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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:
Molecular Weight:
246.82
Beilstein:
636924
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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.)

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

Signal Word

Danger

Hazard Statements

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

185205-5KG:
185205-500ML:
185205-BULK:
185205-100ML:
185205-VAR:
185205-5ML:


Certificates of Analysis (COA)

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Synthesis and crystallinity of dendritic poly (ether-amide) derivatives.
Wei H, et al.
Eur. Polymer J., 38(9), 1899-1905 (2002)
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
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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