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Merck
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주요 문서

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394580

Sigma-Aldrich

Myristic anhydride

95%

동의어(들):

Tetradecanoic anhydride

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About This Item

Linear Formula:
[CH3(CH2)12CO]2O
CAS Number:
626-29-9
Molecular Weight:
438.73
EC Number:
210-941-0
MDL number:
MFCD00056151
UNSPSC 코드:
12352100
PubChem Substance ID:
24864606
NACRES:
NA.22

분석

95%

양식

solid

mp

53-55 °C (lit.)

작용기

anhydride
ester

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

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일반 설명

Myristic anhydride is an anhydride of myristic acid. Its synthesis by reacting myristoyl chloride with acetic anhydride has been reported.[1] It participates in the synthesis of fatty acyl derivatives of macrocyclic peptides.[2]

애플리케이션

Myristic anhydride may be used in the following studies:
  • As a reactant to synthesize cholesteryl myristate by reacting with cholesterol.[3]
  • As a reactant in the synthesis of 1,2-dimyristoyl-sn-glycero-3-phosphocholine by acylating sn-glycero-3-phosphocholine.[4]
  • As a reagent in the synthesis of 3-(bis-{2-(tert-butyldimethylsilyloxy)ethyl}amino)propane-1,2-diol, an intermediate of cationic lipid.[5]
  • As a reactant to synthesize neryl myristate by reacting with nerol.[6]
  • As a reagent to synthesize myristoylated t-butylglutamic acid by myristoylation of γ-tert-butoxy-glutamic acid.[7]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Gloves, type N95 (US)

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시험 성적서(COA)

Lot/Batch Number
13808CC
11507JG
10204KZ

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문서 라이브러리 방문

K M Patel et al.
Journal of lipid research, 20(5), 674-677 (1979-07-01)
A high-yield synthesis of saturated, unsaturated, and short chain phosphatidylcholines from sn-glycero-3-phosphocholine is described. The procedure offers advantages over other reported procedures for the synthesis of phosphatidylcholine in that the large-scale synthesis and purification can be achieved in a minimum
Neryl myristate from the acarid mite, Aleuroglyphus ovatus (acarina, acaridae).
Leal WS, et al.
Agricultural and Biological Chemistry, 52(5), 1299-1300 (1988)
Michael H Nantz et al.
Molecular pharmaceutics, 7(3), 786-794 (2010-03-18)
We, and others, have observed that the structure of cationic lipids appears to have a significant effect on the transfection efficacy of optimized nucleic acid/cationic lipid complexes (lipoplexes) used for in vitro and in vivo gene delivery and expression. Although
Reactions of fatty acid chlorides. I. Preparation of fatty acid anhydrides.
Sonntag NOV, et al.
Journal of the American Oil Chemists' Society, 31(4), 151-157 (1954)
Synthesis of saturated, unsaturated, spin-labeled, and fluorescent cholesteryl esters: Acylation of cholesterol using fatty acid anhydride and 4-pyrrolidinopyridine.
Patel KM, et al.
Lipids, 14(9), 816-818 (1979)
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