79646-41-6

Basic information

• Product Name: 1-Nonen-3-ol, (R)-
• CAS NO: 79646-41-6
• Molecular Formula: C9H18O
• Molecular Weight: 142.241
• Mol File: 79646-41-6.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: 1-Nonen-3-ol, (R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Nonen-3-ol, (R)-(79646-41-6)
• EPA Substance Registry System: 1-Nonen-3-ol, (R)-(79646-41-6)

Safety Data

• Hazardous Substances Data: 79646-41-6(Hazardous Substances Data)

Usage

Chemical Class

1-Nonen-3-ol, (R)belongs to the class of unsaturated alcohols, which are organic compounds with a carbon-carbon double bond and a hydroxyl (OH) group.

Physical Properties

It is a colorless liquid with a fruity, floral, and fatty odor.

Natural Occurrence

1-Nonen-3-ol, (R)is found in a variety of natural sources, such as tomatoes, raspberries, beer, and other fruits and alcoholic beverages.

Industrial Applications

It is used as a flavoring agent in the food and beverage industry and as a fragrance component in perfumes and other personal care products.

Biological Activities

1-Nonen-3-ol, (R)has been studied for its potential antimicrobial and insect-repellent properties, indicating its possible use in the field of pest control and infectious disease prevention.

Versatility

1-Nonen-3-ol, (R)is a versatile compound with a wide range of applications in different industries, such as food, beverage, perfumery, and personal care products.

Upstream product

• 108-05-4 vinyl acetate 
• 21964-44-3 non-1-en-3-ol 
• 111-71-7 heptanal 
• 133910-80-2 (R)-1-(trimethylsilyl)-1-nonyn-3-ol 
• 73501-37-8 (R)-(+)-non-1-yn-3-ol 
• 1384108-73-9 C₉H₁₇O₄S^(1-)*Na⁽¹⁺⁾ 
• 1384108-46-6 C₉H₁₇O₄S^(1-)*Na⁽¹⁺⁾ 
• 107796-94-1 [(2S,3S)-3-hexyloxiran-2-yl]methanol 
• 108439-01-6 (R)-3-((R)-1-Vinyl-heptyloxy)-butyric acid 
• 108438-97-7 (R)-2-(1-hexyl)-(R)-6-methyl-1,3-dioxan-4-one 
• 107796-93-0 [(2R,3R)-3-hexyloxiran-2-yl]methanol 
• 14861-06-4 vinyl 2-butenoate 
• 147048-01-9 (2R,trans)-3-hexyloxiranemethyl tosylate 
• 108439-10-7 (R)-3-((R)-1-Vinyl-heptyloxy)-butyric acid methyl ester 

Relevant articles and documents

A general asymmetric synthesis of (R)-Matsutakeol and flavored analogs

An efficient and practical synthetic route toward chiral matsutakeol and analogs was developed by asymmetric addition of terminal alkyne to aldehydes. (R)-matsutakeol and other flavored substances were feasibly synthesized from various alkylaldehydes in high yield (up to 49.5%, in three steps) and excellent enantiomeric excess (up to >99%). The protocols may serve as an alternative asymmetric synthetic method for active small-molecule library of natural fatty acid metabolites and analogs. These chiral allyl alcohols are prepared for food analysis and screening insect attractants.

Highly efficient kinetic resolution of allylic alcohols with terminal double bond

In this study, the lipase-catalyzed kinetic resolution (Novozyme 435) was employed to prepare chiral allylic alcohols and acetates with terminal double bonds in enantiomeric excesses ranging from 94 to >99 %.

Chemoenzymatic synthesis of optically active γ-alkyl-γ-butenolides

rac-Hept-1-en-3-ol 4 was subjected to an enantioselective esterification in the presence of Novozyme 435 and vinyl crotonate as the acyl donor to give (3S)-oct-1-en-3-yl crotonate 7 in >99% ee and (3R)-alcohol 4 in 99% ee. The E-value of this enzymatic reaction was found to be >1000. The (S)-crotonic ester 7 was converted by ring-closing metathesis (RCM) using Grubbs' catalyst to give (S)-oct-2-en-4-olide 1 in 96% yield while keeping the high enantiomeric excess.