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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
Pricing and availability is not currently available.

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. [1]

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.[2]     
  • A reagent for the deprotection of polymer protecting groups. For instance, deprotection of benzyl ether-protected polymer.[3]      
  • A polymerization initiator in combination with ZnCl2 in the synthesis of formyl terminated poly(ethyl vinyl ether) from ethyl vinyl ether (EVE).[4]

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)

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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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)
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)
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)
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)
View All Related Papers

Questions

1–2 of 2 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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