Product Name

  • Name

    12-Hydroxystearicacid

  • EINECS 203-366-1
  • CAS No. 106-14-9
  • Article Data38
  • CAS DataBase
  • Density 0.944 g/cm3
  • Solubility 0.3315(mg/L) at 25 °C in water
  • Melting Point 74-76 °C
  • Formula C18H36O3
  • Boiling Point 436.3 °C at 760 mmHg
  • Molecular Weight 300.482
  • Flash Point 231.8 °C
  • Transport Information
  • Appearance white powder
  • Safety 26-36
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 106-14-9 (12-Hydroxystearicacid)
  • Hazard Symbols IrritantXi
  • Synonyms Stearicacid, l-hydroxy- (4CI);12-HSA;12-Hydroxystearic acid;ADK Stab LS 12;BarolubFTO;Cerit Fac 3;Ceroxin GL;DL-12-Hydroxyoctadecanoic acid;DL-12-Hydroxystearic acid;Hydroxystearin R;KOW;Loxiol G 21;NSC 2385;Pelemol HSA;Solsperse2000;Octadecanoic acid,12-hydroxy-;
  • PSA 57.53000
  • LogP 5.30330

Synthetic route

12-oxooctadecanoic acid
925-44-0

12-oxooctadecanoic acid

12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

Conditions
ConditionsYield
Stage #1: 12-oxooctadecanoic acid With sodium tetrahydroborate In ethanol at 20℃; for 1.5h;
Stage #2: With acetic acid In ethanol
96%
With sodium tetrahydroborate; ethanol at 20℃; for 1.5h;96%
With sodium hydroxide; hydrogen; nickel In ethanol at 160℃; under 750.06 Torr; for 6h;94%
(reduction);
ethyl 12-hydroxystearate
74815-67-1

ethyl 12-hydroxystearate

12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 6h; Heating;96%
methyl 12-hydroxyoctadecanoate
6114-39-2, 7309-59-3, 82008-61-5, 141-23-1

methyl 12-hydroxyoctadecanoate

12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

Conditions
ConditionsYield
With potassium hydroxide
With potassium hydroxide
With potassium hydroxide In methanol at 80℃; for 5h; Yield given;
With potassium hydroxide
Ricinoleic acid
141-22-0

Ricinoleic acid

12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

Conditions
ConditionsYield
With Pt(2+)*HO(1-) Hydrogenation.in alkoh.Loesung;
Reaktion des Glycerids bei der katalytischen Hydrierung.Hydrogenation;
Multi-step reaction with 2 steps
2: hydrogen bromide / Reduktion des Additionsprodukts mit Zink oder Zinn und Salzsaeure und nachherige Behandlung mit Kalilauge
View Scheme
Conditions
ConditionsYield
With acetyl chloride man hydriert das Acetat des Ricinolsaeure-methylesters bei Gegenwart von Platinmohr in Eisessig und kocht das Reaktionsprodukt mit alkoh. Kalilauge;
12-acetoxy-octadec-9-enoic acid
138844-95-8

12-acetoxy-octadec-9-enoic acid

12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

Conditions
ConditionsYield
With hydrogen bromide Reduktion des Additionsprodukts mit Zink oder Zinn und Salzsaeure und nachherige Behandlung mit Kalilauge;
methyl ricinoleate
41989-07-5

methyl ricinoleate

12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

Conditions
ConditionsYield
With diethyl ether; hydrogen; platinum man verseift den entstehenden Methylester mit alkoholischer Kalilauge;
Multi-step reaction with 2 steps
1: H2 / Raney-Ni
2: aq. KOH
View Scheme
12-hydroxyoctadecanoic acid lactone
673-02-9

12-hydroxyoctadecanoic acid lactone

12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

Conditions
ConditionsYield
With potassium hydroxide In ethanol for 2h; Heating;
12-hydroxystearonitrile
76441-68-4

12-hydroxystearonitrile

12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

Conditions
ConditionsYield
With potassium hydroxide; water In ethanol for 40h; heating;8.94 g
(4E,8E)-12-Hydroxy-octadeca-4,8-dienoic acid

