ELAIDIC ACID

ELAIDIC ACID Basic information
Product Name:ELAIDIC ACID
Synonyms:AKOS 239-14;9-TRANSOCTADECENOIC ACID;9E-OCTADECENOIC ACID;trans-9-Oleic acid;trans-9-Vaccenic acid;Acide elaidique;C01712;D9-trans-Octadecenoic acid
CAS:112-79-8
MF:C18H34O2
MW:282.46
EINECS:204-006-6
Product Categories:Biochemistry;Higher Fatty Acids & Higher Alcohols;Unsaturated Higher Fatty Acids
Mol File:112-79-8.mol
ELAIDIC ACID Structure
ELAIDIC ACID Chemical Properties
Melting point 42-44 °C (lit.)
Boiling point 288 °C/100 mmHg (lit.)
density 0.8734 g/cm3 (20 ºC)
refractive index 1.4597 (589.3 nm 20℃)
Fp >230 °F
storage temp. -20°C
solubility Chloroform, Ethyl Acetate (Slightly)
pka4.78±0.10(Predicted)
form Liquid
color Off-White
Specific Gravity0.851 (79℃)
Water Solubility Insoluble in water.
Sensitive Air Sensitive
Merck 14,3533
BRN 1726543
LogP7.698 (est)
CAS DataBase Reference112-79-8(CAS DataBase Reference)
Safety Information
Risk Statements 36/37/38
Safety Statements 26-36/37/39
WGK Germany 1
RTECS JX6125000
9
HS Code 2916.19.3000
Toxicitymouse,LD50,intravenous,100mg/kg (100mg/kg),U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#00371,
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
ELAIDIC ACID Usage And Synthesis
DescriptionElaidic acid is the major trans fat found in hydrogenated vegetable oils and occurs in small amounts in caprine and bovine milk (very roughly 0.1% of the fatty acids) and some meats. It is the trans isomer of oleic acid. The name of the elaidinization reaction comes from elaidic acid.
Elaidic acid increases CETP activity, which in turn raises VLDL and lowers HDL cholesterol.
UsesElaidic acid is the 9-trans isomer of oleic acid. It is a monounsaturated trans-fatty acid which can be found in partially hydrogenated cooking oils. In human platelets incubated with arachidonic acid, elaidic acid inhibits HHT and HETE formation while inducing prostaglandin and thromboxane synthesis.
UsesElaidic acid is the major trans fat found in hydrogenated vegetable oils. It increases CETP activity, which in turn raises VLDL and lowers HDL cholesterol.
DefinitionChEBI: A 9-octadecenoic acid and the trans-isomer of oleic acid.
Synthesis Reference(s)Chemical and Pharmaceutical Bulletin, 32, p. 1840, 1984 DOI: 10.1248/cpb.32.1840
Journal of the American Chemical Society, 85, p. 622, 1963 DOI: 10.1021/ja00888a032
Purification MethodsCrystallise the acid from acetic acid, then EtOH. [Beilstein 2 IV 1647.]
ELAIDIC ACID Preparation Products And Raw materials
Preparation ProductsPALMITOLEIC ACID-->TRANS-9-OCTADECENOL-->ELAIDIC ACID METHYL ESTER-->STEARIC ACID HYDRAZIDE-->CIS-9,10-METHYLENEOCTADECANOIC ACID-->METHYL BRASSIDATE-->9,10-DIHYDROXYSTEARIC ACID-->1-Octadecanol-->CHOLESTERYL ELAIDATE
ARACHIDYL OLEATE PENTAERYTHRITOL DIOLEATE 1,3-DIOLEOYL-2-PALMITOYL-GLYCEROL 1,3-dioleoyl-2-stearoylglycerol STEARYL OLEATE 1,2-DIOLEOYL-3-STEAROYL-RAC-GLYCEROL OLEIC ACID LAURYL ESTER OLEIC ACID-UREA ADDUCT TRIETHYLAMINE OLEATE L-A-PHOSPHATIDYLCHOLINE, B-ACETYL-*GAMMA -OLEOYL 1,2-DIOCTADECANOYL-3-[CIS-9-OCTADECENOYL]-RAC-GLYCEROL PALMITYL OLEATE 1-HEXADECANOYL-2-[CIS-9-OCTADECENOYL]-SN-GLYCERO-3-PHOSPHOETHANOLAMINE POPC 1,2-DI[CIS-9-OCTADECENOYL]-SN-GLYCERO-3-PHOSPHATE SODIUM SALT N-BUTYLAMINE OLEATE 1,2-DIPALMITOYL-3-OLEOYL-RAC-GLYCEROL 4-METHYLUMBELLIFERYL ELAIDATE

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