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  • 57-11-4 Structure
  • Basic information

    1. Product Name: Stearic acid
    2. Synonyms: Stearic acid;n-octadecanoic acid;naa173;groco58;groco59;groco55;groco54;C18;pd185;NAA180;steraic acid;kam1000;
    3. CAS NO:57-11-4
    4. Molecular Formula: C18H36O2
    5. Molecular Weight: 284.47724
    6. EINECS: 266-928-5
    7. Product Categories: N/A
    8. Mol File: 57-11-4.mol
    9. Article Data: 133
  • Chemical Properties

    1. Melting Point: 67-69℃
    2. Boiling Point: 361°C(lit.)
    3. Flash Point: >230°F
    4. Appearance: /
    5. Density: 0.84
    6. Vapor Density: 9.8 (vs air)
    7. Vapor Pressure: 1 mm Hg at 174 °C
    8. Refractive Index: N/A
    9. Storage Temp.: N/A
    10. Solubility: N/A
    11. Water Solubility: 0.1-1 g/100 mL at 23℃
    12. CAS DataBase Reference: Stearic acid(CAS DataBase Reference)
    13. NIST Chemistry Reference: Stearic acid(57-11-4)
    14. EPA Substance Registry System: Stearic acid(57-11-4)
  • Safety Data

    1. Hazard Codes:  F:Flammable;
    2. Statements: R11:; R36/37/38:;
    3. Safety Statements: S16:; S26:; S37/39:;
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 57-11-4(Hazardous Substances Data)

57-11-4 Usage

Description

Stearic acid, a saturated fatty acid with the chemical formula C18H36O2, is a waxy solid that is commonly found in animal and vegetable fats. It is widely used in various industries due to its versatile properties and is generally considered safe for use.

Uses

Used in Cosmetics Industry:
Stearic acid is used as an emulsifier and stabilizer for [ensuring the stability and consistency of cosmetic products].
Used in Soap and Candle Production:
Stearic acid is used as a hardening agent for [increasing the hardness and durability of soaps and candles].
Used in Pharmaceutical Industry:
Stearic acid is used as a lubricant and emollient for [improving the texture and feel of pharmaceutical products, as well as reducing friction during manufacturing processes].
Used in Food Industry:
Stearic acid is used as an emulsifier and stabilizer for [maintaining the uniform distribution of ingredients in food products and preventing separation].
Used in Rubber Production:
Stearic acid is used as a softening agent for [reducing the hardness and increasing the flexibility of rubber products].
Used in Lotions and Creams:
Stearic acid is used as a thickening agent for [increasing the viscosity and improving the texture of lotions and creams].

Check Digit Verification of cas no

The CAS Registry Mumber 57-11-4 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 5 and 7 respectively; the second part has 2 digits, 1 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 57-11:
(4*5)+(3*7)+(2*1)+(1*1)=44
44 % 10 = 4
So 57-11-4 is a valid CAS Registry Number.
InChI:InChI=1/C18H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h2-17H2,1H3,(H,19,20)

57-11-4 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
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  • Detail
  • Alfa Aesar

  • (A12244)  Stearic acid, 98%   

  • 57-11-4

  • 5g

  • 290.0CNY

  • Detail
  • Alfa Aesar

  • (A12244)  Stearic acid, 98%   

  • 57-11-4

  • 25g

  • 1095.0CNY

  • Detail
  • Alfa Aesar

  • (A12244)  Stearic acid, 98%   

  • 57-11-4

  • 100g

  • 3732.0CNY

  • Detail
  • Alfa Aesar

  • (A17673)  Stearic acid, 90+%   

  • 57-11-4

  • 1000g

  • 261.0CNY

  • Detail
  • Alfa Aesar

  • (A17673)  Stearic acid, 90+%   

  • 57-11-4

  • 5000g

  • 818.0CNY

  • Detail
  • Sigma-Aldrich

  • (76137)  Stearicacid  certified reference material, TraceCERT®

  • 57-11-4

  • 76137-100MG

  • 1,075.23CNY

  • Detail
  • Sigma-Aldrich

  • (PHR1114)  Stearic Acid  pharmaceutical secondary standard; traceable to USP and PhEur

