29210-77-3

Usage

Type of compound

diol (contains two hydroxyl groups)

Substitution

two methyl groups at the 2 and 6 positions

Derivative of

oct-7-ene

Usage

synthetic intermediate in organic chemistry

Applications

production of pharmaceuticals, agrochemicals, and other fine chemicals

Potential

medicinal and industrial chemistry applications

InChI:InChI=1S/C10H20O2/c1-5-10(4,12)8-6-7-9(2,3)11/h5,11-12H,1,6-8H2,2-4H3

Upstream product

• 92857-43-7 2,6-dimethyl-6-tetrahydropyran-2-yloxy-oct-7-en-2-ol 
• 41610-76-8 1-(3,4-epoxy-4-methylpentyl)-1-methylallyl acetate 
• 105-87-3 3,7-dimethyl-2E,6-octadien-1-yl acetate 
• 115-95-7 linalool acetate 
• 29171-20-8 3,7-dimethyloct-6-en-1-yn-3-ol 
• 29210-76-2 2,6-dimethyloct-7-yne-2,6-diol 

Downstream Products

• 7392-19-0 2-vinyl-2,6,6-trimethyl-3,4,5,6-tetrahydro-2H-pyran 
• 762-26-5 (E/Z)-5,9-dimethyldeca-4,8-dienal 
• 68844-98-4 (E/Z)-5,9-dimethyldeca-4,9-dienal 

Relevant academic research and scientific papers

NEW LINALOOL DERIVATIVES IN MUSCAT OF ALEXANDRIA GRAPES AND WINES

The CHCl3 extract of Muscat of Alexandria grapes as well as extracts of wines made from these grapes were found to contain 3,7-dimethyloct-1-en-3,6,7-triol, 3,7-dimethyloct-1-en-3,7-diol, 3,7-dimethyloct-1,7-dien-3,6-diol and 3,7-dimethylocta-1,5-dien-3,7-diol. - Key Word Index: Vitis vinifera; Muscat of Alexandria; grapes; wine; acyclic monoterpenoids; 3,7-dimethyloct-1-en-3,6,7-triol; 3,7-dimethyloct-1-en-3,7-diol; 3,7-dimethylocta-1,7-dien-3,6-diol; 3,7-dimethylocta-1,5-dien-3,7-diol.

IMPROVEMENTS IN OR RELATING TO ORGANIC COMPOUNDS

5, 9-dimethyl-9-hydroxy-decen-4-al, having the formula (I).

Biotransformation of (-)-dihydromyrcenyl acetate using the plant parasitic fungus Glomerella cingulata as a biocatalyst

The microbial transformation pf (-)-dihydromyrcenyl acetate was investigated using the plant parasitic fungus Glomerella cingulata. As a result, (-)-dihydromyrcenyl acetate was converted to dihydromyrcenol, 3,7-dihydroxy-3,7-dimethyl-1-octene-7-carboxylate, 3,7-dihydroxy-3,7-dimethyl-1-octene, 3,7-dimethyloctane-1,2,7-triol-7-carboxylate, and 3,7-dimethyloctane-1,2,7-triol. In addition, microbial transformation of dihydromyrcenol by G. cingulata was carried out. The metabolic pathway of (-)-dihydromyrcenyl acetate is discussed.

(S)-3,7-Dimethyl-5-octene-1,7-diol and Related Oxygenated Monoterpenoids from Petals of Rosa damascena Mill

The methanolic extract obtained from rose flowers was subjected to XAD-2 adsorption chromatography. Prefractionation of the methanolic eluate using multilayer coil countercurrent chromatography (MLCCC) yielded five subfractions. From the least polar subfraction V, a major amount of the key odorants of rose oil, that is, isomeric rose oxides 1a/b, was liberated upon heat treatment at pH 2.5. Further Chromatographic workup of fraction V led, for the first time, to the identification of the genuine rose oxide precursor (S)-3,7-dimethyl-5-octene-1,7-diol (2). In addition to diol 2, the following monoterpene diols have been identified: 3,7-dimethyl-7-octene-1,6-diol (3), 2,6-dimethyl-1,7-octadiene-3,6-diol (4), (2E,5E)-3,7-dimethyl-2,5-octadiene-1,7-diol (5), (2E)-3,7-dimethyl-2,7-octadiene-1,6-diol (6), (2Z,5E)-3,7-dimethyl-2,5-octadiene-1,7-diol (7), (2Z)-3,7-dimethyl-2,7-octadiene-1,6-diol (8), (Z)-2,6-dimethyl-2-octene-1,8-diol (9), (E)-2,6-dimethyl-2-octene-1,8-diol (10), (Z)-2,6-dimethyl-2,7-octadiene-1,6-diol (11), (E)-2,6-dimethyl-2,7-octadiene-1,6-diol (12), (2E,6E)-2,6-dimethyl-2,6-octadiene-1,8-diol (13), (2E,6Z)-2,6-dimethyl-2,6-octadiene-1,8-diol (14), 2,6-dimethyloctane-1,8-diol (15), 2,6-dimethyl-7-octene-1,6-diol (16), (E)-3,7-dimethyl-2-octene-1,8-diol (17), (Z)-3,7-dimethyl-2-octene-1,8-diol (18), 3,7-dimethyloctane-1,7-diol (19), 2,6-dimethyl-7-octene-2,6-diol (20), 3,7-dimethyl-6-octene-1,3-diol (21) and (2E)-3,7-dimethyl-2,6-octadiene-1,4-diol (22).

Micellar-Induced Selectivity and Rate Enhancement in the Acid-Catalyzed Cyclization and Rearrangement of Monoterpenes. The Solvolysis of Linalyl and Geranyl Acetates

The monoterpene linalyl acetate (1) undergoes acid-catalyzed solvolysis/cyclization at pH 3 in HCl/citrate buffer to yield three major acyclic alcohols, geranol (2), linalool (3), and nerol (4), and one cyclic alcohol, α-terpineol (5).The acyclic/cyclic alcohol ratio is 2.7 in no sodium dodecyl sulfate (SDS) controls after ca. 3 half-lives, compared to 8.5 when the reaction is carried out in a SDS micelle.No micellar rate effect was observed.The SDS-induced selectivity is explained in terms of the micelle-favoring acyclic conformers of linalyl acetate.In contrast to linalyl acetate, solvolysis of geranyl acetate (6) in the SDS micelle at pH 2 gives little product selectivity but yields a 7-fold rate effect relative to no SDS controls.This rate effect results in very different product distributions after 90percent completion of the reaction.The observed SDS rate effect for geranyl acetate is compatible with a difference in solvolysis mechanism for linalyl and geranyl acetate.