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:

• General Description: 2-Methylisoborneol is a volatile compound produced by bacteria, including myxobacteria like *Nannocystis exedens*, and is known for causing undesirable off-flavors in food. It is biosynthesized through the methylation of geranylpyrophosphate (GPP) by *S*-adenosylmethionine (SAM), followed by cyclization, a pathway that represents a unique natural methylation of GPP.

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