  • 57-11-4

  • PHR1114-1G

  • 732.19CNY

  • Detail
  • Sigma-Aldrich

  • (85679)  Stearicacid  analytical standard

  • 57-11-4

  • 85679-500MG

  • 311.22CNY

  • Detail
  • Sigma-Aldrich

  • (85679)  Stearicacid  analytical standard

  • 57-11-4

  • 85679-5G

  • 610.74CNY

  • Detail
  • Sigma-Aldrich

  • (S1340000)  Stearicacid  European Pharmacopoeia (EP) Reference Standard

  • 57-11-4

  • S1340000

  • 1,880.19CNY

  • Detail
  • USP

  • (1621008)  Stearicacid  United States Pharmacopeia (USP) Reference Standard

  • 57-11-4

  • 1621008-500MG

  • 4,662.45CNY

  • Detail
  • Sigma-Aldrich

  • (77402)  MeltingPointStandard69-71°C  analytical standard

  • 57-11-4

  • 77402-1G

  • 348.66CNY

  • Detail

57-11-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name stearic acid

1.2 Other means of identification

Product number -
Other names n-octadecanoic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:57-11-4 SDS

57-11-4Synthetic route

cis-Octadecenoic acid
112-80-1

cis-Octadecenoic acid

stearic acid
57-11-4

stearic acid

Conditions
ConditionsYield
With hydrogen; palladium In ethyl acetate at 25℃; under 760.051 Torr; for 12h;100%
With hydrogen; palladium in polystyrene In tetrahydrofuran at 25℃; under 760.051 Torr; for 12h;100%
With hydrogen; 5%-palladium/activated carbon In ethyl acetate under 2585.81 Torr; for 6h;100%
1-(tert-butyldimethylsilyloxy)octadecan
65598-00-7

1-(tert-butyldimethylsilyloxy)octadecan

stearic acid
57-11-4

stearic acid

Conditions
ConditionsYield
With potassium fluoride; jones reagent In acetone at 0℃; for 2h;100%
1,5-bis(perfluorooctyl)-3-methylpentan-3-yl octadecanoate

1,5-bis(perfluorooctyl)-3-methylpentan-3-yl octadecanoate

stearic acid
57-11-4

stearic acid

Conditions
ConditionsYield
With trifluoroacetic acid for 15h; Product distribution;100%
(9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid
463-40-1

(9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid

stearic acid
57-11-4

stearic acid

Conditions
ConditionsYield
With hydrogen In methanol at 20℃; for 5h;99.4%
Multi-step reaction with 2 steps
1: KOH; butyl alcohol / Zusatz von Wasser und weiteres kurzes Erwaermen des Reaktionsgemisches
2: PtO2; glacial acetic acid / 2206.5 Torr / Hydrogenation
View Scheme
Sb(C6H5)4(OOC(CH2)16CH3)
177481-70-8

Sb(C6H5)4(OOC(CH2)16CH3)

A

tetraphenylantimony(V) chloride
19638-17-6, 16894-68-1

tetraphenylantimony(V) chloride

B

stearic acid
57-11-4

stearic acid

Conditions
ConditionsYield
With aq. HClA 99%
B n/a
10-bromodecanoic acid
50530-12-6

10-bromodecanoic acid

n-octylmagnesium chloride
38841-98-4

n-octylmagnesium chloride

stearic acid
57-11-4

stearic acid

Conditions
ConditionsYield
Stage #1: 10-bromodecanoic acid With 1-methyl-pyrrolidin-2-one; tert-butylmagnesium chloride In tetrahydrofuran at -78℃; for 0.166667h; Inert atmosphere;
Stage #2: n-octylmagnesium chloride With buta-1,3-diene; nickel dichloride In tetrahydrofuran under 760.051 Torr; for 1h; Inert atmosphere; Cooling with ice;
97%
Methyl stearate
112-61-8

