2-METHYLISOBORNEOL

Base Information

• Chemical Name: 2-METHYLISOBORNEOL
• CAS No.: 68330-43-8
• Molecular Formula: C11H20O
• Molecular Weight: 168.279
• Mol file: 68330-43-8.mol

Synonyms:(1R,2R,4R)1,2,7,7-TETRAMETHYL-BICYCLO[2.2.1]HEPTAN-2-OL;(R)-(-)-2-METHYL-EXO-ISOBORNEOL

Chemical Property of 2-METHYLISOBORNEOL

Chemical Property:

• PSA: 20.23000
• LogP: 2.58360
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

(-)-2-MethylIsoborneol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (-)-2-Methylisoborneol is a derivative of Camphor. (-)-2-Methylisoborneol is a flavor component of Robusta coffee resposible for the off-flavour aroma. (-)-2-Methylisoborneol is a derivative of Camphor (1) (C165805). (-)-2-Methylisoborneol is a flavor component of Robusta coffee responsible for the off-flavour aroma (2). Drinking water contaminant candidate list 3 (CCL 3) compound as per United States Environmental Protection Agency (EPA). Environmental contaminants; Food contaminants.

Technology Process of 2-METHYLISOBORNEOL

There total 19 articles about 2-METHYLISOBORNEOL 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: 91.0%

methyl magnesium iodide (917-64-6) + (1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one (464-49-3,68546-28-1) → (+)-R-methylisoborneol (68330-43-8,812697-60-2)

Guidance literature:

With cerium(III) chloride; In tetrahydrofuran; for 3h; Ambient temperature;

DOI:10.1016/S0040-4039(00)73475-7

Reference yield: 80.0%

C11H18O (861219-89-8) → (+)-R-methylisoborneol (68330-43-8,812697-60-2)

Guidance literature:

With hydrogen; platinum(IV) oxide; In acetic acid; for 2h;

DOI:10.1021/ol051141e

Reference yield: 75.0%

methyl bromide (74-83-9) + (1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one (464-49-3,68546-28-1) → (+)-R-methylisoborneol (68330-43-8,812697-60-2)

Guidance literature:

With magnesium; In tetrahydrofuran; for 24h; Heating;

DOI:10.1016/S0040-4020(01)91437-1

upstream raw materials:

methyl magnesium iodide

(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

methylmagnesium bromide

methyllithium

Downstream raw materials:

3-ethyl-2,5-dimethylfuran

campholenyc aldehyde

(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

2,6-dimethyl-2,4-heptadiene

Refernces

• 1、 Dimitrov, Vladimir,Kostova, Kalina,Genov, Miroslav. "Anhydrous cerium(III) chloride - Effect of the drying process on activity and efficiency". . p. 6787 - 6790. Retrieved 1996.
• 2、 Chou, Wayne K.W.,Gould, Colin A.,Cane, David E.. "Incubation of 2-methylisoborneol synthase with the intermediate analog 2-methylneryl diphosphate". . p. 625 - 631. Retrieved 2017/05/29.
• 3、 Li, Wei-Dong Z.,Yang, Yu-Rong. "Unusual cyclopropanation of 9-bromocamphor derivatives: A novel formal C(1)-C(7) bond cleavage of camphor". . p. 3107 - 3110. Retrieved 2007/10/03.