(4E,8E)-12-Hydroxy-octadeca-4,8-dienoic acid

12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

Conditions
ConditionsYield
With hydrogen; nickel In sodium hydroxide at 120℃; under 14710.2 Torr;6.6 g
λ.μ-dioxy-stearic acid

λ.μ-dioxy-stearic acid

12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

Conditions
ConditionsYield
With acetic acid-sulphuric acid nachfolgende Hydrierung;
undecanedioic acid monomethyl ester
3927-60-4

undecanedioic acid monomethyl ester

(+-)-3-acetoxy-nonanoic acid

(+-)-3-acetoxy-nonanoic acid

12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

Conditions
ConditionsYield
Electrolysis.anschliessendes Hydrolyse mit Hilfe von Alkalilauge;
12-acetoxy-octadec-9-enoic acid
138844-95-8

12-acetoxy-octadec-9-enoic acid

hydrogen bromide
10035-10-6, 12258-64-9

hydrogen bromide

12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

Conditions
ConditionsYield
Reduktion und nachfolgende Verseifung; acetate of/the/ ricinolic acid;
Ricinoleic acid
141-22-0

Ricinoleic acid

hydrazine hydrate
7803-57-8

hydrazine hydrate

12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

Conditions
ConditionsYield
an der Luft;
castor oil

castor oil

12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

Conditions
ConditionsYield
With potassium hydroxide
Ricinoleic acid
141-22-0

Ricinoleic acid

hydrogen

hydrogen

colloid/al platinum

colloid/al platinum

12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

tetrachloromethane
56-23-5

tetrachloromethane

Ricinoleic acid
141-22-0

Ricinoleic acid

NaH2PO2

NaH2PO2

Raney nickel

Raney nickel

12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

11-cyanoundecanoyl chloride
35042-91-2

11-cyanoundecanoyl chloride

12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: CH2Cl2 / 4 h / 20 °C
2: aq. sodium hydroxide / ethanol / 20 h / Heating
3: 94 percent / H2, NaOH / Raney nickel / aq. ethanol / 6 h / 160 °C / 750.06 Torr
View Scheme
Multi-step reaction with 3 steps
1: 89 percent / CH2Cl2 / 1) -30 gradC, 1 h; 2) 20 gradC, 12 h
2: aq. sodium hydroxide / ethanol / 20 h / Heating
3: 94 percent / H2, NaOH / Raney nickel / aq. ethanol / 6 h / 160 °C / 750.06 Torr
View Scheme
11-cyanoundecanoic acid
5810-18-4

11-cyanoundecanoic acid

12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 95 percent / SOCl2 / benzene / 4 h / 60 °C
2: CH2Cl2 / 4 h / 20 °C
3: aq. sodium hydroxide / ethanol / 20 h / Heating
4: 94 percent / H2, NaOH / Raney nickel / aq. ethanol / 6 h / 160 °C / 750.06 Torr
View Scheme
Multi-step reaction with 4 steps
1: 95 percent / SOCl2 / benzene / 4 h / 60 °C
2: 89 percent / CH2Cl2 / 1) -30 gradC, 1 h; 2) 20 gradC, 12 h
3: aq. sodium hydroxide / ethanol / 20 h / Heating
4: 94 percent / H2, NaOH / Raney nickel / aq. ethanol / 6 h / 160 °C / 750.06 Torr
View Scheme
12-oxo-octadecanenitrile
36840-82-1

12-oxo-octadecanenitrile

12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aq. sodium hydroxide / ethanol / 20 h / Heating
2: 94 percent / H2, NaOH / Raney nickel / aq. ethanol / 6 h / 160 °C / 750.06 Torr
View Scheme
1,12-dodecadicarboxylic acid monoethyl ester
66003-63-2

