures were elucidated on the basis of spectral and chemical evidence. Himachalane-type sesquiterpenes were isolated for the first time in Juniperus species.