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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/REAXYS Number:
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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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

Certificates of Analysis (COA)

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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)
Wai Yan Cheah et al.
International journal of biological macromolecules, 126, 569-577 (2018-12-26)
The electrospinning PAN nanofiber membrane (P-CN) was hydrolysed to convert carboxylic groups as reaction sites and covalently graft chitosan molecule. The chitosan derivatives with quaternary ammonium groups exerted greater efficiency against bacteria as compared to pure chitosan. Hence, the chitosan
E Pedone et al.
Journal of controlled release : official journal of the Controlled Release Society, 77(1-2), 139-153 (2001-11-02)
Hydrophilic polycations form complexes when mixed with plasmids. Following functionalisation with glycidyltrimethylammonium chloride (GTA) alpha,beta-poly(asparthylhydrazide) (PAHy), a water-soluble synthetic macromolecule, becomes polycationic and potentially useful for systemic gene delivery. Initially the biocompatibility of PAHy and PAHy-GTA derivatives with different degrees
Sirlei Rosa et al.
Journal of hazardous materials, 155(1-2), 253-260 (2008-01-09)
Adsorption of reactive orange 16 by quaternary chitosan salt (QCS) was used as a model to demonstrate the removal of reactive dyes from textile effluents. The polymer was characterized by infrared (IR), energy dispersive X-ray spectrometry (EDXS) analyses and amount
Shingo Sotoma et al.
Materials (Basel, Switzerland), 11(8) (2018-08-22)
Cationic polymers are often employed in conjugation with nanomaterials, and the resultant hybrids are useful for various bioapplications. Here, a single-step metal-free method for the synthesis of fluorescent nanodiamonds (FNDs) conjugated with cationic polymer brushes is reported. Distinct from the
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