1,12-dodecadicarboxylic acid monoethyl ester

12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 93 percent / SOCl2 / 4 h / Heating
2: 1) Mg / 1) THF, -78 gradC, 1.5 h; 2) raised to 20 gradC
3: 91 percent / H2 / Raney nickel / ethanol / 15 h / 150 °C
4: 96 percent / NaOH / aq. ethanol / 6 h / Heating
View Scheme
monoethyl ester of dodecanedioic acid chloride
14812-19-2

monoethyl ester of dodecanedioic acid chloride

12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1) Mg / 1) THF, -78 gradC, 1.5 h; 2) raised to 20 gradC
2: 91 percent / H2 / Raney nickel / ethanol / 15 h / 150 °C
3: 96 percent / NaOH / aq. ethanol / 6 h / Heating
View Scheme
ethyl 12-oxo-octadecanoate
88472-61-1

ethyl 12-oxo-octadecanoate

12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 91 percent / H2 / Raney nickel / ethanol / 15 h / 150 °C
2: 96 percent / NaOH / aq. ethanol / 6 h / Heating
View Scheme
12-oxododecanenitrile
13050-14-1

12-oxododecanenitrile

12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 10 g / diethyl ether / 2 h / 20 °C
2: 8.94 g / KOH, H2O / ethanol / 40 h / heating
View Scheme
cyclododecanol
1724-39-6

cyclododecanol

12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 93 percent / Cu/Cr/Zn / 5 h / 250 - 280 °C
2: 71 percent / tert-butyl peroxide / 3 h / 150 - 160 °C
3: 68 percent / peracetic acid, permaleic acid / CH2Cl2 / 24 h / Heating
4: KOH / ethanol / 2 h / Heating
View Scheme
2-hexylcyclododecanone
123117-34-0

2-hexylcyclododecanone

12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 68 percent / peracetic acid, permaleic acid / CH2Cl2 / 24 h / Heating
2: KOH / ethanol / 2 h / Heating
View Scheme
n-hexylmagnesium chloride
44767-62-6

n-hexylmagnesium chloride

12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 10 g / diethyl ether / 2 h / 20 °C
2: 8.94 g / KOH, H2O / ethanol / 40 h / heating
View Scheme
Multi-step reaction with 3 steps
1: diethyl ether / 2 h / 20 °C
2: 8 g / KOH, H2O / ethanol / 40 h / heating
3: 6.6 g / H2 / Raney nickel / aq. NaOH / 120 °C / 14710.2 Torr
View Scheme
12-oxo-4,8-dodecadienenitrile
76441-69-5

12-oxo-4,8-dodecadienenitrile

12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: diethyl ether / 2 h / 20 °C
2: 8 g / KOH, H2O / ethanol / 40 h / heating
3: 6.6 g / H2 / Raney nickel / aq. NaOH / 120 °C / 14710.2 Torr
View Scheme
2-methoxycyclododecadienone oxime
10499-79-3, 29766-94-7

2-methoxycyclododecadienone oxime

12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: PCl5 / diethyl ether / 2 h / 20 °C
2: diethyl ether / 2 h / 20 °C
3: 8 g / KOH, H2O / ethanol / 40 h / heating
4: 6.6 g / H2 / Raney nickel / aq. NaOH / 120 °C / 14710.2 Torr
View Scheme
12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

12-iodostearic acid
73640-30-9

12-iodostearic acid

Conditions
ConditionsYield
With phosphorus; hydrogen iodide for 18h; Heating;100%
methanol
67-56-1

methanol

12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

methyl 12-hydroxyoctadecanoate
6114-39-2, 7309-59-3, 82008-61-5, 141-23-1

methyl 12-hydroxyoctadecanoate

Conditions
ConditionsYield
With hydroxy-substituted sulfonic acid-functionalized silica (HO-SAS) In tetrahydrofuran at 110℃; Fischer-Speier Esterification; Flow reactor;99%
With hydrogenchloride at 40 - 50℃; for 3h;27.9%
With hydrogenchloride Heating; Yield given;
With boron trifluoride Esterification; Heating;
With sulfuric acid for 16h; Heating;
12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

propionyl chloride
79-03-8

propionyl chloride

12-propionyloxy-stearic acid
775351-03-6

12-propionyloxy-stearic acid

Conditions
ConditionsYield
With pyridine In tert-butyl methyl ether at 50℃; for 19h;97%
ethanol
64-17-5

ethanol

12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

ethyl 12-hydroxystearate
74815-67-1

ethyl 12-hydroxystearate

Conditions
ConditionsYield
With sulfuric acid at 78℃; for 20h; Heating / reflux;96%
With hydrogenchloride
12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

butan-1-ol
71-36-3

butan-1-ol

12-hydroxy-octadecanoic acid butyl ester
5417-30-1

12-hydroxy-octadecanoic acid butyl ester

Conditions
ConditionsYield
iodine for 15h; Heating;95%
12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

lithium 12-hydroxy stearate

lithium 12-hydroxy stearate

Conditions
ConditionsYield
Product distribution / selectivity;95%
With lithium hydroxide In water Product distribution / selectivity;91%
With lithium hydroxide In water at 90℃; for 1.75h; Purification / work up;
12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

thiophenol
108-98-5

thiophenol

S-phenyl 12-hydroxythiostearate
61049-79-4

S-phenyl 12-hydroxythiostearate

Conditions
ConditionsYield
With triethylamine; 3-diphenyloxyphosphinyl-2-oxazolidinone In acetonitrile for 1h; Ambient temperature;93%
With pyridine; O-phenyl phosphorodichloridate In 1,2-dimethoxyethane for 16h; Ambient temperature;78%
(i) 2-fluoro-1-methyl-pyridinium toluene-4-sulfonate, Et3N, (ii) /BRN= 506523/, Et3N; Multistep reaction;
12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

A

3,16-dihexyl-2,15-dioxacyclohexacosane-1,14-dione
20602-43-1

3,16-dihexyl-2,15-dioxacyclohexacosane-1,14-dione

B

12-hydroxyoctadecanoic acid lactone
673-02-9

12-hydroxyoctadecanoic acid lactone

Conditions
ConditionsYield
With chloro-trimethyl-silane; TiCl2(OTf)2; 4-(trifluoromethyl)benzoic anhydride In dichloromethane Heating;A 6%
B 91%
With chloro-trimethyl-silane; TiCl2(OTf)2; 4-(trifluoromethyl)benzoic anhydride In dichloromethane at 50℃; for 5h;A 3%
B 91%
With dmap; 2-methyl-6-nitrobenzoic anhydride In dichloromethane at 20℃; for 15h;A 1%
B 86%
12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

A

12-hydroxyoctadecanoic acid lactone
673-02-9

12-hydroxyoctadecanoic acid lactone

B

13,26-Diheptyl-1,14-dioxa-cyclohexacosane-2,15-dione

13,26-Diheptyl-1,14-dioxa-cyclohexacosane-2,15-dione

Conditions
ConditionsYield
distannoxane (X=Cl) In decane for 24h; Heating;A 90%
B 19%
12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

12-bromostearic acid
116971-44-9

12-bromostearic acid

Conditions
ConditionsYield
With hydrogen bromide for 18h; Heating;90%
With 1H-imidazole; carbon tetrabromide; triphenylphosphine In dichloromethane at 0 - 20℃; for 21h;71%
5-aminotetrazole
4418-61-5

5-aminotetrazole

12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

C19H37N5O2

C19H37N5O2

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 0 - 20℃;90%
12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

Diphenyl 2-oxo-3-oxazolinylphosphonate
78605-38-6

Diphenyl 2-oxo-3-oxazolinylphosphonate

3-(12-hydroxystearoyl)-2-oxazolone
78605-41-1

3-(12-hydroxystearoyl)-2-oxazolone

Conditions
ConditionsYield
With triethylamine In acetonitrile Ambient temperature;88%
With triethylamine In acetonitrile88%
12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

12-hydroxyoctadecanoic acid lactone
673-02-9

12-hydroxyoctadecanoic acid lactone

Conditions
ConditionsYield
With dmap; 2-methyl-6-nitrobenzoic anhydride In dichloromethane at 20℃; for 1h;86%
Stage #1: 12-Hydroxystearic acid With 2,6-dichloro-4-(perfluorohexyl)benzoyl chloride; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 25℃; for 1h; Yamaguchi Lactonization;
Stage #2: With dmap In tetrahydrofuran; toluene for 3h; Reagent/catalyst; Yamaguchi Lactonization; Reflux;
86%
With 1,3,5-trichloro-2,4,6-triazine; triethylamine In acetone for 6h; Ambient temperature;70%
12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

benzylamine
100-46-9

benzylamine

N-benzyl-12-hydroxyoctadecaneamide
89332-54-7

N-benzyl-12-hydroxyoctadecaneamide

Conditions
ConditionsYield
With triethylamine; 3-diphenyloxyphosphinyl-2-oxazolidinone In N,N-dimethyl-formamide for 0.5h; Ambient temperature;86%
5-(3-aminophenyl)-1H-tetrazole
73732-51-1

5-(3-aminophenyl)-1H-tetrazole

12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

C25H41N5O2

C25H41N5O2

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 0 - 20℃;85%
12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

1-amino-3-(dimethylamino)propane
109-55-7

1-amino-3-(dimethylamino)propane

γ-12-Hydroxystearamidopropyl-dimethylamine
75656-34-7

γ-12-Hydroxystearamidopropyl-dimethylamine

Conditions
ConditionsYield
at 160℃; for 12h;85%
vinyl acetate
108-05-4

vinyl acetate

12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

12-hydroxyoctadecanoic acid vinyl ester
152752-18-6

12-hydroxyoctadecanoic acid vinyl ester

Conditions
ConditionsYield
With potassium hydroxide; palladium diacetate for 24h; Ambient temperature;83%
12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

3,16-dihexyl-2,15-dioxacyclohexacosane-1,14-dione
20602-43-1

3,16-dihexyl-2,15-dioxacyclohexacosane-1,14-dione

Conditions
ConditionsYield
With hydrogenchloride for 18h; Heating;83%
12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

12-hydroxy-octadecanoic acid methylsulfanylmethyl ester

12-hydroxy-octadecanoic acid methylsulfanylmethyl ester

Conditions
ConditionsYield
With oxalyl dichloride; triethylamine In dichloromethane at -60 - 20℃; for 0.5h; Swern oxidation;80%
12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

2-(oct-7-en-1-yl)oxirane
85721-25-1

2-(oct-7-en-1-yl)oxirane

C28H54O4
1106675-69-7

C28H54O4

Conditions
ConditionsYield
With oxidized hydroxyethyl cellulose aminated with dodecylamine In glycerol at 90℃;80%
12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

glycerol
56-81-5

glycerol

2,3-dihydroxypropyl-12-hydroxyoctadecanoate

2,3-dihydroxypropyl-12-hydroxyoctadecanoate

Conditions
ConditionsYield
With mesoporous silica HMS2-SO3H; cetyltritylammonium bromide for 6h; Product distribution; Further Variations:; Reagents; reaction times;77%
With phenylboronic acid In hexane Enzymatic reaction;
12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

2,4-(3,4-dimethylbenzylidene)-D-glucose hydrazide

2,4-(3,4-dimethylbenzylidene)-D-glucose hydrazide

C33H56N2O8

C33H56N2O8

Conditions
ConditionsYield
Stage #1: 12-Hydroxystearic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0℃; for 0.5h;
Stage #2: 2,4-(3,4-dimethylbenzylidene)-D-glucose hydrazide In N,N-dimethyl-formamide at 20℃; for 5h;
74.8%
12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

2-chloro-1-methyl-pyridinium iodide
14338-32-0

2-chloro-1-methyl-pyridinium iodide

12-hydroxyoctadecanoic acid lactone
673-02-9

12-hydroxyoctadecanoic acid lactone

Conditions
ConditionsYield
With triethylamine In acetonitrile66%
12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

1,12-octadecanediol
2726-73-0

1,12-octadecanediol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether at -10 - 20℃; for 20h; Inert atmosphere;66%
With lithium aluminium tetrahydride Inert atmosphere;
12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

docosanoic acid 2-hexadecanoyloxy-3-hydroxy-propyl ester
277749-26-5

docosanoic acid 2-hexadecanoyloxy-3-hydroxy-propyl ester

docosanoic acid 2-hexadecanoyloxy-3-(12-hydroxy-octadecanoyloxy)-propyl ester

docosanoic acid 2-hexadecanoyloxy-3-(12-hydroxy-octadecanoyloxy)-propyl ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 1h; Esterification;64%
12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

carbon dioxide
1111-72-4

carbon dioxide

C17(13)CH36O3

C17(13)CH36O3

Conditions
ConditionsYield
With manganese; (1,2-dimethoxyethane)dichloronickel(II); 6,6'-dimethyl-4,4'-diphenyl-2,2'-bipyridine In methanol; N,N-dimethyl-formamide at 0℃; under 760.051 Torr;59%
12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

2,2,2-tribromoethanol
75-80-9

2,2,2-tribromoethanol

2,2,2-tribromoethyl 12-hydroxystearate

2,2,2-tribromoethyl 12-hydroxystearate

Conditions
ConditionsYield
With dmap; dacarbazine; 4-N,N-dimethylaminopyridine trifluoroacetate In dichloromethane at 20℃; for 4h; Esterification;52%
12-Hydroxystearic acid
106-14-9

12-Hydroxystearic acid

N1,N3-bis(hydroxymethyl)-5-fluorouracil
74179-14-9

N1,N3-bis(hydroxymethyl)-5-fluorouracil

12-Hydroxy-octadecanoic acid 5-fluoro-3-hydroxymethyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethyl ester

12-Hydroxy-octadecanoic acid 5-fluoro-3-hydroxymethyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethyl ester

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide; dmap In N,N-dimethyl-formamide; acetonitrile room temp. -- 40 deg C, 24 h;49%

12-Hydroxystearicacid Consensus Reports

Reported in EPA TSCA Inventory.

12-Hydroxystearicacid Specification

The IUPAC name of this chemical is 12-Hydroxystearicacid. With the CAS registry number 106-14-9 and EINECS registry number 203-366-1, it is also named as octadecanoic acid,12-hydroxy-. In addition, the molecular formula is C18H36O3. It is a kind of white powder and can be used in textile lubricants, paint and metal processing oil.

Physical properties about this chemical are: (1)ACD/LogP: 6.03; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5.23; (4)ACD/LogD (pH 7.4): 3.44; (5)ACD/BCF (pH 5.5): 3580.7; (6)ACD/BCF (pH 7.4): 57.44; (7)ACD/KOC (pH 5.5): 7231.41; (8)ACD/KOC (pH 7.4): 116.01; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 17; (12)Polar Surface Area: 35.53 Å2; (13)Index of Refraction: 1.468; (14)Molar Refractivity: 88.49 cm3; (15)Molar Volume: 318.1 cm3; (16)Polarizability: 35.08 ×10-24cm3; (17)Surface Tension: 36.9 dyne/cm; (18)Density: 0.944 g/cm3; (19)Flash Point: 231.8 °C; (20)Enthalpy of Vaporization: 79.96 kJ/mol; (21)Boiling Point: 436.3 °C at 760 mmHg; (22)Vapour Pressure: 1.92E-09 mmHg at 25°C.

Preparation of 12-Hydroxystearicacid: it can be prepared by 12-hydroxy-octadecanoic acid ethyl ester. This reaction will need reagent NaOH and solvent aq. ethanol. The reaction time is 6 hours by heating. The yield is about 96%.

12-Hydroxystearicacid can be prepared by 12-hydroxy-octadecanoic acid ethyl ester

Uses of 12-Hydroxystearicacid: it can react with benzenethiol to get 12-Hydroxy-octadecanoyl-phenyl-thioether. This reaction will need reagents diphenyl 2-oxo-3-oxazolinylphosphonate and triethylamine, and solvent acetonitrile. The reaction time is 1 hour with ambient temperature. The yield is about 93%.

12-Hydroxystearicacid can react with benzenethiol to get 12-Hydroxy-octadecanoyl-phenyl-thioether

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)CCCCCCCCCCC(O)CCCCCC
(2)InChI: InChI=1/C18H36O3/c1-2-3-4-11-14-17(19)15-12-9-7-5-6-8-10-13-16-18(20)21/h17,19H,2-16H2,1H3,(H,20,21)
(3)InChIKey: ULQISTXYYBZJSJ-UHFFFAOYAY

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