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185205

Sigma-Aldrich

Myristoyl chloride

97%

Synonym(s):

Tetradecanoyl chloride

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About This Item

Linear Formula:
CH3(CH2)12COCl
CAS Number:
112-64-1
Molecular Weight:
246.82
Beilstein:
636924
EC Number:
203-994-6
MDL number:
MFCD00000741
UNSPSC Code:
12352100
PubChem Substance ID:
24850676
NACRES:
NA.22

Quality Level

100

Assay

97%

form

liquid

refractive index

n20/D 1.449 (lit.)

bp

250 °C/100 mmHg (lit.)

mp

−1 °C (lit.)

density

0.908 g/mL at 25 °C (lit.)

functional group

acyl chloride

SMILES string

CCCCCCCCCCCCCC(Cl)=O

InChI

1S/C14H27ClO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h2-13H2,1H3

InChI key

LPWCRLGKYWVLHQ-UHFFFAOYSA-N

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Application

Myristoyl chloride was used in the synthesis of 6-azafulleroid-6-deoxy-2,3-di-O-myristoylcellulose. It was used in N-acylation of chitosan to introduce hydrophobicity for use as matrix for drug delivery. It was used in the synthesis of semi-crystalline dendritic poly(ether-amide) derivatives.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H290,H314

Hazard Classifications

Eye Dam. 1 - Met. Corr. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV7786
MKCT6650
MKCS0204
MKCR2084
MKCQ3282

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Canh Le Tien et al.
Journal of controlled release : official journal of the Controlled Release Society, 93(1), 1-13 (2003-11-07)
N-acylation of chitosan with various fatty acid (C(6)-C(16)) chlorides increased its hydrophobic character and made important changes in its structural features. Unmodified chitosan exhibited a low degree of order (DO) and a weak tablet crushing strength. Chitosan acylated with a
Synthesis and crystallinity of dendritic poly (ether-amide) derivatives.
Wei H, et al.
Eur. Polymer J., 38(9), 1899-1905 (2002)
Diego Romano Perinelli et al.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V, 109, 93-102 (2016-10-04)
Toxicity is one of the main concerns limiting the use of surfactants. Many efforts have been devoted to the development of new amphiphilic molecules characterized by a lower toxicological profile and environmental impact. N-acyl amino acids are a class of
Nobuhiko Ichihara et al.
Carbohydrate research, 346(15), 2515-2518 (2011-09-17)
6-Azafulleroid-6-deoxy-2,3-di-O-myristoylcellulose (3) was synthesized from 6-azido-6-deoxycellulose (1) by two reaction steps. The myristoylation of compound 1 with myristoyl chloride/pyridine proceeded smoothly to give 6-azido-6-deoxy-2,3-di-O-myristoylcellulose (2) in 97.0% yield. The reaction of compound 2 with fullerene (C(60)) was carried out by
Janclei P Coutinho et al.
Talanta, 134, 256-263 (2015-01-27)
In this work a multivariate statistical tool (Derringer and Suich optimization) was proposed for the separation of seventeen capsinoids (natural and synthetic) using the UHPLC-DAD chromatography. Capsinoids were analyzed at 280 nm. The variables optimized were the mobile phase (water

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