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455180

Sigma-Aldrich

Hydrogen chloride solution

2.0 M in diethyl ether

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About This Item

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

form

liquid

Quality Level

concentration

1.90-2.20 M (with NaOH, titration)
2.0 M in diethyl ether

bp

34.6 °C

density

0.747 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

Cl

InChI

1S/ClH/h1H

InChI key

VEXZGXHMUGYJMC-UHFFFAOYSA-N

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General description

Hydrogen chloride solution contains 2M hydrogen chloride in diethyl ether as the solvent. It is a strong acid and highly corrosive in nature and is commonly used in the selective cleavage of the protecting groups 2,4,6-trimethoxyphenyl from the respective (2,4,6-trimethoxyphenyl)silane to produce chlorosilanes.

Application

Hydrogen chloride solution can be used as a reagent to synthesize:
  • Cyanohydrin alkyl ethers via chiral Bronsted acid-mediated hydrocyanation of vinyl ethers with silyl cyanides.
  • N, N-Dimethylaniline hydrochloride salts via Pd-catalyzed Buchwald-Hartwig amination of aryl triflates with dimethylamines.
It can also be used as a catalyst for the amidation of carboxylic acids with amines to synthesize amides.

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Flam. Liq. 1 - Met. Corr. 1 - STOT SE 3

Target Organs

Central nervous system

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

-29.2 °F - closed cup

Flash Point(C)

-34 °C - closed cup


Certificates of Analysis (COA)

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The 2, 4, 6-trimethoxyphenyl unit as a unique protecting group for silicon in synthesis and the silylation potential of (2, 4, 6-trimethoxyphenyl) silanes
Friedrich P, et al.
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