Methyl stearate

stearic acid
57-11-4

stearic acid

Conditions
ConditionsYield
With sodium hydroxide In N,N-dimethyl-formamide for 0.75h; Ambient temperature;96%
With water; indium (III) iodide; silica gel for 0.533333h; Hydrolysis; Irradiation;90%
With potassium hydroxide In methanol at 35℃; for 1h;73%
linoleic acid
60-33-3

linoleic acid

stearic acid
57-11-4

stearic acid

Conditions
ConditionsYield
With hydrogen; Rhodium chloride tri(triphenylphosphine-meta-trisulfonate) In water for 18h; Ambient temperature;95%
With selenium at 300℃;
With platinum(IV) oxide; acetic acid under 2206.5 Torr; Hydrogenation;
hoher Wasserstoffdruck.Hydrogenation;
With palladium/alumina; hydrogen In methanol at 80℃; under 15001.5 Torr; Catalytic behavior; Kinetics; Reagent/catalyst; Autoclave;
glycerol tristearate
555-43-1

glycerol tristearate

stearic acid
57-11-4

stearic acid

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 1h; Reflux;94%
With Mg-Al hydrotalcite; hydrogen at 325℃; under 21446.5 Torr;
With aluminum oxide; dilauryl thiodipropionate; 2,6-di-tert-butyl-4-methyl-phenol; Octadecyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate; magnesium oxide In water at 100 - 130℃; under 5250.53 Torr; for 0.75h; Temperature;
N-methylstearylamide
20198-92-9

N-methylstearylamide

stearic acid
57-11-4

stearic acid

Conditions
ConditionsYield
With sodium hydroxide; Glyoxal; copper dichloride Heating;93%
stearic anhydride
638-08-4

stearic anhydride

stearic acid
57-11-4

stearic acid

Conditions
ConditionsYield
With carbon monoxide; 1,5-bis-(diphenylphosphino)pentane; acetic anhydride; potassium iodide; iron(II) chloride at 240℃; under 15201 Torr; for 3h;93%
1-octadecanol
112-92-5

1-octadecanol

stearic acid
57-11-4

stearic acid

Conditions
ConditionsYield
With benzotriazole*CrO3 In acetone for 5h; Heating;91%
With benzotriazole*CrO3 In acetone for 5h; Product distribution; Heating; other primary and secondary alcohols (steroids), other solvents and substrate ratios;91%
With α,α,α-trifluorotoluene; oxygen; Ru*Co(2+)*2OH(1-)*CeO2 at 60℃; for 5h; atmospheric pressure;78%
(+/-)-threo-9,10-dibromo-octadecanoic acid
18416-28-9, 18485-62-6, 19117-94-3, 53323-97-0

(+/-)-threo-9,10-dibromo-octadecanoic acid

stearic acid
57-11-4

stearic acid

Conditions
ConditionsYield
With sodium tetrahydroborate; nickel dichloride In methanol at 20℃; for 0.25h;88%
n-Octadecanal
638-66-4

n-Octadecanal

stearic acid
57-11-4

stearic acid

Conditions
ConditionsYield
With dihydrogen peroxide In water at 100℃; for 6h; Catalytic behavior; Green chemistry;87%
stearamide
124-26-5

stearamide

stearic acid
57-11-4

stearic acid

Conditions
ConditionsYield
With niobium(V) oxide; water In neat (no solvent) for 20h; Reflux; Inert atmosphere;86%
cis-Octadecenoic acid
112-80-1

cis-Octadecenoic acid

A

hepatdecane
629-78-7

hepatdecane

B

stearic acid
57-11-4

stearic acid

Conditions
ConditionsYield
Pt/Sn/C Product distribution / selectivity;A 85%
B 5.9%
With glycerol In water at 25 - 300℃; under 10351 Torr; Kinetics; Mechanism; Reagent/catalyst; Inert atmosphere;A 24%
B 75%
With 5% platinum on carbon; water at 330℃; for 1.5h; Autoclave;A 9.2%
B 36.1%
With palladium on activated carbon; glycerol In water at 250℃; for 20h; Catalytic behavior;
Octadecanoic acid 3-cyano-benzyl ester
134838-30-5

