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26569

Sigma-Aldrich

2-Chlorotrityl chloride

≥97.0% (AT)

Synonym(s):

Chloro(2-chlorophenyl)diphenylmethane

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About This Item

Empirical Formula (Hill Notation):
C19H14Cl2
CAS Number:
42074-68-0
Molecular Weight:
313.22
Beilstein:
1983914
EC Number:
255-647-3
MDL number:
MFCD00040399
UNSPSC Code:
12352100
PubChem Substance ID:
57648180
NACRES:
NA.22

Assay

≥97.0% (AT)

form

solid

mp

130-135 °C

SMILES string

Clc1ccccc1C(Cl)(c2ccccc2)c3ccccc3

InChI

1S/C19H14Cl2/c20-18-14-8-7-13-17(18)19(21,15-9-3-1-4-10-15)16-11-5-2-6-12-16/h1-14H

InChI key

JFLSOKIMYBSASW-UHFFFAOYSA-N

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Application

2-Chlorotrityl chloride was used to obtain protected peptide fragments that can be applied to the preparation of head-to-tail cyclopeptides or to condensation of peptidic fragments.

Other Notes

Protecting group reagent for carboxylic acids forming esters which are cleaved mildly.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Warning

Hazard Statements

H290,H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Met. Corr. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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K Barlos et al.
International journal of peptide and protein research, 37(6), 513-520 (1991-06-01)
The esterification of 2-chlorotrityl chloride resin with Fmoc-amino acids in the presence of DIEA is studied under various conditions. High esterification yields are obtained using 0.6 equiv. Fmoc-amino acid/mmol resin in DCM or DCE, in 25 min, at room temperature.
Shinichiro F Ichise et al.
Acta biomaterialia, 94, 361-371 (2019-06-15)
Collagen is the most abundant protein in the animal kingdom and has a unique triple-helical structure. It not only provides mechanical strength to tissues, but also performs specific biological functions as a multifaceted signaling molecule. Animal-derived collagen is therefore widely
Jie Luo et al.
Journal of the American Society for Mass Spectrometry, 30(9), 1643-1653 (2019-06-07)
Chemical cross-linking combined with mass spectrometry (CL-MS) is a powerful method for characterizing the architecture of protein assemblies and for mapping protein-protein interactions. Despite its proven utility, confident identification of cross-linked peptides remains a formidable challenge, especially when the peptides
P. Athanassopoulos et al.
Tetrahedron Letters, 36, 5645-5645 (1995)
Elżbieta Kamysz et al.
Journal of peptide science : an official publication of the European Peptide Society, 18(9), 560-566 (2012-07-13)
LL37 and histatin 5 are antimicrobial peptides. LL37 exhibits killing activity against a broad spectrum of pathogens, whereas histatin 5 is primarily an antifungal agent. Head-to-tail cyclization of histatin 5 did not affect its antimicrobial and haemolytic activity. The cyclic
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