10339-60-3

Basic information

• Product Name: (E)-3-decenol
• Synonyms: (E)-3-decenol;(E)-3-Decen-1-ol;trans-Slaterol;3-Decen-1-ol, (3E)-;Einecs 233-733-1;trans-3-Decen-1-ol;(E)-dec-3-en-1-ol
• CAS NO: 10339-60-3
• Molecular Formula: C₁₀H₂₀O
• Molecular Weight: 156.2652
• EINECS: 233-733-1
• Mol File: 10339-60-3.mol

Chemical Properties

• Boiling Point: 230.1°Cat760mmHg
• Flash Point: 86.5°C
• Appearance: /
• Density: 0.845g/cm³
• Vapor Pressure: 0.0128mmHg at 25°C
• Refractive Index: 1.453
• CAS DataBase Reference: (E)-3-decenol(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-3-decenol(10339-60-3)
• EPA Substance Registry System: (E)-3-decenol(10339-60-3)

Safety Data

• Hazardous Substances Data: 10339-60-3(Hazardous Substances Data)

Usage

Uses

Used in Food Industry:
(E)-3-decenol is used as a flavoring agent for its distinctive floral, waxy, and citrus-like aroma, enhancing the taste and appeal of various food products.
Used in Cosmetic and Personal Care Products:
(E)-3-decenol is used as a fragrance ingredient in cosmetic and personal care products, adding a pleasant scent and improving the sensory experience for consumers.
Used in Perfumery:
(E)-3-decenol is used in the production of perfumes, contributing to the creation of complex and long-lasting fragrances due to its unique odor profile.
Used in Soap and Detergent Production:
(E)-3-decenol is used in the formulation of soaps and detergents, providing a fresh and appealing scent while also offering antimicrobial and antifungal properties for added benefits.
Used in Insect Control Products:
(E)-3-decenol has insect repellent properties, making it a valuable component in insect control products to deter and protect against unwanted pests.
Used in Antimicrobial and Antifungal Applications:
(E)-3-decenol has been evaluated for its potential antimicrobial and antifungal properties, offering a natural alternative for inhibiting the growth of harmful microorganisms in various consumer products.

InChI:InChI=1/C10H20O/c1-2-3-4-5-6-7-8-9-10-11/h7-8,11H,2-6,9-10H2,1H3/b8-7+

Upstream product

• 111-71-7 heptanal 
• 51860-45-8 3-hydroxypropyltriphenylphosphonium bromide 
• 2430-93-5 (3E)-dec-3-enoic acid 
• 51721-39-2 3-decyn-1-ol 
• 51826-93-8 trans-3-decenoic acid methyl ester 
• 15469-77-9 dec-3-enoic acid 
• 111-87-5 octanol 
• 124-13-0 Octanal 
• 123612-45-3 Dec-3-ynyloxy-dimethyl-silane 
• 123612-46-4 3-Hept-(E)-ylidene-2,2-dimethyl-[1,2]oxasilolane 
• 150667-80-4 3-Decyn-1-yl tetrahydropyranyl ether 
• 84606-46-2 ammonium dec-3-enyl sulfate 
• 123612-47-5 (Z)-3-bromo-3-decen-1-ol 
• 3761-92-0 n-hexylmagnesium bromide 

Downstream Products

• 62936-12-3 dodec-5E-en-1-ol 
• 692753-40-5 (3S,4S)-3-(tert-butyldimethylsilyloxy)-4-(methoxymethoxy)-1-(1-phenyl-1H-tetrazole-5-sulfonyl)decane 
• 862907-37-7 (1S)-1-methoxymethoxy-1-[(4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]heptane 
• 692753-38-1 (3S,4S)-1-(4-methoxybenzyloxy)decane-3,4-diol 
• 862907-36-6 (1S)-1-[(4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]heptan-1-ol 
• 862907-38-8 (3S,4S)-4-(methoxymethoxy)-1-(1-phenyl-1H-tetrazole-5-sulfonyl)decan-3-ol 
• 862907-35-5 (E)-1-(4-methoxybenzyloxy)-3-decene 

Relevant articles and documents

Total synthesis of the proposed structure of trichodermatide A

A short total synthesis of the published structure of racemic trichodermatide A is reported. Our synthesis involves a Knoevenagel condensation/Michael addition sequence, followed by the formation of tricyclic hexahydroxanthene-dione and a diastereoselective bis-hydroxylation. The final product, the structure of which was confirmed by X-ray crystallography, has NMR spectra that are very similar, but not identical, to those of the isolated natural product. Quantum chemically computed 13C shifts agree well with the present NMR measurements. (Chemical Equation Presented).

A CONVENIENT METHOD FOR THE STEREOSPECIFIC SYNTHESIS OF (E)-3-ALKEN-1-OLS UTILIZING THE RING-OPENING REACTION OF 2,3-DIHYDROFURAN WITH ORGANOCUPRATES

(E)-3-Alken-1-ols were stereospecifically synthesized in good yields utilizing the regioselective nucleophilic ring-opening reaction of 2,3-dihydrofuran with several kinds of organocuprates under mild conditions.