Octadecanoic acid 3-cyano-benzyl ester

stearic acid
57-11-4

stearic acid

Conditions
ConditionsYield
With triethylamine In acetonitrile Irradiation;78%
methyl 5-thiastearate
114119-34-5

methyl 5-thiastearate

A

cis-9-hexadecenoic acid
373-49-9

cis-9-hexadecenoic acid

B

cis-Octadecenoic acid
112-80-1

cis-Octadecenoic acid

C

1-hexadecylcarboxylic acid
57-10-3

1-hexadecylcarboxylic acid

D

stearic acid
57-11-4

stearic acid

Conditions
ConditionsYield
With Saccharomyces cerevisiae NR2335 In ethanol at 30℃; for 48h;A 62%
B 27%
C 8%
D 3%
Octadecanoic acid pentafluorobenzyl ester
21634-71-9

Octadecanoic acid pentafluorobenzyl ester

stearic acid
57-11-4

stearic acid

Conditions
ConditionsYield
With triethylamine In acetonitrile Irradiation;62%
Stearoyl chloride
112-76-5

Stearoyl chloride

A

stearic acid
57-11-4

stearic acid

B

19-hydroxy-19-heptadecylheptatriacontane-18,20-dione

19-hydroxy-19-heptadecylheptatriacontane-18,20-dione

Conditions
ConditionsYield
With nickel(II) iodide; SmI2/Sm In various solvent(s) at 25℃; for 2h; Reduction; dimerization;A 57%
B 34%
Octadecanoic acid 4-cyano-benzyl ester
134838-28-1

Octadecanoic acid 4-cyano-benzyl ester

stearic acid
57-11-4

stearic acid

Conditions
ConditionsYield
With triethylamine In acetonitrile Irradiation;54%
soybean oil, refined, bleached and deodorized

soybean oil, refined, bleached and deodorized

A

trans fatty acid; mixture of

trans fatty acid; mixture of

B

cis-Octadecenoic acid
112-80-1

cis-Octadecenoic acid

C

linoleic acid
60-33-3

linoleic acid

D

(9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid
463-40-1

(9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid

E

stearic acid
57-11-4

stearic acid

Conditions
ConditionsYield
With hydrogen; mineral malachite at 165℃; under 3102.97 Torr; for 4h; Conversion of starting material;A 16.23%
B 37.82%
C 41.48%
D 2.92%
E 5.39%
stearic anhydride
638-08-4

stearic anhydride

3-benzoyl-5-fluorouracil
61251-77-2

3-benzoyl-5-fluorouracil

A

stearic acid
57-11-4

stearic acid

B

3-benzoyl-5-fluoro-1-octadecanoyl-1H-pyrimidine-2,4-dione
61251-82-9

3-benzoyl-5-fluoro-1-octadecanoyl-1H-pyrimidine-2,4-dione

Conditions
ConditionsYield
With pyridine In 1,4-dioxane; acetoneA n/a
B 40%
methyl 5-thiastearate
114119-34-5

methyl 5-thiastearate

A

cis-9-hexadecenoic acid
373-49-9

cis-9-hexadecenoic acid

B

cis-Octadecenoic acid
112-80-1

cis-Octadecenoic acid

C

methyl 5-thiaoleate

methyl 5-thiaoleate

D

1-hexadecylcarboxylic acid
57-10-3

1-hexadecylcarboxylic acid

E

stearic acid
57-11-4

stearic acid

Conditions
ConditionsYield
With Saccharomyces cerevisiae NRC2335 In ethanol at 30℃; for 48h; Product distribution;A 38%
B 16%
C 25%
D 6%
E 1%
methyl 5-thiastearate
114119-34-5

methyl 5-thiastearate

A

cis-9-hexadecenoic acid
373-49-9

cis-9-hexadecenoic acid

B

methyl 5-thiaoleate

methyl 5-thiaoleate

C

1-hexadecylcarboxylic acid
57-10-3

1-hexadecylcarboxylic acid

D

stearic acid
57-11-4

stearic acid

Conditions
ConditionsYield
With Saccharomyces cerevisiae NR2335 In ethanol at 30℃; for 48h; Further byproducts given;A 33%
B 31%
C 4%
D n/a
cis-Octadecenoic acid
112-80-1

cis-Octadecenoic acid

isopropyl alcohol
67-63-0

isopropyl alcohol

B

isopropyl stearate
112-10-7

isopropyl stearate

C

stearic acid
57-11-4

stearic acid

Conditions
ConditionsYield
With cobalt at 200℃; for 4h; Reagent/catalyst;A n/a
B n/a
C 23.9%
n-hexadecylmalonic acid
4371-64-6

