(-)-2-Carene

Base Information

• Chemical Name: (-)-2-Carene
• CAS No.: 554-61-0
• Molecular Formula: C10H16
• Molecular Weight: 136.237
• European Community (EC) Number: 701-285-0
• UNII: 0EM71G38BA,F03R774450
• Nikkaji Number: J1.483.283A
• Wikidata: Q105110786,Q106520188
• Mol file: 554-61-0.mol

Synonyms:(-)-2-carene;2-Carene, (-)-;0EM71G38BA;UNII-0EM71G38BA;(1R,6S)-3,7,7-Trimethylbicyclo(4.1.0)hept-2-ene;(1R,6S)-3,7,7-trimethylbicyclo[4.1.0]hept-2-ene;Bicyclo(4.1.0)hept-2-ene, 3,7,7-trimethyl-, (1R,6S)-;F03R774450;554-61-0;Bicyclo(4.1.0)hept-2-ene, 3,7,7-trimethyl-;65878-59-3;.alpha.-Carene;UNII-F03R774450;(-)-Delta2-carene;(1r)-(-)-car-2-ene;(+/-)-2-CARENE;CHEBI:191224;(1R,6S)-3,7,7-Trimethylbicyclo[4.1.0]hepta-2-ene

Chemical Property of (-)-2-Carene

Chemical Property:

• Melting Point: 25°C
• Refractive Index: 1.4740
• Boiling Point: 167.5°Cat760mmHg
• Flash Point: 38.3°C
• PSA: 0.00000
• Density: 0.879g/cm³
• LogP: 2.99870
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 136.125200510
• Heavy Atom Count: 10
• Complexity: 186

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2C(C2(C)C)CC1
• Isomeric SMILES: CC1=C[C@@H]2[C@@H](C2(C)C)CC1

Technology Process of (-)-2-Carene

There total 23 articles about (-)-2-Carene 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: 66.0%

cis-3,7-dimethyl-2,6-octadienal (106-26-3,96680-15-8) → 3,7,7-trimethylbicyclo[4.1.0]hept-2-ene (554-61-0,4497-92-1,53702-19-5,65878-59-3)

Guidance literature:

With amalgamated zinc; 1,2-bis-(chlorodimethylsilyl)ethane; In diethyl ether; for 36h; Heating;

DOI:10.1016/0040-4039(94)02410-D

Reference yield: 57.0%

3,7-dimethyl-2,6-octadienal (141-27-5,96680-15-8) → 3,7,7-trimethylbicyclo[4.1.0]hept-2-ene (554-61-0,4497-92-1,53702-19-5,65878-59-3)

Guidance literature:

With amalgamated zinc; 1,2-bis-(chlorodimethylsilyl)ethane; In diethyl ether; Heating;

DOI:10.1016/0040-4039(94)02410-D

Reference yield: 27.1%

3,7,7-trimethyl-cyclohepta-1,3,5-triene (3479-89-8) → 1,4,4-trimethylcycloheptane (2158-55-6) + 2-carene (554-61-0) + 1,5,5-trimethylcycloheptene (7348-54-1) + 1,4,4-trimethylcycloheptene (4755-36-6) + carane (554-59-6) + 3-carene (13466-78-9,19079-29-9)

Guidance literature:

With hydrogen; platinum; In hexane; at 20 - 22 ℃; Product distribution; various amounts of hydrogen;

DOI:10.1007/BF00575696

upstream raw materials:

3,7-dimethylocta-1,6-dien-3-ol

3-carene

3,7,7-trimethyl-cyclohepta-1,3,5-triene

4-hydroxymethyl-2-carene

Downstream raw materials:

1-methyl-4-isopropyl-1,3-cyclohexadiene

2,2-dimethylmalonic acid

terebic acid

4-methylisopropylbenzene

Refernces

• 1、 Julianto, Tatang Shabur,Jumina,Jojo, Hardjono Sastrohamid,Mustofa. "Solvent-free isomerization of 3-carene to 2-carene using Na/o-chlorotoluene catalyst in trans-isolimonene production". . p. 3107 - 3111. Retrieved 2018/01/17.
• 2、 Fuerstner, Alois,Hannen, Peter. "Platinum- and gold-catalyzed rearrangement reactions of propargyl acetates: Total syntheses of (-)-α-cubebene, (-)-cubebol, sesquicarene and related terpenes". . p. 3006 - 3019. Retrieved 2008/02/04.