Cyclohexene, 1-methyl-4-(1-methylethyl)-, (R)-

Base Information

• Chemical Name: Cyclohexene, 1-methyl-4-(1-methylethyl)-, (R)-
• CAS No.: 1195-31-9
• Molecular Formula: C10H18
• Molecular Weight: 138.253
• Hs Code.: 2902199090
• European Community (EC) Number: 214-794-3
• DSSTox Substance ID: DTXSID90904381
• Nikkaji Number: J95.917K
• Wikidata: Q81983162
• Mol file: 1195-31-9.mol

Synonyms:(+)-p-menth-1-ene;p-menth-1-ene

Chemical Property of Cyclohexene, 1-methyl-4-(1-methylethyl)-, (R)-

Chemical Property:

• Vapor Pressure: 1.5mmHg at 25°C
• Refractive Index: n20/D 1.457
• Boiling Point: 176°Cat760mmHg
• Flash Point: 43.3°C
• PSA: 0.00000
• Density: 0.813g/cm³
• LogP: 3.38880
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 138.140850574
• Heavy Atom Count: 10
• Complexity: 131

Purity/Quality:

98%,99%, ^*data from raw suppliers

Cyclohexene,1-methyl-4-(1-methylethyl)-,(R)- ^*data from reagent suppliers

Safty Information:

• Statements: 10

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CCC(CC1)C(C)C
• Isomeric SMILES: CC1=CC[C@@H](CC1)C(C)C

Technology Process of Cyclohexene, 1-methyl-4-(1-methylethyl)-, (R)-

There total 25 articles about Cyclohexene, 1-methyl-4-(1-methylethyl)-, (R)- 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: 94.0%

D-limonene (5989-27-5,555-08-8,8022-90-0,9003-73-0,95327-98-3) → trans-1,4-menthane (1678-82-6) + cis-1-isopropyl-4-methyl-cyclohexane (6069-98-3) + (+)-p-menth-1-ene (1195-31-9,5502-88-5,34363-01-4)

Guidance literature:

With hydrogen; 2; In neat (no solvent);

DOI:10.1021/ja00312a052

Reference yield: 80.0%

Phosphoric acid diethyl ester (R)-5-isopropyl-2-methyl-cyclohex-1-enyl ester (61530-99-2) → (+)-p-menth-1-ene (1195-31-9,5502-88-5,34363-01-4)

Guidance literature:

With ammonia; lithium; In tetrahydrofuran; 1) -78 deg C, 0.5h, 2) reflux;

DOI:10.1021/jo00001a069

Reference yield: 65.0%

D-limonene (5989-27-5,555-08-8,8022-90-0,9003-73-0,95327-98-3) → Menthane (99-82-1,1678-82-6,6069-98-3,129939-70-4,129939-71-5) + 4-isopropenyl-1-methylcyclohexane (6252-33-1) + (+)-p-menth-1-ene (1195-31-9,5502-88-5,34363-01-4)

Guidance literature:

With nickel dichloride; zinc; In methanol; 2-methoxy-ethanol; at 50 ℃; for 13h;

DOI:10.1016/S0040-4020(02)00492-1

upstream raw materials:

dihydromyrcene

D-limonene

Phosphoric acid diethyl ester (R)-5-isopropyl-2-methyl-cyclohex-1-enyl ester

endo-9-bromobornan-2-ol mesylate

Downstream raw materials:

1ref-Methyl-2-trans-acetonyl-4-trans-isopropyl-cyclohexan

p-menth-1-ene

carvotanacetone

piperitone

Refernces

• 1、 Newhall. "". . p. 1274. Retrieved 1958.
• 2、 Bogel-Lukasik, Ewa,Bogel-Lukasik, Rafal,Da Ponte, Manuel Nunes. "Pt- and Pd-catalysed limonene hydrogenation in high-density carbon dioxide". . p. 1361 - 1369. Retrieved 2009.
• 3、 Smith,Fuzek,Meriwether. "-". . p. 3765,3766. Retrieved 1949.
• 4、 Lan, Yu,Liu, Qiang,Liu, Shihan,Liu, Xufang,Rong, Xianle. "Cobalt-Catalyzed Desymmetric Isomerization of Exocyclic Olefins". . p. 20633 - 20639. Retrieved 2021/12/17.
• 5、 Beller, Matthias,Feng, Lu,Gao, Jie,Jackstell, Ralf,Jagadeesh, Rajenahally V.,Liu, Yuefeng,Ma, Rui. "Ambient Hydrogenation and Deuteration of Alkenes Using a Nanostructured Ni-Core–Shell Catalyst". supporting information. p. 18591 - 18598. Retrieved 2021/06/28.