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50053

Sigma-Aldrich

Glycidyltrimethylammonium chloride

technical, ≥90% (calc. based on dry substance, AT)

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Synonym(s):
(2,3-Epoxypropyl)trimethylammonium chloride
Empirical Formula (Hill Notation):
C6H14ClNO
CAS Number:
Molecular Weight:
151.63
Beilstein/REAXYS Number:
3914931
MDL number:
PubChem Substance ID:
NACRES:
NA.22

grade

technical

Quality Level

assay

≥90% (calc. based on dry substance, AT)

impurities

2-4% chlorohydrin
20-25% water

density

1.13 g/mL at 20 °C (lit.)

storage temp.

2-8°C

SMILES string

[Cl-].C[N+](C)(C)CC1CO1

InChI

1S/C6H14NO.ClH/c1-7(2,3)4-6-5-8-6;/h6H,4-5H2,1-3H3;1H/q+1;/p-1

InChI key

PUVAFTRIIUSGLK-UHFFFAOYSA-M

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1 of 4

This Item
B3650PHR194353112
vibrant-m

50053

Glycidyltrimethylammonium chloride

vibrant-m

B3650

Betaine aldehyde chloride

vibrant-m

PHR1943

Methacholine Chloride

vibrant-m

53112

Trimethyloctadecylammonium chloride

Quality Level

200

Quality Level

200

Quality Level

300

Quality Level

100

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-30°C

storage temp.

-

density

1.13 g/mL at 20 °C (lit.)

density

-

density

-

density

-

grade

technical

grade

-

grade

-

grade

-

impurities

2-4% chlorohydrin

impurities

-

impurities

-

impurities

≤3.0% water

General description

Glycidyltrimethylammonium chloride (GTMAC) is a cationizing agent commonly used for starch modification.

Application

Glycidyltrimethylammonium chloride be used as a derivatizing agent to synthesize N-(2-hydroxypropyl)-3-trimethylammonium chitosan chloride (HTCC), a water-soluble chitosan derivative, by reacting with chitosan. HTCC can form nanocomposite films with silver nanoparticles that show good antimicrobial property and optical transparency. Cationic starches can also be prepared by derivatization of starch with GTMAC.

Caution

hydrolysis on storage (approx. 3.5%/month at 20°C)

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Product No.
Description
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signalword

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Carc. 1B - Eye Dam. 1 - Muta. 2 - Repr. 1B - Skin Sens. 1 - STOT RE 2 - STOT SE 2

target_organs

Kidney

Storage Class

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

338.0 °F - closed cup

flash_point_c

170 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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Jakarwan Yostawonkul et al.
Colloids and surfaces. B, Biointerfaces, 149, 301-311 (2016-10-26)
A nanostructure lipid carrier (NLC) composed of solid, and liquid lipid as a core has been developed as a delivery system for hydrophobic drug molecules. The aim of this research was to fabricate an oleoyl-quaternized-chitosan (CS)-coated NLC, where the mucoadhesive
Katariina Solin et al.
Small (Weinheim an der Bergstrasse, Germany), 16(50), e2004702-e2004702 (2020-11-21)
Soft cationic core/shell cellulose nanospheres can deform and interpenetrate allowing their self-assembly into densely packed colloidal nanogel layers. Taking advantage of their water-swelling capacity and molecular accessibility, the nanogels are proposed as a new and promising type of coating material
Synthesis and rheological characterization of water-soluble glycidyltrimethylammonium-chitosan.
Rwei SP
Marine drugs, 12(11), 5547-5562 (2014)
Antibacterial activity of optically transparent nanocomposite films based on chitosan or its derivatives and silver nanoparticles.
Pinto RJ
Carbohydrate Research, 348, 77-83 (2012)
Maysaloun Merhi et al.
International journal of pharmaceutics, 423(1), 37-44 (2011-08-02)
We used well-characterized and positively charged nanoparticles (NP(+)) to investigate the importance of cell culture conditions, specifically the presence of serum and proteins, on NP(+) physicochemical characteristics, and the consequences for their endocytosis and genotoxicity in bronchial epithelial cells (16HBE14o-).

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