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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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
Wioletta Błaszczak et al.
Foods (Basel, Switzerland), 9(5) (2020-05-28)
Light microscopy (LM) is commonly used in the study of biological materials to determine the morphology of cells and tissues. The potential of this technique for studying the structure of food products is also recognized but less known. Especially rare
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)
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