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Merck
CN

50053

Glycidyltrimethylammonium chloride

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

Synonym(s):

(2,3-Epoxypropyl)trimethylammonium chloride

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About This Item

Empirical Formula (Hill Notation):
C6H14ClNO
CAS Number:
3033-77-0
Molecular Weight:
151.63
NACRES:
NA.22
PubChem Substance ID:
57651237
UNSPSC Code:
12352302
MDL number:
MFCD00011940
Beilstein/REAXYS Number:
3914931

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Product Name

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

InChI

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

SMILES string

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

InChI key

PUVAFTRIIUSGLK-UHFFFAOYSA-M

grade

technical

assay

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

Quality Level

200

form

liquid

impurities

2-4% chlorohydrin, 20-25% water

density

1.13 g/mL at 20 °C (lit.)

storage temp.

2-8°C

Related Categories

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.

Disclaimer

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

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

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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Certificates of Analysis (COA)

Lot/Batch Number
MKDB0882
MKDB1153
MKDB0578
MKCZ8669
MKCV9659

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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-).
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
Nikolaos S Heliopoulos et al.
Pharmaceuticals (Basel, Switzerland), 13(10) (2020-10-11)
Oxidized multi-walled carbon nanotubes (oxCNTs) were functionalized by a simple non-covalent modification procedure using quaternized hyperbranched poly(ethyleneimine) derivatives (QPEIs), with various quaternization degrees. Structural characterization of these hybrids using a variety of techniques, revealed the successful and homogenous anchoring of
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