n-hexadecylmalonic acid

stearic acid
57-11-4

stearic acid

Conditions
ConditionsYield
at 150 - 170℃; under 3 - 4 Torr; Decarboxylation;
ethanol
64-17-5

ethanol

1,2-di-O-stearoyl-rac-3-glycerophosphate
17966-25-5

1,2-di-O-stearoyl-rac-3-glycerophosphate

A

glycerol 2-phosphate, free acid
17181-54-3

glycerol 2-phosphate, free acid

C

stearic acid
57-11-4

stearic acid

Conditions
ConditionsYield
bei Raumtemperatur;
Petroselinic acid
593-39-5

Petroselinic acid

stearic acid
57-11-4

stearic acid

Conditions
ConditionsYield
With palladium Hydrogenation;
methanol
67-56-1

methanol

stearic acid
57-11-4

stearic acid

Methyl stearate
112-61-8

Methyl stearate

Conditions
ConditionsYield
Gel-0.5percent DVB at 65 - 67℃; under 760.051 Torr; for 2h; Conversion of starting material; Molecular sieves 3A; Canola oil;100%
Gel-1percent DVB at 65 - 67℃; under 760.051 Torr; for 2h; Conversion of starting material; Molecular sieves 3A; Canola oil;100%
Gel-1.5percent DVB at 65 - 67℃; under 760.051 Torr; for 2h; Conversion of starting material; Molecular sieves 3A; Canola oil;100%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

stearic acid
57-11-4

stearic acid

octadecanoic acid, trimethylsilyl ester
18748-91-9

octadecanoic acid, trimethylsilyl ester

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; Inert atmosphere;100%
In benzene
In hexane for 5h; Reflux; Inert atmosphere;
(2S)-3-(benzyloxy)propane-1,2-diol
17325-85-8

(2S)-3-(benzyloxy)propane-1,2-diol

stearic acid
57-11-4

stearic acid

1-O-benzyl-2,3-dioctadecanoyl-sn-glycerol
158932-34-4

1-O-benzyl-2,3-dioctadecanoyl-sn-glycerol

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane for 12h;100%
With Candida antarctica lipase In neat (no solvent) at 80℃; Enzymatic reaction;80%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In pyridine at 20℃; for 6h; Esterification;
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;
stearic acid
57-11-4

stearic acid

C43H46N2O11
549528-13-4

C43H46N2O11

C61H80N2O12
483362-51-2

C61H80N2O12

Conditions
ConditionsYield
With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide100%
stearic acid
57-11-4

stearic acid

C47H54N2O11
549528-12-3

C47H54N2O11

C65H88N2O12
549528-17-8

C65H88N2O12

Conditions
ConditionsYield
With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide100%
stearic acid
57-11-4

stearic acid

C51H62N2O11
549528-11-2

C51H62N2O11

C69H96N2O12
549528-14-5

C69H96N2O12

Conditions
ConditionsYield
With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide100%
2-hydroxy-1,1,2-trimethylpropyl ethylcarbamate
743477-27-2

2-hydroxy-1,1,2-trimethylpropyl ethylcarbamate

stearic acid
57-11-4

stearic acid

A

4,4,5,5-tetramethyl-1,3-dioxolan-2-one
19424-29-4

4,4,5,5-tetramethyl-1,3-dioxolan-2-one

B

stearic acid ethyl ester
111-61-5

stearic acid ethyl ester

Conditions
ConditionsYield
With tert.-butylnitrite; 3 A molecular sieve In dichloromethane at 105℃; for 12h;A n/a
B 100%
phosphoric acid benzyl ester 2,6-bis-benzyloxy-3,4,5-tris-(bis-benzyloxy-phosphoryloxy)-cyclohexyl ester 2,3-dihydroxy-propyl ester

phosphoric acid benzyl ester 2,6-bis-benzyloxy-3,4,5-tris-(bis-benzyloxy-phosphoryloxy)-cyclohexyl ester 2,3-dihydroxy-propyl ester

stearic acid
57-11-4

stearic acid

C108H144O22P4

C108H144O22P4

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 12h;100%
stearic acid
57-11-4

stearic acid

zinc stearate
557-05-1

zinc stearate

Conditions
ConditionsYield
With zinc(II) oxide; citric acid In water at 60 - 70℃; for 0.5h;100%
With zinc(II) oxide; hydroxypropyl methylcellulose; citric acid In water at 65 - 75℃; for 1h;100%
With Tergitol 15-S-7; zinc(II) oxide; hydroxypropyl methylcellulose; citric acid In water at 55 - 70℃; for 0.25 - 1h;99.1%
[1,2-propanediol]-isobutyl-POSS
480439-49-4

