1119-38-6

Basic information

• Product Name: [S-(E)]-3,7,11-trimethyldodeca-1,6,10-trien-3-ol
• Synonyms: [S-(E)]-3,7,11-trimethyldodeca-1,6,10-trien-3-ol;(3S,6E)-3,7,11-trimethyl-1,6,10-Dodecatrien-3-ol;1,6,10-Dodecatrien-3-ol,3,7,11-trimethyl-,(3S,6E)-;3,7,11-trimethyl- [s-(e)]-10-dodecatrien-3-ol;(3S,6E)-nerolidol
• CAS NO: 1119-38-6
• Molecular Formula: C₁₅H₂₆O
• Molecular Weight: 222.36634
• EINECS: 214-276-7
• Mol File: 1119-38-6.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 276°Cat760mmHg
• Flash Point: 109.9°C
• Appearance: /
• Density: 0.869g/cm³
• Vapor Pressure: 0.000616mmHg at 25°C
• Refractive Index: 1.479
• PKA: 14.40±0.29(Predicted)
• CAS DataBase Reference: [S-(E)]-3,7,11-trimethyldodeca-1,6,10-trien-3-ol(CAS DataBase Reference)
• NIST Chemistry Reference: [S-(E)]-3,7,11-trimethyldodeca-1,6,10-trien-3-ol(1119-38-6)
• EPA Substance Registry System: [S-(E)]-3,7,11-trimethyldodeca-1,6,10-trien-3-ol(1119-38-6)

Safety Data

• Hazardous Substances Data: 1119-38-6(Hazardous Substances Data)

Usage

Description

[S-(E)]-3,7,11-trimethyldodeca-1,6,10-trien-3-ol, also known as trans-(S)-Nerolidol, is an isoprene-related compound with the (3S,6E)-isomer of nerolidol. It is a sesquiterpene alcohol that exhibits various biological activities and has potential applications in different industries.

Uses

Used in Pest Control:
In the Pest Control Industry, [S-(E)]-3,7,11-trimethyldodeca-1,6,10-trien-3-ol is used as an antifeeding agent for gypsy moth larvae. Its application helps in reducing the damage caused by these pests to crops and forests, making it a valuable tool in integrated pest management strategies.
Used in Fragrance Industry:
[S-(E)]-3,7,11-trimethyldodeca-1,6,10-trien-3-ol is used as a fragrance ingredient in the perfumery and cosmetics industry. Its pleasant scent and ability to blend well with other fragrance components make it a popular choice for creating various fragrance profiles.
Used in Pharmaceutical Industry:
In the Pharmaceutical Industry, [S-(E)]-3,7,11-trimethyldodeca-1,6,10-trien-3-ol has potential applications in drug development due to its biological activities. Its sesquiterpene alcohol structure may be utilized in the synthesis of new drugs or as a starting material for the development of novel therapeutic agents.
Used in Cosmetics Industry:
[S-(E)]-3,7,11-trimethyldodeca-1,6,10-trien-3-ol is used as an ingredient in the cosmetics industry, where it can be found in various skincare and hair care products. Its moisturizing and emollient properties contribute to the overall effectiveness of these products, providing benefits such as improved skin hydration and hair conditioning.
Used in Flavor Industry:
In the Flavor Industry, [S-(E)]-3,7,11-trimethyldodeca-1,6,10-trien-3-ol is used as a flavoring agent for the food and beverage industry. Its unique taste and aroma profile can be used to enhance the flavor of various products, making it a valuable addition to the flavorist's toolbox.

InChI:InChI=1/C15H26O/c1-6-15(5,16)12-8-11-14(4)10-7-9-13(2)3/h6,9,11,16H,1,7-8,10,12H2,2-5H3/b14-11+/t15-/m1/s1

Upstream product

• 132407-54-6 9-phenylsulfonyl nerolidol 
• 85431-78-3 (2S,3S)-2-((E)-4,8-Dimethyl-nona-3,7-dienyl)-3-iodomethyl-2-methyl-oxirane 
• 106-28-5 Farnesol 
• 85431-77-2 Toluene-4-sulfonic acid (2R,3S)-3-((E)-4,8-dimethyl-nona-3,7-dienyl)-3-methyl-oxiranylmethyl ester 
• 85505-95-9 (2R,3R)-3-((E)-4,8-dimethylnona-3,7-dien-1-yl)-3-methyloxiran-2-yl-methanol 
• 126-91-0 linalool 
• 132407-50-2 (R)-tert-butyl((3,7-dimethylocta-1,6-dien-3-yl)oxy)dimethylsilane 
• 132407-51-3 (E)-(R)-6-(tert-Butyl-dimethyl-silanyloxy)-2,6-dimethyl-octa-2,7-dien-1-ol 
• 132407-52-4 tert-Butyl-((E)-(R)-6-chloro-1,5-dimethyl-1-vinyl-hex-4-enyloxy)-dimethyl-silane 
• 132407-53-5 (3R)-9-phenylsulfonyl nerolidol TBDMS ether 
• 40716-67-4 (3RS)-nerolidyl diphosphate 
• 372-97-4 farnesyl pyrophosphate 
• 85431-78-3 (2R,3R)-epoxyfarnesyl iodide 
• 147127-73-9 (2R,3R)-epoxyfarnesyl tosylate 

Downstream Products

• 7278-65-1 3,7,11-trimethyldodecanol-3 
• 3891-98-3 2,6,10-trimethyldodecane 
• 24163-93-7 farnesyl bromide 
• 59403-81-5 β-snyderol 
• 59403-83-7 α-snyderol 
• 626-95-9 1,4-Pentanediol 
• 57624-95-0 (S)-2-methyl-1,2,5-pentanetriol 
• 62078-13-1 (+)-3β-bromo-8-epicaparrapi oxide 
• 502-67-0 Farnesal 
• 111-02-4 2,6,10,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaene 
• 19945-61-0 (E)-4,8-dimethylnona-1,3,7-triene 
• 564-20-5 (3aR)-(+)-sclareolide 
• 6809-52-5 6,10,14,18-tetramethyl-5,9,13,17-nonadecatetaene-2-one 
• 1113-21-9 (6E,10E)-geranyllinalool 

Relevant articles and documents

Biomimetic total synthesis of (-)-neroplofurol and (+)-ekeberin D4triggered by hydrolysis of terminal epoxides

To accumulate the chemi cal basis of epoxide-opening cascade biogenesis, chemical syntheses of sesqui- and triterpenoids were performed. The biomi metic total syntheses of (-)-neroplofurol (1) and (+)-ekeberin D4(2) were accomplished by protic acid-catalyzed hydrolysis of the terminal epoxide from nerolidol diepoxide 3 and squalene tetraepoxide 4 through single and double 5-exo cyclizations in intermediates 5 and 6, respectively. This chemical reaction mimics the direct hydrolysis mechanism of epoxide hydrol ases, enzymes that catalyze an epoxide-opening reaction to finally produce vicinal diols.

Isotope sensitive branching and kinetic isotope effects to analyse multiproduct terpenoid synthases from Zea mays

Multiproduct terpene synthases TPS4-B73 and TPS5-Delprim from Zea mays exhibit isotopically sensitive branching in the formation of mono- and sesquiterpene volatiles. The impact of the kinetic isotope effects and the stabilization of the reactive intermediates by hyperconjugation along with the shift of products from alkenes to alcohols are discussed.

Biosynthesis of the sesquiterpene antibiotic albaflavenone in streptomyces coelicolor. mechanism and stereochemistry of the enzymatic formation of epi-isozizaene

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