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Sigma-Aldrich

Sodium hydroxymethanesulfinate dihydrate

≥98.0% (RT)

Synonym(s):

Rongalite, Sodium formaldehydesulfoxylate

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About This Item

Empirical Formula (Hill Notation):
CH3NaO3S · 2H2O
CAS Number:
6035-47-8
Molecular Weight:
154.12
EC Number:
205-739-4
UNSPSC Code:
12352100
PubChem Substance ID:
57652317
NACRES:
NA.22

assay

≥98.0% (RT)

form

powder

pH

9.5-10.5

solubility

H2O: 50 mg/mL, clear, colorless

SMILES string

OCS(O[Na])=O.[H]O[H].[H]O[H]

InChI

1S/CH3O3S.Na.2H2O/c2-1-5(3)4;;;/h1H2,(H,3,4);;2*1H2/q-1;+1;;

InChI key

VJWVWUHJLZEHOU-UHFFFAOYSA-N

Application

Sodium hydroxymethanesulfinate dihydrate is a versatile reagent that can be used for a wide range of organic transformations such as:
  • A SO2-2anion source for the preparation of sulfones and sultines.
  • Debromination of vicinal dibromoalkanes.
  • Reductive dehalogenation of aldehydes and ketones.

pictograms

Health hazard
GHS08

signalword

Warning

Hazard Classifications

Muta. 2 - Repr. 2

supp_hazards

EUH032

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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Rongalite: a useful green reagent in organic synthesis.
Kotha S, et al.
Chemical Reviews, 112(3), 1650-1680 (2011)
S V Makarov et al.
Archives of biochemistry and biophysics, 367(2), 289-296 (1999-07-09)
Sodium hydroxymethanesulfinate, (HOCH2SO2Na, HMS) is relatively stable in aqueous alkaline environments, but rapidly decomposes in acidic medium to give a variety of products that include sulfur dioxide. A detailed kinetic and mechanistic study of the decomposition of HMS in slightly

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