[1,2-propanediol]-isobutyl-POSS

stearic acid
57-11-4

stearic acid

C70H144O17Si8
1021693-12-8

C70H144O17Si8

Conditions
ConditionsYield
toluene-4-sulfonic acid In toluene for 5h; Heating / reflux;100%
2-diethylamino-N-(2,6-dimethylphenyl)-acetamide
137-58-6

2-diethylamino-N-(2,6-dimethylphenyl)-acetamide

stearic acid
57-11-4

stearic acid

C14H22N2O*C18H36O2
1001438-56-7

C14H22N2O*C18H36O2

Conditions
ConditionsYield
for 0.0833333h; Inert atmosphere; Heating;100%
glucomannan acetate

glucomannan acetate

stearic acid
57-11-4

stearic acid

glucomannan acetate stearate, DS 2.3 (acetyl) and 0.7 (stearoyl)

glucomannan acetate stearate, DS 2.3 (acetyl) and 0.7 (stearoyl)

Conditions
ConditionsYield
Stage #1: stearic acid With trifluoroacetic anhydride at 50℃; for 0.333333h;
Stage #2: glucomannan acetate at 50℃; for 0.5h; Inert atmosphere;
100%
stearic acid
57-11-4

stearic acid

3,6-dibromothiophene[3,2-b]thiophene
392662-65-6

3,6-dibromothiophene[3,2-b]thiophene

C24H36Br2OS2

C24H36Br2OS2

Conditions
ConditionsYield
Stage #1: stearic acid With thionyl chloride Reflux; Inert atmosphere; Large scale;
Stage #2: 3,6-dibromothiophene[3,2-b]thiophene With aluminum (III) chloride In dichloromethane at 10 - 15℃; for 1h; Autoclave; Large scale;
100%
C28H41BrO2S3

C28H41BrO2S3

stearic acid
57-11-4

stearic acid

C46H75BrO3S3

C46H75BrO3S3

Conditions
ConditionsYield
Stage #1: stearic acid With thionyl chloride Reflux; Large scale;
Stage #2: C28H41BrO2S3 With aluminum (III) chloride In dichloromethane at 10 - 15℃; for 1h; Autoclave; Inert atmosphere; Large scale;
100%
C19H20O6

C19H20O6

stearic acid
57-11-4

stearic acid

C37H54O7

C37H54O7

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; Inert atmosphere;100%
copper(II) choride dihydrate

copper(II) choride dihydrate

stearic acid
57-11-4

stearic acid

Conditions
ConditionsYield
Stage #1: stearic acid With sodium hydroxide In water at 90℃; for 1h;
Stage #2: copper(II) choride dihydrate In water for 1h;
100%
manganese(II) chloride dihydrate

manganese(II) chloride dihydrate

stearic acid
57-11-4

stearic acid

manganese(II) stearate
3353-05-7

manganese(II) stearate

Conditions
ConditionsYield
Stage #1: stearic acid With sodium hydroxide In water at 90℃; for 1h;
Stage #2: manganese(II) chloride dihydrate In water for 1h;
100%
stearic acid
57-11-4

stearic acid

1-ethyl-3-methyl-1H-imidazol-3-ium methylcarbonate

1-ethyl-3-methyl-1H-imidazol-3-ium methylcarbonate

C6H11N2(1+)*C18H37O2(1-)

C6H11N2(1+)*C18H37O2(1-)

