35274-05-6

Basic information

• Product Name: CETYL LACTATE
• Synonyms: 2-hydroxy-propanoicacihexadecylester;2-Hydroxypropionic acid hexadecyl ester;Ceraphyl 28;D,L-Lacticacidhexadecylester;Lactic acid cetyl ester;Liponate CL;Propanoic acid, 2-hydroxy-, hexadecyl ester;Propanoicacid,2-hydroxy-,hexadecylester
• CAS NO: 35274-05-6
• Molecular Formula: C₁₉H₃₈O₃
• Molecular Weight: 314.5
• EINECS: 252-478-7
• Mol File: 35274-05-6.mol
• Article Data: 3

Chemical Properties

• Melting Point: 41 °C
• Boiling Point: bp0.1 132°; bp1 170°; bp10 219°
• Flash Point: 160.5 °C
• Appearance: White to light yellow soft solid
• Density: 1.0196 (rough estimate)
• Vapor Pressure: 1.87E-06mmHg at 25°C
• Refractive Index: nD40 1.4410; nD50 1.4370
• PKA: 13.05±0.20(Predicted)
• Water Solubility: 60μg/L at 25℃
• Merck: 14,2030
• CAS DataBase Reference: CETYL LACTATE(CAS DataBase Reference)
• NIST Chemistry Reference: CETYL LACTATE(35274-05-6)
• EPA Substance Registry System: CETYL LACTATE(35274-05-6)

Safety Data

• Statements: 53
• Hazardous Substances Data: 35274-05-6(Hazardous Substances Data)

Usage

Uses

Nonionic emollient. To improve feel and texture of cosmetic and pharmaceutical preparations.

InChI:InChI=1/C19H38O3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-22-19(21)18(2)20/h18,20H,3-17H2,1-2H3

Synthetic route

methyl lactate (547-64-8) + 1-Hexadecanol (36653-82-4) → n-hexadecyl lactate (35274-05-6)

Conditions	Yield
With sulfuric acid

LACTIC ACID (849585-22-4) + 1-Hexadecanol (36653-82-4) → n-hexadecyl lactate (35274-05-6)

Conditions	Yield
Stage #1: LACTIC ACID; 1-Hexadecanol With toluene-4-sulfonic acid In dichloromethane for 6h; Reflux; Stage #2: With sulfuric acid In dichloromethane for 1h;

n-hexadecyl lactate (35274-05-6) → C19H37O6S(1-)*Na(1+)

Conditions	Yield
Stage #1: n-hexadecyl lactate With chlorosulfonic acid In dichloromethane at 0 - 20℃; for 3.16667h; Inert atmosphere; Stage #2: With sodium hydroxide pH=7;

Upstream product

• 547-64-8 methyl lactate 
• 36653-82-4 1-Hexadecanol 
• 849585-22-4 LACTIC ACID 

Relevant articles and documents

Synthesis and Evaluation of Surface and Biological Properties of Some Lactic Acid-Based Anionic Surfactants

In the present study, 11 lactic acid-based anionic surfactants were synthesized and evaluated for their surface and biological activities. The synthesis involved the esterification of lactic acid with a range of fatty alcohols differing in chain length as well as in branching and unsaturation. The resultant ester was sulfonated by treatment with chlorosulfonic acid followed by salt formation with aqueous NaOH solution. The surface properties of all the synthesized surfactants were determined using surface tensiometry. Synthesized surfactants showed low critical micelle concentration (CMC) values and a decreasing trend with an increase in the alkyl chain length. Alkyl branching also led to a mild change in CMC values when compared with linear counterparts having the same number of carbon atoms, though such decreases or increases were observed to be dependent on the position and number of the branching. Some of the synthesized surfactants exhibited good antimicrobial and anti-cancer activities against the tested microbial strains and cell lines.

Synthesis of fatty alcohol esters of alpha-hydroxy carboxylic acids and their use as percutaneous absorption enhancers

The present invention provides a novel approach for the preparation of fatty alcohol esters of α-hydroxy carboxylic acids. In one form of the invention, the target fatty alcohol ester of α-hydroxy carboxylic acid is produced by converting a lower alkyl ester of α-hydroxy carboxylic acid into a fatty alcohol ester of α-hydroxy carboxylic acid via alcoholysis (i.e., transesterification). The transesterification process is an equilibrium reaction, catalyzed chemically (i.e., with acids or bases) or enzymatically, that is shifted in the desired direction to produce the desired product. One preferred way of shifting the reaction in the direction of the desired product is by reducing the concentration of one of the products (e.g., distillation of a lower-boiling alcohol as soon as it is formed). Another preferred way of shifting the reaction in-the direction of the desired product is by increasing the concentration of one of the reactants (e.q., adding more of the starting ester).