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345547

Sigma-Aldrich

Hydrogen chloride solution

4.0 M in dioxane

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About This Item

Empirical Formula (Hill Notation):
HCl
CAS Number:
7647-01-0
Molecular Weight:
36.46
MDL number:
MFCD00011324
UNSPSC Code:
12352301
PubChem Substance ID:
329755029
NACRES:
NA.21

form

liquid

Quality Level

200

concentration

3.80-4.40 M (by NaOH, titration)
4.0 M in dioxane

density

1.05 g/mL at 25 °C

SMILES string

Cl

InChI

1S/ClH/h1H

InChI key

VEXZGXHMUGYJMC-UHFFFAOYSA-N

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General description

Hydrogen chloride solution contains 4.0 M hydrogen chloride in 1,4-dioxane as the solvent. It is commonly used as a deprotection reagent during the deprotection of the tert-butoxycarbonyl (Boc) group of various amino acids and peptides. Additionally, it serves as a reagent in various organic synthesis reactions, including the synthesis of N-9-Fluorenylmethoxycarbonyl- (Fmoc) amino-acid chlorides.

Application

Hydrogen chloride solution (4.0 M in dioxane) can be used as:     
  • A reagent for the deprotection of the N-Boc protecting group from various heterocyclic derivatives.     
  • A reagent for the deprotection of polymer protecting groups. For instance, deprotection of benzyl ether-protected polymer.      
  • A polymerization initiator in combination with ZnCl2 in the synthesis of formyl terminated poly(ethyl vinyl ether) from ethyl vinyl ether (EVE).

Signal Word

Danger

Hazard Classifications

Carc. 1B - Eye Irrit. 2 - Flam. Liq. 2 - Met. Corr. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Supplementary Hazards

EUH019

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

62.6 °F - closed cup

Flash Point(C)

17 °C - closed cup

Certificates of Analysis (COA)

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Fast, efficient and selective deprotection of the tert-butoxycarbonyl (Boc) group using HCl/dioxane (4 m)
G H, et al.
The Journal of Peptide Research, 4, 338-341 (2001)
Preparation of N-9-fluorenylmethoxycarbonylamino acid chlorides from mixed anhydrides by the action of hydrogen chloride 1
FRANCIS C MF, et al.
International Journal of Peptide and Protein Research, 38, 97-102 (1991)
Yun He et al.
Bioorganic & medicinal chemistry letters, 13(19), 3253-3256 (2003-09-03)
A series of 2-piperidin-4-yl-benzimidazoles were synthesized and evaluated for antibacterial activities. Certain compounds inhibit bacterial growth with low micromolar minimal inhibitory concentration (MIC). These benzimidazoles are effective against both Gram-positive and Gram-negative bacteria of clinical importance, particularly enterococci, and represent
Synthesis of Chitosan-graft-Poly (vinyl ether) as a Thermoresponsive Water-Soluble Chitosan
Namikoshi T, et al.
Journal of Fiber Science and Technology, 75(12), 193-199 (2019)
Surface-and redox-active multifunctional polyphenol-derived poly (ionic liquid) s: controlled synthesis and characterization
Patil N, et al.
Macromolecules, 49(20), 7676-7691 (2016)
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