Conditions
ConditionsYield
In methanol at 40℃;100%
C84H155N7O11

C84H155N7O11

stearic acid
57-11-4

stearic acid

C102H189N7O12

C102H189N7O12

Conditions
ConditionsYield
With benzotriazol-1-ol; diisopropyl-carbodiimide In dichloromethane at 20 - 40℃;100%
Conditions
ConditionsYield
With ammonium acetate In ethanol; water at 27℃; for 4h; Concentration; Reagent/catalyst; Electrochemical reaction;99.21%
In neat (no solvent) detected by electron diffraction;;
In toluene reaction does not take place if O2 is excluded;;
stearic acid
57-11-4

stearic acid

N-<2-O-<2-acetamido-2,3-dideoxy-6-O-diphenylphosphono-4-O-(tetrahydropyran-2-yl)-β-D-glucopyranose-3-yl>-D-lactoyl>-L-alanyl-D-isoglutamine methyl ester

N-<2-O-<2-acetamido-2,3-dideoxy-6-O-diphenylphosphono-4-O-(tetrahydropyran-2-yl)-β-D-glucopyranose-3-yl>-D-lactoyl>-L-alanyl-D-isoglutamine methyl ester

Octadecanoic acid (2R,3R,4R,5S,6R)-3-acetylamino-4-{(R)-1-[(S)-1-((R)-1-carbamoyl-3-methoxycarbonyl-propylcarbamoyl)-ethylcarbamoyl]-ethoxy}-6-(diphenoxy-phosphoryloxymethyl)-5-(tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yl ester

Octadecanoic acid (2R,3R,4R,5S,6R)-3-acetylamino-4-{(R)-1-[(S)-1-((R)-1-carbamoyl-3-methoxycarbonyl-propylcarbamoyl)-ethylcarbamoyl]-ethoxy}-6-(diphenoxy-phosphoryloxymethyl)-5-(tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yl ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In 1,4-dioxane for 12h; Ambient temperature;99.1%
diethylamine
109-89-7

diethylamine

stearic acid
57-11-4

stearic acid

N,N-diethyl-N-n-octadecylamide
7446-68-6

N,N-diethyl-N-n-octadecylamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; (bis-(2-methoxyethyl)amino)sulfur trufluoride In dichloromethane at 0℃; for 0.5h;99%
With Zn-MCM-22 catalyst at 80 - 340℃; under 15001.5 Torr; for 6h; Reagent/catalyst; Inert atmosphere; Large scale;95.7%
Stage #1: stearic acid With triethylamine; methyl chloroformate In dichloromethane at 20℃; for 2h; Cooling with ice;
Stage #2: diethylamine In dichloromethane at 20℃;
71%
at 200 - 250℃;
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 36h;
stearic acid
57-11-4

stearic acid

Stearoyl chloride
112-76-5

Stearoyl chloride

Conditions
ConditionsYield
With thionyl chloride In toluene at 20℃; Reflux;99%
With phosgene; pentabutyl propyl guanidinium chloride; silica gel In neat (no solvent) at 100 - 120℃;98%
With phosgene; N,N-dimethyl-formamide In toluene at 50℃;98.5%
stearic acid
57-11-4

stearic acid

n-Octadecanal
638-66-4

n-Octadecanal

Conditions
ConditionsYield
With 9-borabicyclo[3.3.1]nonane dimer; lithium dihydrido borata-bicyclo[3.3.0]nonane In tetrahydrofuran for 1h; Ambient temperature;99%
With thexylchloroborane-Me2SO4 In dichloromethane for 0.25h; Ambient temperature;98%
With thexylbromoborane dimethyl sulfide complex In carbon disulfide; dichloromethane at -20 - 20℃; for 1h;92%
2-Amino-2-methyl-1-propanol
124-68-5

2-Amino-2-methyl-1-propanol

stearic acid
57-11-4

stearic acid

4,4-dimethyl-2-heptadecyl-2-oxazoline
34331-80-1

4,4-dimethyl-2-heptadecyl-2-oxazoline

Conditions
ConditionsYield
With (bis-(2-methoxyethyl)amino)sulfur trufluoride In dichloromethane at 0℃; for 0.5h;99%
at 170℃; for 0.666667h; Microwave irradiation; Neat (no solvent); open vessel;73%
With potassium hydroxide 1.) 150 deg C; 2.) 180 deg C; Multistep reaction;
14.1 g (79.7%)
14.1 g (79.7%)

