2463-63-0

Basic information

• Product Name: TRANS-2-HEPTENAL
• Synonyms: T2 HEPTENAL;TRANS-2-HEPTEN-1-AL;TIMTEC-BB SBB006612;butylacrolein;HEPT-2(TRANS)-ENAL;FEMA 3165;(E)-2-HEPTEN-1-AL;2-HEPTEN-1-AL
• CAS NO: 2463-63-0
• Molecular Formula: C₇H₁₂O
• Molecular Weight: 112.17
• EINECS: 242-608-0
• Mol File: 2463-63-0.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 90-91 °C50 mm Hg(lit.)
• Flash Point: 128 °F
• Appearance: /
• Density: 0.857 g/mL at 25 °C(lit.)
• Vapor Density: >1 (vs air)
• Vapor Pressure: 1.82mmHg at 25°C
• Refractive Index: n20/D 1.450(lit.)
• CAS DataBase Reference: TRANS-2-HEPTENAL(CAS DataBase Reference)
• NIST Chemistry Reference: TRANS-2-HEPTENAL(2463-63-0)
• EPA Substance Registry System: TRANS-2-HEPTENAL(2463-63-0)

Safety Data

• Hazard Codes: Xn
• Statements: 10-20/21-43
• Safety Statements: 16-36/37
• RIDADR: UN 1988 3/PG 3
• WGK Germany: 3
• RTECS: MJ8795000
• F: 10-23
• Hazardous Substances Data: 2463-63-0(Hazardous Substances Data)

Usage

Description

TRANS-2-HEPTENAL, also known as 2-heptenal, is an enal compound consisting of hept-2-ene with an oxo group at the 1-position. It has a pungent green, somewhat fatty odor that is only pleasant on extreme dilution. TRANS-2-HEPTENAL can be prepared by the oxidation of butylallyl alcohol and is known for its unique taste characteristics and occurrence in various natural sources.

Uses

TRANS-2-HEPTENAL is used as a flavoring agent in the food industry due to its intense green, sweet, and fresh fruity apple-skin nuances at 4 ppm. It is commonly found in a wide range of products, including soybean oil, potato chips, cranberry, raisin, strawberry, asparagus, peas, tomato, Russian cheeses, butter, caviar, fatty fish, roasted turkey, cooked beef, cured pork, pork fat and liver, cognac, filberts, pecans, peanuts, soybean, beans, mango, walnut, unprocessed rice, malt, wort, and lingonberry.
Used in the Flavor and Fragrance Industry:
TRANS-2-HEPTENAL is used as a component in the creation of various fragrances and aromas for different applications, such as perfumes, cosmetics, and air fresheners. Its unique green, fruity, and slightly fatty odor profile contributes to the overall scent of these products.
Used in the Chemical Industry:
TRANS-2-HEPTENAL can be utilized as a starting material or intermediate in the synthesis of other chemicals and compounds, taking advantage of its reactive enal functional group.
Used in the Research and Development Industry:
Due to its unique chemical properties and occurrence in various natural sources, TRANS-2-HEPTENAL can be used in research and development for studying its potential applications in various fields, such as pharmaceuticals, agriculture, and materials science.

Preparation

By oxidation of butylallyl alcohol.

InChI:InChI=1/C7H12O/c1-2-3-4-5-6-7-8/h5-7H,2-4H2,1H3/b6-5-

Upstream product

• 22104-77-4 hept-2-en-1-ol 
• 54305-97-4 1,1,3-triethoxy-heptane 
• 35522-40-8 1-diazo-heptan-2-one 
• 26932-69-4 tetra-N-methyl-hept-1-ene-1,3-diamine 
• 63109-50-2 (1-butyl-3-methoxy-allylsulfanyl)-benzene 
• 92610-46-3 3-(Toluene-4-sulfonyl)-heptanal 
• 198982-61-5 3-chloro-1-heptenylthio benzene 
• 26851-27-4 1,1-dimethoxy-hept-2-ene 
• 3658-79-5 1,1-diethoxypentane 
• 50869-89-1 hept-2-yn-1-yl(phenyl)sulfane 
• 89965-90-2 2-heptenylthio benzene 
• 92610-43-0 1-Methyl-4-((E)-1-methylsulfanyl-hept-1-ene-3-sulfonyl)-benzene 
• 142-61-0 Hexanoyl chloride 
• 5910-85-0 hepta-2,4-dienal 

Downstream Products

• 18999-28-5 3-(n-Butyl)acrylic acid 
• 1246665-73-5 (5R,6S)-5-butyl-2-phenyl-6-tosylcyclohex-2-enone 
• 1190371-18-6 C₂₂H₂₇NO 
• 111-71-7 heptanal 
• 92610-46-3 3-(Toluene-4-sulfonyl)-heptanal 
• 1448854-13-4 (R)-3-(4-chlorophenyl)heptanal 
• 1415685-01-6 C₁₄H₁₈INO₂S 

Relevant articles and documents

Enhancing the photo-efficacy of an organic visible-light-activated chromophore (alizarin red S) on zinc oxide with a Ag-Na electrolyte to photo-transform aromatic and aliphatic alcohols

The development of an aqueous silver-sodium/alizarin red sensitised zinc oxide system has been reported to oxidise a range of both aromatic and aliphatic alcohols to aldehydes. Furthermore, photoluminescence spectroscopy validated the electron quenching effect of zinc oxide's defect sites after surface sensitising the metal-oxide with alizarin red. Powder diffuse reflectance UV/Vis data further substantiated the visible-light attenuated properties of alizarin red sensitised zinc oxide, and hence justification for its visible light reactivity towards alcohol oxidations. Lastly, density functional theory calculations supported the intermolecular photo-electronic transfer between alizarin red organic and zinc oxide.

Enantioselective Organocatalytic Synthesis of 1,2,3-Trisubstituted Cyclopentanes

An organocatalytic asymmetric domino Michael/α-alkylation reaction between enals and non-stabilized alkyl halides has been developed. Chiral secondary amine catalyzed cyclization reaction of 1-bromo-3-nitropropane with α,β-unsaturated aldehydes provides 1,2,3-trisubstituted cyclopentane carbaldehydes with high diastereo- (dr up to 8 : 1) and enantioselectivities (ee up to 96 %).

Combined heterogeneous metal/chiral amine: Multiple relay catalysis for versatile eco-friendly synthesis

Herein is described a versatile and broad synergistic strategy for expansion of chemical space and the synthesis of valuable molecules (e.g. carbocycles and heterocycles), with up to three quaternary stereocenters, in a highly enantioselective fashion from simple alcohols (31 examples, 95:5 to >99.5:0.5 e.r.) using integrated heterogeneous metal/chiral amine multiple relay catalysis and air/O2 as the terminal oxidant. A novel highly 1,4-selective heterogeneous metal/amine co-catalyzed hydrogenation of enals was also added to the relay catalysis sequences. Relay switch: A versatile strategy for expansion of chemical space and the synthesis of valuable molecules, having up to three quaternary stereocenters, in a highly enantioselective fashion from simple alcohols is described. The method employs integrated heterogeneous metal/chiral amine multiple relay catalysis and air/O2 as the terminal oxidant.