13419-69-7

Basic information

• Product Name: trans-2-Hexenoic acid
• Synonyms: T2 HEXENOIC ACID;TIMTEC-BB SBB009088;TRANS-2-HEXENOIC ACID;ISOHYDROSORBIC ACID;HEX-2(TRANS)-ENOIC ACID;FEMA NUMBER 3169;FEMA 3169;BETA-PROPYLACRYLIC ACID
• CAS NO: 13419-69-7
• Molecular Formula: C₆H₁₀O₂
• Molecular Weight: 114.14
• EINECS: 236-528-5
• Product Categories: C6;Carbonyl Compounds;Carboxylic Acids;Alphabetical Listings;Flavors and Fragrances;G-H
• Mol File: 13419-69-7.mol
• Article Data: 38

Chemical Properties

• Melting Point: 33-35 °C(lit.)
• Boiling Point: 217 °C(lit.)
• Flash Point: >230 °F
• Appearance: white crystalline low melting solid
• Density: 0.965 g/mL at 25 °C(lit.)
• Vapor Density: >1 (vs air)
• Vapor Pressure: 0.0535mmHg at 25°C
• Refractive Index: n20/D 1.438(lit.)
• Storage Temp.: 2-8°C
• PKA: pK1:4.74 (25°C)
• Water Solubility: Insoluble in water
• BRN: 1720443
• CAS DataBase Reference: trans-2-Hexenoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: trans-2-Hexenoic acid(13419-69-7)
• EPA Substance Registry System: trans-2-Hexenoic acid(13419-69-7)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45-25
• RIDADR: UN 2829 8/PG 3
• WGK Germany: 3
• TSCA: T
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 13419-69-7(Hazardous Substances Data)

Usage

Description

trans-2-Hexenoic acid has a pleasant fatty characteristic and is long-lasting. This substance may be synthesized by condensation of butyraldehyde with malonic acid.

Chemical Properties

Different sources of media describe the Chemical Properties of 13419-69-7 differently. You can refer to the following data:
1. trans-2-Hexenoic acid has a pleasant, fatty, characteristic, long-lasting odor.
2. white crystalline low melting solid

Occurrence

Reported found in Japanese peppermint oil, apple, banana, bilberry, guava, pork fat, white wine, tea, starfruit, loquat and loganberry.

Definition

ChEBI: The (E)-stereoisomer of hexenoic acid.

Preparation

By condensation of butyraldehyde with malonic acid

InChI:InChI=1/C6H10O2/c1-2-3-4-5-6(7)8/h4-5H,2-3H2,1H3,(H,7,8)/p-1/b5-4+

Upstream product

• 5927-18-4 trimethyl phosphonoacetate 
• 123-72-8 butyraldehyde 
• 928-95-0 (E)-2-Hexen-1-ol 
• 110-44-1 sorbic Acid 
• 6728-26-3 (E)-2-Hexenal 
• 1129294-89-8 isoascorbic acid 
• 142-62-1 hexanoic acid 
• 6701-39-9 (2E)-hexenoyl-coenzyme A 
• 209913-87-1 C₉H₁₄O₄ 
• 85144-28-1 tert-butyl (2E)-hex-2-enoate 
• 13894-63-8 methyl (E)-hex-2-enoate 
• 928-94-9 (Z)-2-hexen-1-ol 
• 110-16-7 maleic acid 
• 7642-15-1 (Z)-oct-4-ene 

Downstream Products

• 13894-63-8 methyl (E)-hex-2-enoate 
• 264626-03-1 (R)-N-(trans-2-hexenoyl)-4-phenyl-1,3-oxazolidin-2-one 
• 131375-80-9 (E)-hex-2-enoic acid benzyl ester 
• 112614-14-9 bis<2-(E-2-hexenoylamino)ethyl> disulfide 

Relevant articles and documents

Palladium(II)-catalyzed selective oxidation of α,β-unsaturated aldehydes to α,β-unsaturated carboxylic acids with hydrogen peroxide

Palladium(II)-catalyzed chemoselective oxidation of αβ- unsaturated aldehydes with hydrogen peroxide to give Oα,β-unsaturated carboxylic acids was performed. Cinnamaldehyde was effectively catalyzed by palladium(II) trifluoroacetate to generate cinnamic acid in 92% yield under organic solvent-free conditions. The reaction appears to be applicable to various α,β-unsaturated aldehydes. Copyright

Copper(II)-coordinated organic nanotube: A novel heterogeneous catalyst for various oxidation reactions

Copper(II)-coordinated organic nanotube can function as a heterogeneous catalyst for oxidation of a variety of organic compounds in the presence of hydrogen peroxide and tert-butyl hydroperoxide. The morphology of this catalyst remained same before and after the oxidation reactions. The catalyst can be reused for several times. In the presence of hydrogen peroxide, Copper(II)-coordinated organic nanotube formed a stable brown color peroxo bridge intermediate. But such intermediate did not form with tert-butyl hydroperoxide.

SOME LOW BOILING CONSTITUENTS OF PEPPERMINT OIL.

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Carboxy-telechelic polyolefins by ROMP using maleic acid as a chain transfer agent

The use of unprotected maleic acid (MA) as a chain transfer agent (CTA) during ring-opening metathesis polymerization (ROMP) of cis-cyclooctene (COE) to provide carboxy-telechelic PCOE with an average degree of polymerization (N) was described. Four sampl

Ligand-controlled divergent dehydrogenative reactions of carboxylic acids via C–H activation

Dehydrogenative transformations of alkyl chains to alkenes through methylene carbon-hydrogen (C–H) activation remain a substantial challenge. We report two classes of pyridine-pyridone ligands that enable divergent dehydrogenation reactions through palladium-catalyzed b-methylene C–H activation of carboxylic acids, leading to the direct syntheses of a,b-unsaturated carboxylic acids or g-alkylidene butenolides. The directed nature of this pair of reactions allows chemoselective dehydrogenation of carboxylic acids in the presence of other enolizable functionalities such as ketones, providing chemoselectivity that is not possible by means of existing carbonyl desaturation protocols. Product inhibition is overcome through ligand-promoted preferential activation of C(sp3)–H bonds rather than C(sp2)–H bonds or a sequence of dehydrogenation and vinyl C–H alkynylation. The dehydrogenation reaction is compatible with molecular oxygen as the terminal oxidant.

MANUFACTURING METHOD OF α,β-UNSATURATED CARBOXYLIC ACID

PROBLEM TO BE SOLVED: To provide a manufacturing method which can get α,β-unsaturated carboxylic acid at a high yield by liquid phase oxidation of α,β-unsaturated aldehyde by oxygen or air with a handy metal catalyst under a mild reaction condition. SOLUTION: Preferably under a presence of organic solvent, α,β-unsaturated carboxylic acid is manufactured by oxidation of α,β-unsaturated aldehydes and oxygen or air under a presence of an iron salt catalyst and a catalyst of alkali metal salt of carboxylic acid. SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT