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12-Hydroxystearicacid

  • Name 12-Hydroxystearicacid
  • EINECS203-366-1
  • CAS No. 106-14-9
  • Density0.944 g/cm3
  • PSA57.53000
  • LogP5.30330
  • Solubility0.3315(mg/L) at 25 °C in water
  • Melting Point74-76 °C
  • FormulaC18H36O3
  • Boiling Point436.3 °C at 760 mmHg
  • Molecular Weight300.482
  • Flash Point231.8 °C
  • Transport InformationN/A
  • Appearancewhite powder
  • Safety26-36
  • Risk Codes36/37/38
  • Molecular Structure
    Molecular Structure of 106-14-9 (12-Hydroxystearicacid)
  • Hazard SymbolsIrritantXi
  • SynonymsIrritantXi
  • Article Data38

12-Hydroxystearicacid Synthetic route

925-44-0

12-oxooctadecanoic 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);
74815-67-1

ethyl 12-hydroxystearate

106-14-9

12-Hydroxystearic acid

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

methyl 12-hydroxyoctadecanoate

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
141-22-0

Ricinoleic 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;
138844-95-8

12-acetoxy-octadec-9-enoic 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;
41989-07-5

methyl ricinoleate

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
673-02-9

12-hydroxyoctadecanoic acid lactone

106-14-9

12-Hydroxystearic acid

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

12-hydroxystearonitrile

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

106-14-9

12-Hydroxystearic acid

Conditions
ConditionsYield
With hydrogen; nickel In sodium hydroxide at 120℃; under 14710.2 Torr;6.6 g

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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