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348287

Sigma-Aldrich

(3-Chloro-2-hydroxypropyl)trimethylammonium chloride solution

60 wt. % in H2O

Synonym(s):

3-chloro-2-hydroxy-propyltrimethylammonium chloride

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About This Item

Linear Formula:
ClCH2CH(OH)CH2N(Cl)(CH3)3
CAS Number:
3327-22-8
Molecular Weight:
188.10
Beilstein:
6576172
MDL number:
MFCD00055655
UNSPSC Code:
12352101
PubChem Substance ID:
24861561
NACRES:
NA.22

form

liquid

concentration

60 wt. % in H2O

refractive index

n20/D 1.4541

density

1.154 g/mL at 25 °C

SMILES string

[Cl-].C[N+](C)(C)CC(O)CCl

InChI

1S/C6H15ClNO.ClH/c1-8(2,3)5-6(9)4-7;/h6,9H,4-5H2,1-3H3;1H/q+1;/p-1

InChI key

CSPHGSFZFWKVDL-UHFFFAOYSA-M

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Application

(3-Chloro-2-hydroxypropyl)trimethylammonium chloride solution (CHTAC) can be used:
  • As a cation-generating agent for cellulose cationization by exhaustion method.
  • To resolve 2,2′-dihydroxy-1,1′-binaphthyl enantiomers.
  • To synthesize cationic glycogen (Cat Gly).
  • As a quaternizing agent for quaternization of N-aryl chitosan derivatives.

Pictograms

Health hazard
GHS08

Signal Word

Warning

Hazard Statements

H351,H412

Hazard Classifications

Aquatic Chronic 3 - Carc. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Quaternization of N-aryl chitosan derivatives: synthesis, characterization, and antibacterial activity
Sajomsang W, et al.
Carbohydrate Research, 344(18), 2502-2511 (2009)
Effect of cationization on adsorption of silver nanoparticles on cotton surfaces and its antibacterial activity
Khalil-Abad M, et al.
Cellulose, 16(6), 1147-1147 (2009)
Reaction efficiency for cellulose cationization using 3-chloro-2-hydroxypropyl trimethyl ammonium chloride
Hashem M, et al.
Textile Res., 73(11), 1017-1023 (2003)
Efficient resolution of 2, 2′-dihydroxy-1, 1′-binaphthyl by inclusion complexation with chiral N-(3-chloro-2-hydroxypropyl)-N, N, N-trimethylammonium chloride
Toda F, et al.
Organic & Biomolecular Chemistry, 2(4), 449-451 (2004)
Deepak Sharma et al.
Carbohydrate polymers, 232, 115731-115731 (2020-01-19)
Galactomannans are branched natural biopolymers possessing good biocompatibility, biodegradability and sustainability leading to diverse industrial applications. In the present study, quaternization of galactomannan derived from Cassia tora gum was investigated by adopting Taguchi's approach of robust design of experiments using
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