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TRANS-2-OCTENOIC ACID

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TRANS-2-OCTENOIC ACID Basic information

Product Name:
TRANS-2-OCTENOIC ACID
Synonyms:
  • (E)-2-Octenoicacid
  • TRANS-2-OCTENOIC ACID
  • 2-OCTENOIC ACID
  • 2-OCTENOIC ACID (TRANS-)
  • FEMA NUMBER 3957
  • 2-Octenoic acid,predominantly trans
  • Octenoicacidpract
  • oct-2-enoic acid
CAS:
1871-67-6
MF:
C8H14O2
MW:
142.2
EINECS:
217-491-4
Product Categories:
  • Carbonyl Compounds
  • Carboxylic Acids
  • Building Blocks
  • Carbonyl Compounds
  • Carboxylic Acids
  • Chemical Synthesis
  • C8
  • Organic Building Blocks
Mol File:
1871-67-6.mol
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TRANS-2-OCTENOIC ACID Chemical Properties

Melting point:
5-6 °C (lit.)
Boiling point:
154 °C/22 mmHg (lit.)
Density 
0.944 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.4588(lit.)
FEMA 
3957 | (E)-2-OCTENOIC ACID
Flash point:
>230 °F
solubility 
Chloroform (Slightly), Ethyl Acetate (Slightly)
pka
4.78±0.10(Predicted)
form 
clear liquid
color 
Colorless to Light yellow to Light orange
Odor
Relatively powerful, oily-musty odor, in dilution more fruity and pleasant, but unpleasant when undiluted
Odor Type
acidic
JECFA Number
1805
BRN 
1721115
Stability:
Light Sensitive
LogP
2.93
CAS DataBase Reference
1871-67-6(CAS DataBase Reference)
EPA Substance Registry System
2-Octenoic acid, (2E)- (1871-67-6)
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Safety Information

Hazard Codes 
C
Risk Statements 
34
Safety Statements 
26-27-28-36/37/39-45
RIDADR 
UN 3265 8/PG 2
WGK Germany 
3
HazardClass 
8
PackingGroup 
III
HS Code 
2916199590

MSDS

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TRANS-2-OCTENOIC ACID Usage And Synthesis

Chemical Properties

CLEAR COLOURLESS TO SLIGHTLY YELLOW LIQUID

Uses

Trans-2-octenoic acid has found a little use in perfumery as a trace ingredient in artificial essential oils, etc. It has been suggested for use in flavor compositions, but at this time (Oct. 1968) it has not yet been listed as G.R.A.S. by the American authorities. It could probably be used in imitation Cheese, Butter, Nut, Butterscotch compositions, etc.

Production Methods

Trans-2-octenoic acid can be produced 1) from Hexaldehyde by the Dobner reaction. 2) by regulated hydrogenation of 2-Octynoic acid.

Definition

ChEBI: An olefinic fatty acid that is octanoic acid carrying a double bond at position 2 (the 2E-isomer).

Synthesis Reference(s)

Tetrahedron Letters, 31, p. 4719, 1990 DOI: 10.1016/S0040-4039(00)97715-3

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