Metal/Ammonia Reduction of Ethers of 3-Decyn-1-ol: Effects of Structure and Conditions on Cleavage and Rearrangement

Reduction of the THP, ethyl, tert-butyl and tert-butyldimethylsilyl (TBDMS) ethers of 3-decyn-1-ol with sodium in ammonia/THF results in extensive hydrogenolysis of the carbon-oxygen bond and concomitant bond migration, producing a mixture of 2- and 3-decenes and a very low yield of the desired (E)-homoallylic ether.Reduction in the presence of 2-methyl-2-propanol led to excellent yields of the desired (E)-3-decenol ethers.The 4- and 5-decyn-1-ol ethers were reduced normally to the (E)-decen-1-ol ethers except in the case of the TBDMS ethers which were cleaved to the (E)-alcohols under some of the reaction conditions.

INTRAMOLECULAR HYDROSILATION OF ACETYLENES: REGIOSELECTIVE FUNCTIONALIZATION OF HOMOPROPARGYL ALCOHOLS

Platinum-catalyzed intramolecular hydrosilation of hydrodimethylsilyl ethers of homopropargyl alcohols proceeds regioselectively in a 5-exo-dig mode.The resulting vinylsilanes can be transformed into 3-alkanon-1-ol and 3-bromo-3-alken-1-ol derivatives by H2O2 oxidation and bromine cleavage, respectively.

THE BETAIN-YLID ROUTE TO TRANS-ALKENOLS

The trans-selective variant of the Wittig reaction can be successfully applied to the synthesis of alkenol-type pheromones.

CYCLOALKYL-CONTAINING CARBOXYLIC ACIDS AND USES THEREOF

The present application discloses a compound of formula (I) or a salt thereof: (I) and compositions comprising such compound or salt thereof. The use of such compound, salt thereof or composition comprising same for treating anemia or leukopenia, fibrosis, cancer, hypertension and/or a metabolic condition in a subject is also disclosed.

Tandem IBX-Promoted Primary Alcohol Oxidation/Opening of Intermediate β,γ-Diolcarbonate Aldehydes to (E)-γ-Hydroxy-α,β-enals

A tandem IBX-promoted oxidation of primary alcohol to aldehyde and opening of intermediate β,γ-diolcarbonate aldehyde to (E)-γ-hydroxy-α,β-enal has been developed. Remarkably, the carbonate opening delivered exclusively (E)-olefin and no over-oxidation of γ-hydroxy was observed. The method developed has been extended to complete the stereoselective total synthesis of both (S)- and (R)-coriolides and d-xylo- and d-arabino-C-20 guggultetrols.

Influence of the chemical structure on odor qualities and odor thresholds in homologous series of alka-1,5-dien-3-ones, alk-1-en-3-ones, alka-1,5-dien-3-ols, and alk-1-en-3-ols

Odor qualities and odor thresholds in air in homologous series of synthesized alk-1-en-3-ols and alka-1,5-dien-3-ols and their corresponding ketones were evaluated by gas chromatography-olfactometry. In the series of the alk-1-en-3-ols and alk-1-en-3-ones the odor quality changed successively from pungent for the compounds with five carbon atoms via metallic, vegetable-like for the six- and seven-carbon odorants to mushroom-like for the compounds with eight and nine carbon atoms. With further increase in chain length the mushroom-like impression decreased and changed to citrus-like, soapy, or herb-like. In both series, two odor threshold minima were found for the six-carbon and also for the eight- and nine-carbon odorants, respectively. In contrast to this, the odor qualities in the series of the (Z)- and (E)-alka-1,5-dien-3-ols and their corresponding ketones did not change significantly with geranium-like, metallic odors and an increasing mushroom-like odor note with increasing chain length. The lowest thresholds were found for the eight- and nine-carbon (Z)-compounds, respectively.

Influence of the chemical structure on odor qualities and odor thresholds in homologous series of alka-1,5-dien-3-ones, alk-1-en-3-ones, alka-1,5-dien-3-ols, and alk-1-en-3-ols

Odor qualities and odor thresholds in air in homologous series of synthesized alk-1-en-3-ols and alka-1,5-dien-3-ols and their corresponding ketones were evaluated by gas chromatography-olfactometry. In the series of the alk-1-en-3-ols and alk-1-en-3-ones the odor quality changed successively from pungent for the compounds with five carbon atoms via metallic, vegetable-like for the six- and seven-carbon odorants to mushroom-like for the compounds with eight and nine carbon atoms. With further increase in chain length the mushroom-like impression decreased and changed to citrus-like, soapy, or herb-like. In both series, two odor threshold minima were found for the six-carbon and also for the eight- and nine-carbon odorants, respectively. In contrast to this, the odor qualities in the series of the (Z)- and (E)-alka-1,5-dien-3-ols and their corresponding ketones did not change significantly with geranium-like, metallic odors and an increasing mushroom-like odor note with increasing chain length. The lowest thresholds were found for the eight- and nine-carbon (Z)-compounds, respectively.

Stereoselective total synthesis of the nonenolide (+)-microcarpalide

The enantiomer [(+)-1] of the nonenolide natural product microcarpalide [(-)-1] has been prepared from (S)-malic acid (3) and 3-decyn-1-ol (11) via a sixteen step sequence involving, inter alia, two metathesis processes.