12-Hydroxystearic acid

Base Information

• Chemical Name: 12-Hydroxystearic acid
• CAS No.: 106-14-9
• Deprecated CAS: 36377-33-0,78642-86-1,8039-23-4,860114-96-1,1629856-01-4,654637-88-4,78642-86-1,860114-96-1
• Molecular Formula: C18H36O3
• Molecular Weight: 300.482
• Hs Code.: 29181990
• European Community (EC) Number: 203-366-1,253-004-1
• NSC Number: 2385
• UNII: 933ANU3H2S
• DSSTox Substance ID: DTXSID8026725
• Nikkaji Number: J48.641H
• Wikidata: Q10843743,Q27158401
• RXCUI: 1368628
• Metabolomics Workbench ID: 2166
• ChEMBL ID: CHEMBL292352
• Mol file: 106-14-9.mol

Synonyms:12-hydroxy stearic acid

Chemical Property of 12-Hydroxystearic acid

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 0Pa at 20℃
• Melting Point: 74-76 °C
• Refractive Index: 1.468
• Boiling Point: 436.3 °C at 760 mmHg
• PKA: 4.78±0.10(Predicted)
• Flash Point: 231.8 °C
• PSA: 57.53000
• Density: 0.944 g/cm³
• LogP: 5.30330
• Storage Temp.: ?20°C
• Solubility.: Chloroform (Slightly, Heated), Ethyl Acetate (Slightly, Heated), Methanol (Very
• Water Solubility.: Soluble in ether, alcohol and chloroform. Insoluble in water.
• XLogP3: 6.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 16
• Exact Mass: 300.26644501
• Heavy Atom Count: 21
• Complexity: 229

Purity/Quality:

99% ^*data from raw suppliers

12-Hydroxystearic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: S22:Do not inhale dust.; S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: CCCCCCC(CCCCCCCCCCC(=O)O)O
• Description: 12-Hydroxy stearic acid (12-HSA) is a saturated hydroxy fatty acid. It's a waxy, odourless, tasteless and cream coloured compound in flakes / powder. appearance creamish flakes or powder melting point °C min. 70 colour Gardner max. 6 colour (on 1” Lovibond) max 20 yellow / max. 4,5 red acid value mg KOH/g min. 175 iodine value (Wijs) g I2/100g max. 5 hydroxyl value min. 150 saponification value mg KOH/g 175 - 190
• Uses: Lithium greases, chemical intermediates. lubrication: 12-Hydroxy stearic acid (12-HSA) gives better Lithium, Barium and Calcium multi-purpose greases. It provides excellent resistance to water, oils, solvents and crude petroleum, wide temperature range stability and high drop point. cosmetics: 12-HSA is used for gelling liquid Paraffin in creams and ointments, which easily liquefy on the skin. Esters of 12-HSA are used in various cosmetic products (lipsticks, deodorant and antiperspirant sticks, shaving creams, etc.). coatings: 12-HSA is reacted with acrylic esters to produce hard, durable thermosetting polymers used in the high quality automotive, industrial appliance and metal decorative finishes. rubber: functions as an activator and internal lubricant for natural and synthetic rubbers others: 12-HSA is an useful component in polishes, inks and hot melt adhesives 12-Hydroxystearic acid is used in cosmetics, wax blends, heavy duty greases, polishes, inks and hot melt adhesives, as a lubricant for natural and synthetic rubbers and as a source for industrial oleo chemicals. It is also used as an intermediate in pharmaceuticals.

Technology Process of 12-Hydroxystearic acid

There total 47 articles about 12-Hydroxystearic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

Ricinoleic acid (141-22-0,27925-02-6,7431-95-0,84799-84-8) → R-12-hydroxyoctadecanoic acid (106-14-9,18417-00-0,36377-33-0,5762-36-7,78642-86-1,8039-23-4,27924-99-8,860114-96-1)

Guidance literature:

With hydrogen; Rh/Al₂O₃; In ethyl acetate; for 4.5h; Ambient temperature;

DOI:10.1016/S0009-3084(97)00085-6

Reference yield: 96.0%

12-oxooctadecanoic acid (925-44-0) → 12-Hydroxystearic acid (106-14-9,78642-86-1,8039-23-4,27924-99-8,860114-96-1)

Guidance literature:

12-oxooctadecanoic acid; With sodium tetrahydroborate; In ethanol; at 20 ℃; for 1.5h;

With acetic acid; In ethanol;

DOI:10.1039/c1sm05757j

Reference yield: 96.0%

ethyl 12-hydroxystearate (74815-67-1,82807-36-1) → 12-Hydroxystearic acid (106-14-9,78642-86-1,8039-23-4,27924-99-8,860114-96-1)

Guidance literature:

With sodium hydroxide; In ethanol; for 6h; Heating;

upstream raw materials:

methyl 12-hydroxyoctadecanoate

Ricinoleic acid

methyl ricinoleate

12-acetoxy-octadec-9-enoic acid

Downstream raw materials:

12-hydroxy-octadecanoic acid octadecyl ester

ethyl 12-hydroxystearate

azelaic acid

1,12-dodecanedioic acid

Refernces

• 1、 Tachibana,T.,Kambara,H.. "-". . p. 3422 - 3424. Retrieved 1969.
• 2、 Lefort,D. et al.. "-". . . Retrieved 1967.
• 3、 Tachibana,T.,Kambara,H.. "-". . p. 3015 - 3016. Retrieved 1965.
• 4、 Abraham, Shibu,Lan, Yaqi,Lam, Ricky S. H.,Grahame, Douglas A. S.,Kim, Jennifer Jae Hee,Weiss, Richard G.,Rogers, Michael A.. "Influence of positional isomers on the macroscale and nanoscale architectures of aggregates of racemic hydroxyoctadecanoic acids in their molecular gel, dispersion, and solid states". experimental part. p. 4955 - 4964. Retrieved 2012/07/13.