30557-04-1

Basic information

• Product Name: 1-Palmitoyl-3-chloropropanediol
• Synonyms: 3-Chloro-1,2-propanediol 1-Palmitate;Hexadecanoic Acid 3-Chloro-2-hydroxypropyl Ester;Palmitic Acid 3-Chloro-2-hydroxypropyl Ester;rac 1-Palmitoyl-3-chloropropanediol
• CAS NO: 30557-04-1
• Molecular Formula: C19H37ClO3
• Molecular Weight: 348.9483
• Product Categories: Mixed Fatty Acids;Fatty Acid Derivatives & Lipids;Glycerols;Mutagenesis Research Chemicals
• Mol File: 30557-04-1.mol
• Article Data: 3

Chemical Properties

• Melting Point: 27-28°C
• Boiling Point: 444.2°Cat760mmHg
• Flash Point: 222.4°C
• Appearance: /
• Density: 0.983g/cm³
• Vapor Pressure: 9.35E-10mmHg at 25°C
• Refractive Index: 1.465
• Storage Temp.: -20°C Freezer
• PKA: 12.75±0.20(Predicted)
• CAS DataBase Reference: 1-Palmitoyl-3-chloropropanediol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Palmitoyl-3-chloropropanediol(30557-04-1)
• EPA Substance Registry System: 1-Palmitoyl-3-chloropropanediol(30557-04-1)

Safety Data

• Hazardous Substances Data: 30557-04-1(Hazardous Substances Data)

Usage

Chemical Properties

White Waxy Solid

Uses

Fatty acid ester with glycerol chlorohydrins shows mutagenic activity

InChI:InChI=1/C19H37ClO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(22)23-17-18(21)16-20/h18,21H,2-17H2,1H3

Upstream product

• 96-24-2 3-monochloro-1,2-propanediol 
• 112-67-4 n-hexadecanoyl chloride 
• 556-52-5 oxiranyl-methanol 
• 57-10-3 1-hexadecylcarboxylic acid 
• 106-89-8 epichlorohydrin 

Relevant articles and documents

Synthesis of novel zwitterionic heterogemini surfactants derived from fatty acid and investigation of their behavior at the air-water interface

Series of novel cationic-non-ionic heterogemini surfactants (Cn-1EC-s-Cm where n and m represents the hydrocarbon chain length of fatty acid and aliphatic amine, n=12, 14, 16, 18, m=12, 14, 16) were synthesized from fatty acid, epichlorohydrin and aldciphatic amine. The chemicals tructures of the surfactants were characterized by IR spectra, NMR, ESI-MS and elemental analysis. Their critical micelle concentrations (CMC) in the aqueous solutions were determined by surface-tension at 25°C. Relationship betweenγcmc and hydrophobic chain length was established which showed a large increase upon increasing of chain length with ester. The surface-tension measurements of Cn-1EC-s-Cm showed a low CMC, which greatly improve the efficiency in lowering the surface tension. Furthermore, adsorption and micellization behavior of Cn-1EC-s-Cm were investigated by measuring minimum average area per surfactant molecule and standard free energy.

Bidirectional conversion between 3-monochloro-1,2-propanediol and glycidol in course of the procedure of DGF standard methods

NMR observation revealed that bidirectional conversion occurred between 3-monochloropropane-1,2-diol (3-MCPD) and glycidol in the course of the analytical procedure of DFG standard method C-III 18 (09), option A; 3-MCPD was partly converted to glycidol at the transesterification step, and glycidol was converted partly to 3-MCPD at the derivatization step conducted at 80 °C under acidic condition in the presence of NaCl. Based on the proton numbers observed by 1H NMR, the degrees of the conversion were estimated to be 37 and >70%, respectively. In addition, epoxide ring-opening of glycidol and its esters was found to be ca. 90% by the acid treatment described in the method, option B. Thus, it was concluded that the standard method, option A, did not correctly give the combined amount of 3-MCPD esters and glycidyl esters in oils containing glycidyl esters, and the difference of the values obtained by options A and B did not correspond to the amount of glycidyl esters, either. In addition, derivatives of 3-MCPD with phenylboronic acid were not observed by NMR at the derivatization step, although they were detected by GC-MS in the organic phase at the following extraction step.