Bornyl chloride

Base Information

• Chemical Name: Bornyl chloride
• CAS No.: 6120-13-4
• Molecular Formula: C₁₀H₁₇Cl
• Molecular Weight: 172.698
• European Community (EC) Number: 207-350-5
• NSC Number: 243650
• Nikkaji Number: J360.021A
• Wikidata: Q105344354

Synonyms:Bornyl chloride;endo-2-Chlorobornane;2-Chlorocamphane;Turpentine camphor;2-Chloro-1,7,7-trimethylbicyclo[2.2.1]heptane;EINECS 207-350-5;Terpene hydrochloride;BRN 3194417;2-chlorobornane;endo-2-Chloro-1,7,7-trimethylbicyclo(2.2.1)heptane;Bicyclo(2.2.1)heptane, 2-chloro-1,7,7-trimethyl-, endo-;Pinene hydrochloride;UNII-JXL3Y7EPZB;Bornylchlorid;BORNANE, 2-CHLORO-, endo-;Bicyclo[2.2.1]heptane, 2-chloro-1,7,7-trimethyl-, endo-;Isobornyl chloride;NSC243650;3-05-00-00258 (Beilstein Handbook Reference);Bornane, 2-chloro-, exo-;6120-13-4;SCHEMBL457759;XXZAOMJCZBZKPV-UHFFFAOYSA-N;BCP32503;AKOS037645122;NSC-243650;AS-57278;LS-45091;PD162882;2-Chloro-1,7,7-trimethylbicyclo[2.2.1]heptane #;Bicyclo[2.2.1]heptane, 2-chloro-1,7,7-trimethyl-, exo-;(1R,2S,4R)-rel-2-Chloro-1,7,7-trimethylbicyclo[2.2.1]heptane

Chemical Property of Bornyl chloride

Chemical Property:

• Boiling Point: 207.5 °C at 760 mmHg
• Flash Point: 68 °C
• Density: 1.01g/cm³
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 172.1018782
• Heavy Atom Count: 11
• Complexity: 185

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2CCC1(C(C2)Cl)C)C

Technology Process of Bornyl chloride

There total 57 articles about Bornyl chloride 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: 20.0%

camphene (79-92-5) + 3,3-dimethyl-allyl chloride (503-60-6) → bornyl chloride (464-41-5,559-45-5,6120-13-4,27720-69-0,30462-53-4,33602-15-2,73804-39-4,91547-96-5) + 4-methyl-1-(3',3'-dimethylbicyclo<2.2.1>hept-2-ylidene)pent-2-ene (116877-32-8) + (E)-isosantalene (63028-14-8) + 5-(1-chloro-1-methyl-ethyl)-2-methyl-7-(3',3'-dimethylbicyclo<2.2.1>hept-2-ylidene)hept-2-ene (116877-33-9,116948-00-6)

Guidance literature:

With zinc(II) chloride; In diethyl ether; dichloromethane; at -78 ℃; for 18h;

DOI:10.1016/S0040-4020(01)83451-7

Reference yield:

methylmagnesium bromide (75-16-1) → bornyl chloride (464-41-5,559-45-5,6120-13-4,27720-69-0,30462-53-4,33602-15-2,73804-39-4,91547-96-5) + 6endo,6'endo-dichloro-1,7,7,1',7',7'-hexamethyl-[2ξ,2'=x]binorbornyl

Guidance literature:

With diethyl ether; cobalt(II) chloride;

DOI:10.1021/ja01603a061

Reference yield:

→ bornyl chloride (464-41-5,559-45-5,6120-13-4,27720-69-0,30462-53-4,33602-15-2,73804-39-4,91547-96-5)

Guidance literature:

at 140 - 150 ℃;

upstream raw materials:

methanol

3-chloro-2.2.3-trimethyl-norbornane of uncertain configuration

Pinene

(+)-camphene

Downstream raw materials:

2-endo-chloro-bornane

isobornyl acetate

camphene hydrate

dl-camphene

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