Cyclohexanecarboxylic acid, 2,2-dimethyl-6-methylene-, methyl ester

Base Information

• Chemical Name: Cyclohexanecarboxylic acid, 2,2-dimethyl-6-methylene-, methyl ester
• CAS No.: 81752-87-6
• Deprecated CAS: 88218-60-4
• Molecular Formula: C11H18O2
• Molecular Weight: 182.263
• European Community (EC) Number: 432-350-9,617-257-5
• DSSTox Substance ID: DTXSID7051399
• Nikkaji Number: J2.209.180H
• Mol file: 81752-87-6.mol

Synonyms:81752-87-6;Cyclohexanecarboxylic acid, 2,2-dimethyl-6-methylene-, methyl ester;EC 432-350-9;methyl 2,2-dimethyl-6-methylidenecyclohexane-1-carboxylate;methyl 2,2-dimethyl-6-methylenecyclohexanecarboxylate;Romascone;METHYL-2,2-DIMETHYL-6-METHYLENE-1-CYCLOHEXANECARBOXYLATE;Methyl-.gamma.-Cyclogeranate;SCHEMBL755859;DTXSID7051399;methyl 2,2-dimethyl-6-methylene-1-cyclohexanecarboxylate;2,2-Dimethyl-6-methylenecyclohexanecarboxylic acid methyl ester

Chemical Property of Cyclohexanecarboxylic acid, 2,2-dimethyl-6-methylene-, methyl ester

Chemical Property:

• Vapor Pressure: 0.146mmHg at 25°C
• Boiling Point: 215.6±29.0 °C(Predicted)
• PSA: 26.30000
• Density: 0.95±0.1 g/cm3(Predicted)
• LogP: 2.54190
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 182.130679813
• Heavy Atom Count: 13
• Complexity: 228

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCCC(=C)C1C(=O)OC)C

Technology Process of Cyclohexanecarboxylic acid, 2,2-dimethyl-6-methylene-, methyl ester

There total 22 articles about Cyclohexanecarboxylic acid, 2,2-dimethyl-6-methylene-, methyl ester 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: 90.0%

methyl (Z)-7-methyl-3-((trimethylsilyl)methyl)octa-2,6-dienoate (81752-85-4) → methyl (+/-)-2,2-dimethyl-6-methylene-1-cyclohexanecarboxylate (81752-87-6)

Guidance literature:

With tin(IV) chloride; In dichloromethane; at 0 ℃;

DOI:10.1139/v82-098

Reference yield: 15.0%

methyl (Z)-7-methyl-3-((trimethylsilyl)methyl)octa-2,6-dienoate (81752-85-4) → methyl 2,6,6-trimethyl-cyclohex-2-en-1-yl carboxylate (28043-10-9) + methyl (+/-)-2,2-dimethyl-6-methylene-1-cyclohexanecarboxylate (81752-87-6) + (Z)-7-Chloro-7-methyl-3-trimethylsilanylmethyl-oct-2-enoic acid methyl ester (88218-64-8)

Guidance literature:

With tin(IV) chloride; In dichloromethane; water; at -23 ℃; for 2h;

Reference yield: 10.0%

methyl (Z)-7-methyl-3-((trimethylsilyl)methyl)octa-2,6-dienoate (81752-85-4) → methyl 3-methylene-7-methyl-6-octenoate (55298-92-5) + methyl 2,6,6-trimethyl-cyclohex-2-en-1-yl carboxylate (28043-10-9) + methyl (+/-)-2,2-dimethyl-6-methylene-1-cyclohexanecarboxylate (81752-87-6)

Guidance literature:

With boron trifluoride diethyl etherate; acetic acid; In dichloromethane; at 25 ℃; for 3h;

upstream raw materials:

(1-hydroxy-2-methoxycarbonyl-3,3-dimethyl-cyclohexyl)-acetic acid methyl ester

methyl (Z)-7-methyl-3-((trimethylsilyl)methyl)octa-2,6-dienoate

methyl geranate

6,6-dimethyl-2-methyl-1-cyclohexene-1-carboxylic acid methyl ester

Downstream raw materials:

4-(2',2'-dimethyl-6'-methylidenecyclohexyl)-1,6-heptadien-4-ol

cis-6,6-Dimethyl-2-methylen-1-crotonoyl-cyclohexan

2-methylene-6,6-dimethyl-1-[but-2-enoyl]-cyclohexane

1-(2'-2'-dimethyl-6'-methylidenecyclohexyl)-3-buten-1-one