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Chemical Structure| 13419-69-7 Chemical Structure| 13419-69-7
Chemical Structure| 13419-69-7

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trans-2-Hexenoic Acid is an unsaturated carboxylic acid with a fruity and herbal aroma, commonly used in the fragrance and flavor industry. It can also be used as an intermediate in the synthesis of other organic compounds.

Synonyms: trans-Hex-2-enoic acid

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Product Details of trans-2-Hexenoic Acid

CAS No. :13419-69-7
Formula : C6H10O2
M.W : 114.14
SMILES Code : CCCC=CC(O)=O
Synonyms :
trans-Hex-2-enoic acid
MDL No. :MFCD00002705
InChI Key :NIONDZDPPYHYKY-SNAWJCMRSA-N
Pubchem ID :5282707

Safety of trans-2-Hexenoic Acid

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H314
Precautionary Statements:P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340+P310-P305+P351+P338+P310-P363-P405-P501
Class:8
UN#:3261
Packing Group:

Application In Synthesis of trans-2-Hexenoic Acid

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 13419-69-7 ]

[ 13419-69-7 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 64-17-5 ]
  • [ 13419-69-7 ]
  • [ 27829-72-7 ]
  • 2
  • [ 123-72-8 ]
  • [ 27829-72-7 ]
  • [ 13419-69-7 ]
YieldReaction ConditionsOperation in experiment
With pyridine; malonic acid; sulfuric acid; In diethyl ether; (1) Ethyl 2-trans-n-hexenoate A mixture of 176 g. of malonic acid, 176 ml. of pyridine and 108 ml. of butanal was stirred at room temperature for 22 hours, at 40° to 45°C. for 20 hours and at 60° to 65°C. for 3 hours, successively. The reaction mixture was acidified with 250 ml. of 6N sulphuric acid. Diethyl ether was added and the aqueous layer separated. The aqueous layer was extracted with diethyl ether, and the combined organic layers were washed with 6N sulphuric acid, dried over calcium chloride and concentrated under reduced pressure to give 112 g. of 2-trans-n-hexenoic acid having the following physical characteristic: NMR (CDCl3 solution); delta: 12.4 (1H, s), 7.5-6.9 (1H, m), 6.2-5.7 (1H, d), 2.5-2.0 (2H, q), 1.85-1.2 (2H, m) and 0.95 (3H, t).
  • 3
  • [ 13419-69-7 ]
  • [ 27829-72-7 ]
YieldReaction ConditionsOperation in experiment
With toluene-4-sulfonic acid; In diethyl ether; ethanol; benzene; 2-trans-n-Hexenoic acid (112 g.) was dissolved in a mixture of 400 ml. of benzene and 117 ml. of ethanol, 11.2 g. of p-toluenesulphonic acid were added an the mixture was refluxed overnight. The reaction mixture was diluted with 600 ml. of diethyl ether, washed and saturated aqueous sodium bicarbonate solution, dried over magnesium sulphate and concentrated under reduced pressure. Distillation of the crude product gave 105 g. of ethyl 2-trans-n-hexenoate having the following physical characteristics: b.p. 71°-72°C./20 mm.Hg; NMR (CDCl3 solution); delta: 7.2-6.65 (1H, m), 6.0-5.5 (1H, d); 4.4-3.9 (2H, q) and 2.4-1.9 (2H, q).
 

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