21302-09-0

Basic information

• Product Name: DILAURYL HYDROGEN PHOSPHITE
• Synonyms: DILAURYL HYDROGEN PHOSPHITE;DILAURYL PHOSPHITE;didodecyl phosphonate;Phosphorousaciddi-n-dodecylester;Dilaurylhydrogenphosphite,min.92%(8%laurylalcohol);di(n-dodecyl)hydrogen phosphate;DILAURYL HYDROGEN PHOSPHITE: 92% (8% LAURYL ALCOHOL);Phosphonic acid dilauryl ester
• CAS NO: 21302-09-0
• Molecular Formula: C₂₄H₅₁O₃P
• Molecular Weight: 418.63
• EINECS: 244-325-8
• Mol File: 21302-09-0.mol

Chemical Properties

• Melting Point: 24 °C
• Boiling Point: 200 °C (2 mmHg)
• Flash Point: 150°C
• Appearance: /
• Density: 0.946
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.45-1.453
• CAS DataBase Reference: DILAURYL HYDROGEN PHOSPHITE(CAS DataBase Reference)
• NIST Chemistry Reference: DILAURYL HYDROGEN PHOSPHITE(21302-09-0)
• EPA Substance Registry System: DILAURYL HYDROGEN PHOSPHITE(21302-09-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26
• Hazardous Substances Data: 21302-09-0(Hazardous Substances Data)

Usage

Uses

Used in Plastics and Rubber Industry:
DILAURYL HYDROGEN PHOSPHITE is used as an antioxidant and stabilizer for enhancing the durability and lifespan of plastic and rubber products. It prevents the degradation of polymers caused by heat, light, and oxidation.
Used in Polymer Synthesis:
DILAURYL HYDROGEN PHOSPHITE is used as a chain terminator in the synthesis of polymers, controlling the molecular weight and improving the quality of the final product.
Used in Flame Retardant Materials:
DILAURYL HYDROGEN PHOSPHITE is used as a flame retardant in certain materials, providing fire resistance and enhancing safety in various applications.

InChI:InChI=1/C24H51O3P/c1-3-5-7-9-11-13-15-17-19-21-23-26-28(25)27-24-22-20-18-16-14-12-10-8-6-4-2/h25H,3-24H2,1-2H3

Upstream product

• 112-53-8 1-dodecyl alcohol 
• 30516-87-1 3'-azido-2',3'-deoxythymidine 
• 834918-59-1 C₁₆H₁₈N₅O₆P 
• 762-04-9 phosphonic acid diethyl ester 
• 26749-31-5 monododecyl phosphite 

Downstream Products

• 1257541-84-6 didodecyl [(E)-1,2-diphenylvinyl]phosphonate 
• 7057-92-3 didodecyl phosphate 
• 82594-76-1 didodecyl phenylphosphonate 
• 77638-31-4 didodecyl chlorophosphate 
• 1595286-60-4 didodecyl [(E)-1-methyl-2-phenylvinyl]phosphonate 

Relevant articles and documents

New amphiphilic N-phosphoryl oligopeptides designed for gene delivery

Gene therapy is a potent tool for the treatment of cancer and other gene defect diseases, which involves using DNA that encodes a functional, therapeutic gene to replace a mutated gene. However, the DNA transfection efficiency is restricted by its negative charges and low susceptibility to endonucleases which prevent them penetrating tissue and cellular membranes. Both viral and non-viral vectors have been used for gene delivery, but the former are limited by their immunogenicity, while the latter are less efficient than their viral counterpart. Cationic amphiphilic lipopeptides whose structures can be easily modified and transformed have been used as non-viral vectors in gene delivery system due to their low cytotoxicity and high transfection efficiency. In this study, a series of cationic amphiphilic N-phosphoryl oligopeptides with varied lengths of hydrophobic tails and oligopeptide headgroups (C12-K6, C14-K6, C16-K6, Chol-K6 and C12-H6) were synthesized and used as gene delivery vectors. The affinities, abilities to condense pDNA and transfection efficiencies of the K6-lipopeptides were better than those of the H6-lipopeptides. In addition, the hydrophobic chains of the lipopeptides also affected their transfection efficiencies. The K6-lipopeptide with a hydrophobic chain of twelve carbons (C12-K6) showed the highest transfection efficiency in all these synthetic lipopeptides. At an optimal P/N ratio of 20, C12-K6 showed comparable pDNA transfection efficiency to PEI-25k, a well-defined gene delivery vector, but the cytotoxicity of C12-K6 was much lower. With acceptable gene transfection efficiency and low cytotoxicity, this cationic amphiphilic lipopeptide will have promising applications in gene therapy.

Method for the esterification of P-O components

The present invention is directed to a new method for esterification of P-O components. More specifically, the present invention relates to a new method for esterification of P-O components containing at least one P-O-H functional group, whereby the P-O-H functional group(s) is converted into P-O-R functional group(s). The method according to the invention may find particular use in the manufacture of diesters of phosphorous acid.

Convenient preparation of long-chain dialkyl phosphates: Synthesis of dialkyl phosphates

Reaction of phosphorus oxychloride with a primary alcohol (1.8 equiv) and triethylamine (1.8 equiv) in toluene, followed by filtration and treatment with steam, gives dialkyl phosphates in good yield and essentially free from trialkyl phosphate contamination. Georg Thieme Verlag Stuttgart · New York.

Synthesis of AZT 5′-O-hydrogen phospholipids and their derivatives

A series of AZT 5′-O-hydrogen phospholipids 5a-e were synthesized by a tandem transesterification of diphenyl phosphite (DPP) with AZT and a long-chain alcohol. This method has the merits of easy operation and high yields. The corresponding phosphonates, phosphorothionates and phosphoroselenoates of 5d and 5e and the phosphoramidates conjugated with L-amino acid methyl ester 9a and 9b were also synthesized.

Novel approach to the synthesis of AZT 5′-O-hydrogen phospholipids

A series of AZT 5′-O-hydrogen phospholipids were synthesized by a tandem transesterification of diphenyl phosphite with AZT and a long-chain alcohol. The method possesses the merits of ease of operation and high yields. It can also be extended to synthesize other biological phospholipids.

Synthesis of N-phosphoamino Acids With Long Dialkoxyl Chains

In this paper, a series of N-phosphoamino acids with long dialkoxyl chains were synthesized with phosphites and amino acid esters. The data of these compounds were given.