626-29-9

Basic information

• Product Name: MYRISTIC ANHYDRIDE
• Synonyms: Bis(myristic)anhydride;Bis(tetradecanoic)anhydride;Bismyristic anhydride;Bistetradecanoic anhydride;myristic acid tetradecanoyl ester;tetradecanoyl tetradecanoate;tetradecanoicacid,anhydride;TETRADECANOIC ANHYDRIDE
• CAS NO: 626-29-9
• Molecular Formula: C₂₈H₅₄O₃
• Molecular Weight: 438.73
• EINECS: 210-941-0
• Mol File: 626-29-9.mol
• Article Data: 4

Chemical Properties

• Melting Point: 53-55 °C(lit.)
• Boiling Point: 510.5°C (rough estimate)
• Flash Point: 203.8°C
• Appearance: /
• Density: 0.8502
• Vapor Pressure: 3.15E-08mmHg at 25°C
• Refractive Index: 1.4335 (estimate)
• Storage Temp.: −20°C
• Solubility: soluble in Toluene,Benzene
• CAS DataBase Reference: MYRISTIC ANHYDRIDE(CAS DataBase Reference)
• NIST Chemistry Reference: MYRISTIC ANHYDRIDE(626-29-9)
• EPA Substance Registry System: MYRISTIC ANHYDRIDE(626-29-9)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• Hazardous Substances Data: 626-29-9(Hazardous Substances Data)

Usage

Uses

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.

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.

InChI:InChI=1/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

Upstream product

• 108-24-7 acetic anhydride 
• 544-63-8 n-tetradecanoic acid 
• 112-64-1 tetradecanoyl chloride 

Downstream Products

• 57396-99-3 2-Myristinoyloxy-1,3-bis-stearoyloxypropan 
• 21631-82-3 2-n-Tridecyl-2-imidazolin 
• 376-06-7 perfluorotetradecanoic acid 
• 134071-04-8 2-myristoylcyclohexane-1,3-dione 
• 30170-00-4 Dimyristoylphosphatidic acid 
• 85193-99-3 trans-2-Hydroxycyclohexyl-myristat 
• 111219-03-5 4-(2-benzothiazolylvinyl)phenyl myristate 
• 544-63-8 n-tetradecanoic acid 
• 589-68-4 1-monoglyceride myristic acid 
• 71778-79-5 trans-1,2-Cyclohexandiyl-1-(4-benzoylbenzoat)-2-tetradecanoat 
• 1365246-75-8 C₅₈H₇₃FN₆O₁₂S 
• 1365246-79-2 C₅₈H₇₃N₉O₁₂S 
• 1365246-87-2 N-myristoyl-Glu(OtBu)-OH 
• 1365246-90-7 C₅₈H₇₃FN₆O₁₂S 

Relevant articles and documents

Use of glycerol carbonate in an efficient, one-pot and solvent free synthesis of 1,3-sn-diglycerides

An efficient solvent-free synthesis of a variety of highly pure 1,3-sn-diglycerides (1,3-sn-diacylglycerols) in a two-step one pot process is described. Heating glycerol carbonate (4-hydroxymethyl-1,3-dioxolan-2-one) with fatty acid anhydrides 2a-d affords 1:1 mixtures of glycerol carbonate fatty esters 3a-3d and the corresponding fatty acids. Further heating the reaction mixtures in the presence of catalytic amounts of 1,4-diazabicyclo[2.2.2]octane (DABCO) at 195-200 °C yields highly pure 1,3-sn-diglycerides 4a-4d.

A NEW SYNTHESIS OF CARBOXYLIC AND CARBONIC ACID ANHYDRIDES USING PHASE TRANSFER REACTIONS

Acyl chlorides and alkylchloroformates smoothly reacted with one molar equivalent of sodium hydroxide, using liquid-liquid phase transfer conditions to afford high yields of the corresponding symmetrical carboxylic and carbonic hemiester anhydrides.Unstable anhydrides such as 4-nitrobenzoic, 2-furoic and methacrylic anhydrides, which are otherwise difficult to obtain, were easily prepared by this method.The reaction mechanism does not seem to involve intermediate hydrolysis of half the acid chloride into the corresponding sodium carboxylate.