30390-50-2

Basic information

• Product Name: DECENAL
• Synonyms: 4-Decenal
• CAS NO: 30390-50-2
• Molecular Formula: C₁₀H₁₈O
• Molecular Weight: 154.25
• Mol File: 30390-50-2.mol
• Article Data: 10

Chemical Properties

• Melting Point: -16°C (estimate)
• Boiling Point: 200℃
• Flash Point: 81℃
• Appearance: /
• Density: 0.835
• Refractive Index: 1.4450
• CAS DataBase Reference: DECENAL(CAS DataBase Reference)
• NIST Chemistry Reference: DECENAL(30390-50-2)
• EPA Substance Registry System: DECENAL(30390-50-2)

Safety Data

• Hazardous Substances Data: 30390-50-2(Hazardous Substances Data)

Usage

Description

DECENAL, also known as 4-Decenal, is a compound that is formed in the auto-oxidation of lipids and can be found in grilled beef and soybeans. It possesses a strong orange-like, fatty odor and is characterized by its unique chemical properties.

Uses

Used in Flavor Industry:
DECENAL is used as a flavoring agent for its strong orange-like, fatty odor. This characteristic makes it a valuable addition to the flavor industry, where it can be used to enhance the aroma of various food products.
Used in Fragrance Industry:
Due to its distinct and pleasant odor, DECENAL can also be utilized in the fragrance industry. It can be incorporated into perfumes, colognes, and other scented products to provide a unique and appealing fragrance.
Used in Cosmetics Industry:
The strong orange-like, fatty odor of DECENAL can be employed in the cosmetics industry to add a specific scent to various products such as lotions, creams, and body washes. This can help create a more enjoyable user experience and make the products more appealing to consumers.
Used in Research and Development:
DECENAL's unique chemical properties and occurrence in auto-oxidation of lipids make it an interesting compound for research and development purposes. It can be studied to better understand the chemical processes involved in lipid oxidation and potentially lead to the development of new products or applications in various industries.

Preparation

From 1-octen-3-ol and vinyl ethyl ether in the presence of p-methylbenzene sulfonic acid.

Upstream product

• 57074-37-0 (Z)-4-decen-1-ol 
• 68133-80-2 1,1-dimethoxy-4Z-decene 
• 82861-01-6 1,1-dimethoxy-8-tosyloxy-(4Z)-octene 
• 7367-84-2 (Z)-4-decenoic acid ethyl ester 
• 66-25-1 hexanal 
• 69222-06-6 4-decyne-1-ol 
• 25152-84-5 trans,trans-2,4-decadienal 
• 4762-26-9 hexyltriphenylphosphonium bromide 
• 16666-79-8 hexylidenetriphenylphosphoran 

Downstream Products

• 28380-08-7 ethyl trans-2, cis-6-dodecadienoate 
• 275376-83-5 ((E)-1-Benzenesulfonyl-dec-4-enyl)-carbamic acid benzyl ester 
• 505-90-8 (Z)-dec-4-enoic acid 
• 854001-04-0 (Z)-1-Phenyl-dec-4-en-1-ol 
• 57074-37-0 (Z)-4-decen-1-ol 
• 854000-82-1 (S)-1-((S)-5-Phenyl-tetrahydro-furan-2-yl)-hexan-1-ol 
• 21944-96-7 (Z)-undec-5-en-2-one 
• 67634-08-6 1-acetoxy-1-(2'-tetrahydrofuryl)hexane 
• 68480-13-7 threo-1-(2-tetrahydrofuranyl)hexan-1-ol 
• 802909-30-4 C₃₁H₃₈N₂O₇ 
• 802909-34-8 C₃₂H₃₈N₂O₇ 

Relevant articles and documents

A Simple, Mild and General Oxidation of Alcohols to Aldehydes or Ketones by SO2F2/K2CO3 Using DMSO as Solvent and Oxidant

A practical, general and mild oxidation of primary and secondary alcohols to carbonyl compounds proceeds in yields of up to 99% using SO2F2 as electrophile in DMSO as both the oxidant and the solvent at ambient temperature. No moisture- and oxygen-free conditions are required. Stoichiometric amount of inexpensive K2CO3, which generates easy to separate by-products, is used as the base. Thus, 5-gram scale runs proceeded in nearly quantitative yields by a simple filtration as the work-up. The use of a polar solvent such as DMSO, which usually promotes competing Pummerer rearrangement, is also noteworthy. This protocol is compatible with a variety of common N-, O-, and S-functional groups on (hetero)arene, alkene and alkyne substrates (68 examples). The protocol was applied (99% yield) to a formal synthesis of the important cholesterol-lowering drug Rosuvastatin. (Figure presented.).

Synthesis of (4: E,6 Z,10 Z)-hexadeca-4,6,10-trien-1-ol and (4 E,6 E,10 Z)-hexadeca-4,6,10-trien-1-ol, the pheromone components of cocoa pod borer moth Conopomorpha cramerella

A concise and efficient synthesis of the pheromone components of the cocoa pod borer moth, namely (4E,6Z,10Z)-hexadeca-4,6,10-trien-1-ol and (4E,6E,10Z)-hexadeca-4,6,10-trien-1-ol, starting from commercially available materials, was reported. The overall yield was 30.4% and 27.4%, respectively. The stereoselective formation of (E,Z)- or (E,E)-conjugated double bond relied on Sonogashira coupling with (E)-5-bromopent-4-en-1-ol prepared from (E)-5-bromopent-4-enal and the stereoselective hydrogenation of the enyne, while the 10Z-double bond was formed by Wittig reaction from 4-hydroxybutanal and n-hexyltriphenylphosphonium bromide.

Total synthesis of (8S,11R,12R)- and (8R,11R,12R)-topsentolide B 2 diastereomers and assignment of the absolute configuration

An improved total synthesis of (8S,11R,12R)- and (8R,11R,12R)-topsentolide B2 diastereomers has been completed in eight steps with overall yields of 10.2% and 10.4%, respectively. The key steps involve a regioselective asymmetric dihydroxylation, diastereoselective Roush allylation, and ring closing metathesis. The stereochemistry of natural topsentolide B2 has been determined to be (8S,11R,12R) by comparison of the specific rotation.