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50053

Sigma-Aldrich

Glycidyltrimethylammonium chloride

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

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
Beilstein:
3914931
MDL number:
MFCD00011940
UNSPSC Code:
12352302
PubChem Substance ID:
57651237
NACRES:
NA.22

grade

technical

Quality Level

200

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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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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Signal Word

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 Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV9659
MKCS9232
MKCW0561
MKCT3435
MKCW0434

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Xinlu Wang et al.
Frontiers in bioengineering and biotechnology, 7, 360-360 (2020-01-11)
Wound immersion in seawater with high salt, high sodium, and a high abundance of pathogenic bacteria, especially gram-negative bacteria, can cause serious infections and difficulties in wound repair. The present study aimed to prepare a composite hydrogel composed of hyaluronic
Le Thi Tuyet Nhung et al.
Polymers, 12(11) (2020-11-21)
An efficient and effective process for the production of high-performance anion exchange membranes (AEMs) is necessary for the commercial application of fuel cells. Therefore, in this study, quaternized poly vinylbenzyl chloride (QVBC) and polysulfone were composited with glycidyltrimethylammonium-chloride-quaternized chitosan (QCS)
Zhao-Xiang Peng et al.
Antimicrobial agents and chemotherapy, 55(2), 860-866 (2010-12-08)
Our previous study (Z. X. Peng et al., Carbohydr. Polym. 81:275-283, 2010) demonstrated that water-soluble quaternary ammonium salts, which are produced by the reaction of chitosan with glycidyl trimethylammonium chloride, provide chitosan derivatives with enhanced antibacterial ability. Because biofilm formation
Joanna Grudzień et al.
Nanomaterials (Basel, Switzerland), 10(12) (2020-12-17)
The main focus of this work was to establish a correlation between surface topography and chemistry and surface colonization by lactic acid bacteria. For this reason, we chose gold substrates with different surface architectures (i.e., smooth and nanorough) that were
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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