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394580 Sigma-Aldrich

Myristic anhydride

95%

Synonym: Tetradecanoic anhydride

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Properties

Related Categories Anhydrides, Biochemicals and Reagents, Building Blocks, Carbonyl Compounds, Carboxylic Acid Anhydrides,
assay   95%
mp   53-55 °C (lit.)
SMILES string   CCCCCCCCCCCCCC(=O)OC(=O)CCCCCCCCCCCCC
InChI   1S/C28H54O3/c1-3-5-7-9-11-13-15-17-19-21-23-25-27(29)31-28(30)26-24-22-20-18-16-14-12-10-8-6-4-2/h3-26H2,1-2H3
InChI key   RCRYHUPTBJZEQS-UHFFFAOYSA-N

Description

General description

Myristic anhydride is an anhydride of myristic acid. Its synthesis by reacting myristoyl chloride with acetic anhydride has been reported. It participates in the synthesis of fatty acyl derivatives of macrocyclic peptides.

Application

Myristic anhydride may be used in the following studies:
• As a reactant to synthesize cholesteryl myristate by reacting with cholesterol.
• As a reactant in the synthesis of 1,2-dimyristoyl-sn-glycero-3-phosphocholine by acylating sn-glycero-3-phosphocholine.
• As a reagent in the synthesis of 3-(bis-{2-(tert-butyldimethylsilyloxy)ethyl}amino)propane-1,2-diol, an intermediate of cationic lipid.
• As a reactant to synthesize neryl myristate by reacting with nerol.
• As a reagent to synthesize myristoylated t-butylglutamic acid by myristoylation of γ-tert-butoxy-glutamic acid.

Packaging

10 g in glass bottle

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
Protocols & Articles
Peer-Reviewed Papers
15

References

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