beta-Himachalene

Base Information

• Chemical Name: beta-Himachalene
• CAS No.: 1461-03-6
• Molecular Formula: C15H24
• Molecular Weight: 204.356
• UNII: F8Y2422O3M
• Metabolomics Workbench ID: 57256,75224
• Nikkaji Number: J17.188C
• Wikidata: Q27121532
• Mol file: 1461-03-6.mol

Synonyms:beta-himachalene;himachalene

Chemical Property of beta-Himachalene

Chemical Property:

• Vapor Pressure: 0.00833mmHg at 25°C
• Boiling Point: 275.9°C at 760 mmHg
• Flash Point: 108.6°C
• PSA: 0.00000
• Density: 0.9g/cm³
• LogP: 4.86930
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 204.187800766
• Heavy Atom Count: 15
• Complexity: 315

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2C(=C(CCCC2(C)C)C)CC1
• Isomeric SMILES: CC1=C[C@H]2C(=C(CCCC2(C)C)C)CC1

Technology Process of beta-Himachalene

There total 4 articles about beta-Himachalene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

(2-cis,6-trans)-farnesyl diphosphate (40716-68-5) → β-himachalene (1461-03-6) + α-himachalene (3853-83-6) + 2-himachalen-7-ol (1891-45-8) + α-ylangene (947-59-1,3856-25-5,13567-62-9,14912-44-8,15493-66-0,15917-91-6,138874-68-7) + γ-cis-himachalane (53111-25-4) + humula-4,9-dien-8-ol + isobicyclogermacrene + γ-humulene + δ–amorphene + α-Amorphene

Guidance literature:

With Medicago truncatula multiproduct sesquiterpene synthase; In pentane; at 30 ℃; for 1.5h; pH=7.5; stereospecific reaction; Enzymatic reaction;

DOI:10.1021/acs.joc.6b02696

Reference yield:

(+)-α-Longipinene (5989-08-2) → β-himachalene (1461-03-6) + longifolene (475-20-7) + (-)-isolongifolene (1135-66-6)

Guidance literature:

With sulfuric acid; In acetic acid; at 50 - 51 ℃; for 1h;

DOI:10.1016/S0040-4020(01)81583-0

Reference yield:

(+)-α-Longipinene (5989-08-2) → β-himachalene (1461-03-6) + α-himachalene (3853-83-6) + longifolene (475-20-7) + (-)-isolongifolene (1135-66-6)

Guidance literature:

With boron trifluoride diethyl etherate; In diethyl ether; at 18 - 29 ℃; for 7h;

DOI:10.1016/S0040-4020(01)81583-0

upstream raw materials:

(+)-α-Longipinene

(2-cis,6-trans)-farnesyl diphosphate

humula-4,9-dien-8-ol

Downstream raw materials:

(S)-1,1,5,8-tetramethyl-1,2,3,4,5-pentahydrobenzo[a][7]annulene

Himachalen-dihydrochlorid

Himachalen-dihydrochlorid

Refernces

• 1、 Shastri, Mayank H.,Dev, Sukh. "Studies in sesquiterpenes-lx reversion of longipinane to himachalane system: Revision of structure of isocentdarol". . p. 4905 - 4918. Retrieved 2007/10/02.