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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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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)
Reaction efficiency for cellulose cationization using 3-chloro-2-hydroxypropyl trimethyl ammonium chloride
Hashem M, et al.
Textile Res., 73(11), 1017-1023 (2003)
Synthesis, characterization and flocculation characteristics of cationic glycogen: a novel polymeric flocculant
Pal S, et al.
Colloids and Surfaces. A, Physicochemical and Engineering Aspects, 289(1-3), 193-199 (2006)
Zeeshan Khatri et al.
Carbohydrate polymers, 91(1), 434-443 (2012-10-10)
Continuous effort in research and development of nanofibers for apparel usage has been focused within their functional properties only. We investigated esthetic properties by producing colored cationic-cellulose nanofibers for the very first time for the potential application of apparel use.
Quaternization of N-aryl chitosan derivatives: synthesis, characterization, and antibacterial activity
Sajomsang W, et al.
Carbohydrate Research, 344(18), 2502-2511 (2009)
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