57-11-4Relevant articles and documents

Burton

, p. 4117 (1949)

Anti-diabetic potential of ursolic acid stearoyl glucoside: A new triterpenic gycosidic ester from Lantana camara

Kazmi, Imran,Rahman, Mahfoozur,Afzal, Muhammad,Gupta, Gaurav,Saleem, Shakir,Afzal, Obaid,Shaharyar, Md.Adil,Nautiyal, Ujjwal,Ahmed, Sayeed,Anwar, Firoz

, p. 142 - 146 (2012)

A new stearoyl glucoside of ursolic acid, urs-12-en-3β-ol-28-oic acid 3β-d-glucopyranosyl-4′-octadecanoate and other compounds were isolated from the leaves of Lantana camara L. The structure of this new glycoside was elucidated and established by standard spectroscopic methods. In streptozotocin-induced diabetic rats it showed significant reduction in blood glucose level. Crown Copyright

ALL-CIS-3,6,9,12,15-OCTADECAPENTAENOIC ACID: A PROBLEM OF RESOLUTION IN THE GC ANALYSIS OF MARINE FATTY ACIDS

Napolitano, G. E.,Ratnayake, W. M. N.,Ackman, R. G.

, p. 1751 - 1756 (1988)

The GC properties of 18:5n3 (all-cis-3,6,9,12,15-octadecapentaenoic acid) of algal origin are described for analysis on the popular polyglycol liquid phase Carbowax-20M "bonded" in flexible fused silica open-tubular columns.It is shown with oyster lipids that this fatty acid could be confused with early eluting 20:1 isomers such as the 20:1n11, common in marine animal oils and lipids, and coincides exactly with 20:1n15 of plant origin.Partial hydrazine reduction is demonstrated as a useful technique for confirming the structure of 18:5n3.Key Word Index-Octadecapentaenoic acid; gas-liquid chromatography; phytoplankter fatty acids; marine lipids; hydrazine reduction.

Hydrolysis of amides to carboxylic acids catalyzed by Nb2O5

Siddiki,Rashed, Md. Nurnobi,Touchy, Abeda Sultana,Jamil, Md. A. R.,Jing, Yuan,Toyao, Takashi,Maeno, Zen,Shimizu, Ken-Ichi

, p. 1949 - 1960 (2021/03/26)

Hydrolysis of amides to carboxylic acids is an industrially important reaction but is challenging due to the difficulty of cleaving the resonance stabilized amidic C-N bond. Twenty-three heterogeneous and homogenous catalysts were examined in the hydrolysis of acetamide. Results showed that Nb2O5was the most effective heterogeneous catalyst with the greatest yield of acetic acid. A series of Nb2O5catalysts calcined at various temperatures were characterized and tested in the hydrolysis of acetamide to determine the effects of crystal phase and surface properties of Nb2O5on catalytic performance. The high catalytic performance observed was attributed mainly to the facile activation of the carbonyl bond by Lewis acid sites that function even in the presence of basic inhibitors (NH3and H2O). The catalytic studies showed the synthetic advantages of the present method, such as simple operation, catalyst recyclability, additive free, solvent free, and wide substrate scope (>40 examples; up to 95% isolated yield).

Homogeneous catalytic hydrogenation of lipids in aqueous dispersions and bacterial cell membranes with an efficient water-soluble Pd(II)-sulfosalan catalyst, Na2[Pd(HSS)]

Bunda, Szilvia,Gombos, Réka,Joó, Ferenc,Nagyházi, Brigitta

, (2020/09/17)

The recently synthesized water-soluble Na2[Pd(HSS)] (Na2HSS = hydrogenated sulfonated salen) was shown to be a non-toxic, active catalyst for modification of model and biomembranes by homogeneous catalytic hydrogenation. Hydrogenation of the unsaturated fatty acyl residues in soy-bean lecithin liposomes and in biomembranes of intact Pseudomonas putida F1 cells was accompanied by substantial cis-trans isomerization around the C[dbnd]C double bonds. The hydrogenations could be run in aqueous media under mild conditions (25 °C, 1 bar H2). Partial saturation (up to 10% conversion) of the membrane lipids of P. putida F1 did not damage the cells.

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