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

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

Uses

Used in Fragrance Industry:
TRANS-4-DECEN-1-AL is used as a fragrance ingredient for creating fresh, natural, citrus-like notes. Its unique odor profile makes it a valuable addition to perfumes, colognes, and other scented products.
Used in Flavor Industry:
TRANS-4-DECEN-1-AL is used as a flavoring agent to impart a citrus-like taste to food and beverages. Its powerful aldehydic, orange-like, green, floral odor adds a fresh and natural flavor profile to various products.
Used in Cosmetic Industry:
TRANS-4-DECEN-1-AL is used as a cosmetic ingredient to add a pleasant and natural scent to skincare and beauty products. Its unique odor profile can enhance the sensory experience of using these products, making them more appealing to consumers.

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

• 68133-80-2 1,1-dimethoxy-4Z-decene 
• 69222-06-6 4-decyne-1-ol 
• 25152-84-5 trans,trans-2,4-decadienal 
• 4762-26-9 hexyltriphenylphosphonium bromide 
• 16666-79-8 hexylidenetriphenylphosphoran 
• 10339-62-5 (E)-4-decen-1-ol 
• 18409-21-7 (2E,4E)-2,4-decadien-1-ol 
• 5631-95-8 2,3-dichlorotetrahydro-2H-pyran 
• 79837-95-9 3-Chlor-2-pentyl-tetrahydropyran 
• 110-53-2 1-Bromopentane 
• 76649-16-6 ethyl trans-4-decenoate 
• 1118608-56-2 trans-4-decen aldehyde dimethyl acetal 
• 57074-37-0 (Z)-4-decen-1-ol 
• 66-25-1 hexanal 

Downstream Products

• 28380-08-7 ethyl trans-2, cis-6-dodecadienoate 
• 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 
• 101372-99-0 (4E,6E,10Z)-4,6,10-hexadecatrienyl acetate 
• 101373-00-6 (E,Z)-4,6,10-hexadecatrienyl alcohol 
• 1082075-02-2 (Z)-N-(dec-4-enyl)-N-methylbenzenamine 
• 1263056-59-2 C₁₄H₂₈OSi 
• 1263056-60-5 C₁₄H₂₈OSi 
• 69281-30-7 cis-4-decenoyl-CoA 

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.).

A Transition-Metal-Free One-Pot Cascade Process for Transformation of Primary Alcohols (RCH2OH) to Nitriles (RCN) Mediated by SO2F2

A new transition-metal-free one-pot cascade process for the direct conversion of alcohols to nitriles was developed without introducing an “additional carbon atom”. This protocol allows transformations of readily available, inexpensive, and abundant alcohols to highly valuable nitriles.

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.

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.

Synthesis of epoxyisoprostanes: Effects in reducing secretion of pro-inflammatory cytokines IL-6 and IL-12

Anti-inflammatory: The efficient and general synthetic route to the elusive epoxyisoprostanoid phospholipids PECPC and PEIPC, along with the isoprostanoids EC and EI, relies on a number of stereo- and chemoselective steps, including a C-H insertion for the rapid construction of the cyclopentanone ring. The synthesized compounds display unprecedented biological activity in reducing the secretion of pro-inflammatory cytokines. Copyright

Model studies on the pattern of volatiles generated in mixtures of amino acids, lipid-oxidation-derived aldehydes, and glucose

The development of flavor and browning in thermally treated foods results mainly from the Maillard reaction and lipid degradation but also from the interactions between both reaction pathways. To study these interactions, we analyzed the volatile compounds resulting from model reactions of lysine or glycine with aldehydes originating from lipid oxidation [hexanal, (E)-2-hexenal, or (2E,4E)-decadienal] in the presence and absence of glucose. The main reaction products identified in these model mixtures were carbonyl compounds, resulting essentially from amino-acid-catalyzed aldol condensation reactions. Several 2-alkylfurans were detected as well. Only a few azaheterocyclic compounds were identified, in particular 5-butyl-2-propylpyridine from (E)-2-hexenal model systems and 2-pentylpyridine from (2E,4E)-decadienal model reactions. Although few reaction products were found resulting from the condensation of an amino acid with a lipid-derived aldehyde, the amino acid plays an important role in catalyzing the degradation and further reaction of these carbonyl compounds. These results suggest that amino-acid-induced degradations and further reactions of lipid oxidation products may be of considerable importance in thermally processed foods.

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.

Transposition of allylic alcohols into carbonyl compounds catalyzed by rhodium-phosphinine complexes

The isomerization of a variety of allylic alcohols with formation of the corresponding saturated carbonyl compounds is readily accomplished by a new catalyst system comprising rhodium and a trisubstituted phosphinine (phosphabenzene derivative), especially when the Rh complex is activated by hydrogen prior to the transposition reaction. Georg Thieme Verlag Stuttgart.

Precursors for fragrant ketones and fragrant aldehydes

The present invention refers to fragrance precursors of formula I for a fragrant ketone of formula II and one or more fragrant aldehydes or ketones of formula III and IV, These fragrance precursors are useful in perfumery, especially in the fine and functional perfumery.