65405-70-1

Basic information

• Product Name: TRANS-4-DECEN-1-AL
• Synonyms: (e)-4-decena;(E)-4-Decenal;4-Decenal, (E)-;4-trans-Decenal;FEMA 3264;TRANS-4-DECEN-1-AL;TRANS-4-DECENAL;TRANSDECENAL
• CAS NO: 65405-70-1
• Molecular Formula: C₁₀H₁₈O
• Molecular Weight: 154.25
• EINECS: 265-741-6
• Mol File: 65405-70-1.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 90-100 °C (15 mmHg)
• Flash Point: 78 °C
• Appearance: /
• Density: 0.842
• Vapor Pressure: 12.8Pa at 20℃
• Refractive Index: 1.442
• BRN: 4230058
• CAS DataBase Reference: TRANS-4-DECEN-1-AL(CAS DataBase Reference)
• NIST Chemistry Reference: TRANS-4-DECEN-1-AL(65405-70-1)
• EPA Substance Registry System: TRANS-4-DECEN-1-AL(65405-70-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26
• TSCA: Yes
• Hazardous Substances Data: 65405-70-1(Hazardous Substances Data)

Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 65405-70-1 differently. You can refer to the following data:
1. clear light yellow liquid
2. (E)-4-Decenal is a pale yellow liquid with a powerful aldehydic, orange-like, green, floral odor. It is used in fragrances to create fresh, natural, citrus-like notes. The material can be produced by the reaction of 1-octen-3-ol with ethyl vinyl ether.

InChI:InChI=1/C10H18O/c1-2-3-4-5-6-7-8-9-10-11/h6-7,10H,2-5,8-9H2,1H3/b7-6+

Upstream product

• 66-25-1 hexanal 
• 10339-62-5 (E)-4-decen-1-ol 
• 18409-21-7 (2E,4E)-2,4-decadien-1-ol 
• 110-53-2 1-Bromopentane 
• 1118608-56-2 trans-4-decen aldehyde dimethyl acetal 
• 76649-16-6 ethyl trans-4-decenoate 
• 79837-95-9 3-Chlor-2-pentyl-tetrahydropyran 
• 5631-95-8 2,3-dichlorotetrahydro-2H-pyran 
• 16666-79-8 hexylidenetriphenylphosphoran 
• 4762-26-9 hexyltriphenylphosphonium bromide 
• 25152-84-5 trans,trans-2,4-decadienal 
• 69222-06-6 4-decyne-1-ol 
• 7367-84-2 (Z)-4-decenoic acid ethyl ester 
• 82861-01-6 1,1-dimethoxy-8-tosyloxy-(4Z)-octene 

Downstream Products

• 28380-08-7 ethyl trans-2, cis-6-dodecadienoate 
• 101372-99-0 (4E,6E,10Z)-4,6,10-hexadecatrienyl acetate 
• 139650-81-0 (4E,6Z,10Z)-4,6,10-hexadecatrienyl acetate 

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 method for trans-4-decenal

The invention discloses a chemical synthesis method for high-end perfume trans-4-decenal. According to the invention, 5-bromo-trans-4-decenal is used as a starting material; after protection of an aldehyde group, 5-bromo-trans-4-decenal and bromopentylmagnesium are subjected to a cross coupling reaction so as to obtain trans-4-decenaldimethyl acetal; and deprotection is carried out so as to obtain trans-4-decenal. The synthesis method provided by the invention has the advantages of usage of cheap and easily available raw materials, simple synthesis route, mild reaction conditions, convenient and safe operation, high yield, low cost and easy realization of industrial production.

Unprecedented cobalt-catalyzed isomerization reactions to single skipped 2,4,7-trienes applied in the synthesis of urushiol

The cobalt-catalyzed isomerization of 1,3-dienes to 2Z,4E-dienes was realized for the very challenging substrates with an additional double bond in the side chain. An isomerization to the conjugated 3,5,7-triene derivative was not observed, which is in stark contrast to observations with many other isomerization catalysts. Accordingly, the synthesis of the natural product urushiol, which has a sensitive 2Z,4E,7Z-triene subunit in the side chain, was investigated. The O-protected urushiol derivative was generated selectively without isomerization to the conjugated 3,5,7-triene or Z/E-isomerization of the double bond at position 7.