(-)-Camphene

Base Information

• Chemical Name: (-)-Camphene
• CAS No.: 5794-04-7
• Molecular Formula: C10H16
• Molecular Weight: 136.237
• European Community (EC) Number: 227-337-8
• UNII: M5YAV509FN
• DSSTox Substance ID: DTXSID3046538
• Nikkaji Number: J39.022D
• Wikidata: Q27105230
• Metabolomics Workbench ID: 52800
• ChEMBL ID: CHEMBL506889
• Mol file: 5794-04-7.mol

Synonyms:(-)-camphene;5794-04-7;L-Camphene;(-)-Comphene;(1S,4R)-2,2-dimethyl-3-methylidenebicyclo[2.2.1]heptane;(1S,4R)-camphene;CHEBI:89;M5YAV509FN;DTXSID3046538;(1S)-2,2-Dimethyl-3-methylenebicyclo(2.2.1)heptane;(1S,4R)-2,2-dimethyl-3-methylenebicyclo[2.2.1]heptane;Bicyclo(2.2.1)heptane, 2,2-dimethyl-3-methylene-, (1S,4R)-;Bicyclo[2.2.1]heptane, 2,2-dimethyl-3-methylene-, (1S,4R)-;NCGC00166100-01;(-) camphene;CAMPHENE, L-;UNII-M5YAV509FN;CAMPHENE, (-)-;(-)-(1S,4R)-camphene;CHEMBL506889;DTXCID1026538;(1S,4R)-(-)-CAMPHENE;EINECS 227-337-8;Tox21_112314;CAS-5794-04-7;C06305;EN300-19631943;Q27105230;Bicyclo(2.2.1)heptane, 2,2-dimethyl-3-methylene-, (1S)-;(-)-Camphene, technical grade, 75% (90% as camphene and fenchene);(1S,4R)-6,6-DIMETHYL-5-METHYLIDENEBICYCLO(2.2.1)HEPTANE

Chemical Property of (-)-Camphene

Chemical Property:

• Melting Point: 36-38 °C(lit.)
• Refractive Index: 1.4562 (estimate)
• Boiling Point: 157.5-158.5 °C(lit.)
• Flash Point: 34.9°C
• PSA: 0.00000
• Density: 0.88g/cm³
• LogP: 2.99870
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 136.125200510
• Heavy Atom Count: 10
• Complexity: 177

Purity/Quality:

99% ^*data from raw suppliers

(-)-Camphene ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F
• Statements: 11-10
• Safety Statements: 16-33-29

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2CCC(C2)C1=C)C
• Isomeric SMILES: CC1([C@H]2CC[C@H](C2)C1=C)C

Technology Process of (-)-Camphene

There total 31 articles about (-)-Camphene 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: 95.0%

borneol (464-43-7,464-45-9,507-70-0,6627-72-1,10334-13-1,10385-78-1,24393-70-2,124-76-5,16725-71-6) → camphene (5794-04-7)

Guidance literature:

With pyridine; monochloromethanesulfonyl chloride; at 0 ℃; for 0.333333h;

DOI:10.1055/s-1999-3541

Reference yield: 83.0%

endo-borneol (464-45-9) → camphene (5794-04-7)

Guidance literature:

With pyridine; p-toluenesulfonyl chloride; at 100 ℃; for 8h;

DOI:10.1021/jo00376a045

Reference yield: 24.0%

endo-borneol (791787-82-1) → tricyclene (508-32-7) + camphene (5794-04-7) + N-isobornylaniline (759457-76-6) + N,N-dimethyl-aniline (121-69-7,77733-26-7)

Guidance literature:

With methylaniline hydrobromide; N-methylaniline; for 4h; Further byproducts given; Heating;

upstream raw materials:

(-)-α-pinene

((1R)-2endo-chloro-7,7-dimethyl-[1]norbornyl)-acetic acid

(1S)-2endo-((Ξ)-methoxysulfinyloxy)-bornane

(1S)-camphor

Downstream raw materials:

(+/-)-2exo-hydroxy-bornane-10-nitrile

10,10-dimethyl-3-aza-4-oxatricyclo[5.2.1.0^1,5]decene

camphene hydrate

bornylamine

Refernces

• 1、 Jadhav, Sumit V.,Jinka, Krishna Mohan,Bajaj, Hari C.. "Synthesis of nopol via Prins condensation of β-pinene and paraformaldehyde catalyzed by sulfated zirconia". scheme or table. p. 158 - 165. Retrieved 2011/12/21.
• 2、 Falorni, Massimo,Lardicci, Luciano,Giacomelli, Giampaolo. "Alkylmetal Asymmetric Reduction. 18. Starting Materials in the Preparation of New Chiral Reducing Agents: Synthetic Approach to Primary Alkyl Halides Derived from (+)-Camphor". . p. 5291 - 5294. Retrieved 2007/10/02.