Name: gamma-Linolenic acid
SKU: 506-26-3

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Basic Information

Molecular Structure:
CAS No.:	506-26-3
Name:	gamma-Linolenic acid
Article Data:	227

Formula:	C18H30 O2
Molecular Weight:	278.435
Synonyms:	6,9,12-Octadecatrienoicacid, (Z,Z,Z)-; g-Linolenicacid (6CI,7CI,8CI); (Z,Z,Z)-6,9,12-Octatrienoic acid; 6(Z),9(Z),12(Z)-Octadecatrienoicacid; 6,9,12-all-cis-Octadecatrienoic acid; 6-cis,9-cis,12-cis-Octadecatrienoicacid; Gamma-linolenic acid; Gamolenic acid; all-cis-6,9,12-Octadecatrienoicacid; cis,cis,cis-6,9,12-Octadecatrienoic acid; cis-6,cis-9,cis-12-Octadecatrienoicacid
Density:	0.924g/cm³
Melting Point:	-12～-11℃
Boiling Point:	379.5°Cat760mmHg
Flash Point:	276.4°C
Hazard Symbols:	Xi
Risk Codes:	36/37/38
Safety:	26-36
PSA:	37.30000
LogP:	5.66050

Synthetic route

Conditions	Yield
With lithium hydroxide; water In tetrahydrofuran 1.) 0 deg C, 30 min, 2.) r.t., 12 h;	98%

Conditions	Yield
With quinoline; Lindlar's catalyst; ethanol Hydrogenation;
With quinoline; hydrogen; Lindlar's catalyst In ethanol at 20℃;

Conditions	Yield
With quinoline; hydrogen; Lindlar's catalyst; Lindlar's catalyst; Piperonyl butoxide In Petroleum ether

heptadeca-5c,8c,11c-trienyl magnesium bromide: heptadeca-5c,8c,11c-trienyl magnesium bromide

Conditions	Yield
With diethyl ether

Conditions	Yield
Multi-step reaction with 7 steps 1: ammonia 2: acid 3: 89 percent / K2CO3, NaI, CuI / dimethylformamide / 12 h 4: 92 percent / CBr4, PPh3 / CH2Cl2 / 1 h / Ambient temperature 5: 89 percent / K2CO3, NaI, CuI / dimethylformamide / 40 °C 6: 65 percent / H2, (CH2NH2)2 / P-2 Ni / ethanol 7: 98 percent / LiOH, H2O / tetrahydrofuran / 1.) 0 deg C, 30 min, 2.) r.t., 12 h View Scheme

Conditions	Yield
Multi-step reaction with 6 steps 1: acid 2: 89 percent / K2CO3, NaI, CuI / dimethylformamide / 12 h 3: 92 percent / CBr4, PPh3 / CH2Cl2 / 1 h / Ambient temperature 4: 89 percent / K2CO3, NaI, CuI / dimethylformamide / 40 °C 5: 65 percent / H2, (CH2NH2)2 / P-2 Ni / ethanol 6: 98 percent / LiOH, H2O / tetrahydrofuran / 1.) 0 deg C, 30 min, 2.) r.t., 12 h View Scheme
Multi-step reaction with 2 steps 1: ethyl magnesium bromide; tetrahydrofuran / anschliessend mit 1-Brom-undeca-2,5-diin und Kupfer(I)-cyanid 2: Lindlar-catalyst; quinoline; ethanol / Hydrogenation View Scheme
Multi-step reaction with 2 steps 2: H2, quinoline / Pb, Pd, CaCO3 / light petroleum View Scheme

Conditions	Yield
Multi-step reaction with 5 steps 1: 89 percent / K2CO3, NaI, CuI / dimethylformamide / 12 h 2: 92 percent / CBr4, PPh3 / CH2Cl2 / 1 h / Ambient temperature 3: 89 percent / K2CO3, NaI, CuI / dimethylformamide / 40 °C 4: 65 percent / H2, (CH2NH2)2 / P-2 Ni / ethanol 5: 98 percent / LiOH, H2O / tetrahydrofuran / 1.) 0 deg C, 30 min, 2.) r.t., 12 h View Scheme

Conditions	Yield
Multi-step reaction with 2 steps 1: 65 percent / H2, (CH2NH2)2 / P-2 Ni / ethanol 2: 98 percent / LiOH, H2O / tetrahydrofuran / 1.) 0 deg C, 30 min, 2.) r.t., 12 h View Scheme

Conditions	Yield
Multi-step reaction with 3 steps 1: 89 percent / K2CO3, NaI, CuI / dimethylformamide / 40 °C 2: 65 percent / H2, (CH2NH2)2 / P-2 Ni / ethanol 3: 98 percent / LiOH, H2O / tetrahydrofuran / 1.) 0 deg C, 30 min, 2.) r.t., 12 h View Scheme

Conditions	Yield
Multi-step reaction with 4 steps 1: 92 percent / CBr4, PPh3 / CH2Cl2 / 1 h / Ambient temperature 2: 89 percent / K2CO3, NaI, CuI / dimethylformamide / 40 °C 3: 65 percent / H2, (CH2NH2)2 / P-2 Ni / ethanol 4: 98 percent / LiOH, H2O / tetrahydrofuran / 1.) 0 deg C, 30 min, 2.) r.t., 12 h View Scheme

Raw Materials