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Sigma-Aldrich

Sodium hydrosulfide hydrate

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About This Item

Linear Formula:
NaSH·xH2O
CAS Number:
207683-19-0
Molecular Weight:
56.06 (anhydrous basis)
MDL number:
MFCD00149796
UNSPSC Code:
12352302
PubChem Substance ID:
329751132
NACRES:
NA.55

form

chips
flakes

concentration

≥60% (by Na2S2O3, titration)

mp

52-54 °C (lit.)

SMILES string

[Na]S.[H]O[H]

InChI

1S/Na.H2O.H2S/h;2*1H2/q+1;;/p-1

InChI key

ZNKXTIAQRUWLRL-UHFFFAOYSA-M

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General description

Sodium hydrosulfide hydrate is a hydrated inorganic salt of sodium. It participates in the synthesis of (E)-2-cyano-2-(thiazolidin-2-ylidene)ethanethioamide.

Application

It may be used as a sulfur nucleophile to induce the C-S bond formation in α,β-dichloro vinyl ketones to form 5- to 8-membered cyclic thioethers.
Sodium hydrosulfide hydrate may be used in the synthesis of following:
  • benzothiazole
  • 4-methoxybenzothioamide
  • 2-(4-methoxyphenyl)imidazoline
  • 7-chloro-4′-methoxythioflavone

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Acute 1 - Skin Corr. 1B

Storage Class

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

wgk_germany

WGK 3

flash_point_f

194.0 °F - closed cup

flash_point_c

90 °C - closed cup

Certificates of Analysis (COA)

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Practical and Versatile Synthesis of Thioflavones from 2-Bromobenzoyl Chlorides.
Lee JI and Choi JS.
J. Korean Chem. Soc., 59(3) (2015)
Synthesis of Benzothiazoles through Copper-Catalyzed One-Pot Three-Component Reactions with Use of Sodium Hydrosulfide as a Sulfur Surrogate.
Park N, et al.
European Journal of Organic Chemistry, 10, 1984-1993 (2012)
Min Sun et al.
European journal of medicinal chemistry, 45(6), 2299-2306 (2010-02-26)
Two series of novel diaryl ureas have been designed and synthesized, with their in vitro antitumor effect screened on human non-small cell lung cancer (NSCLC) cell line A549 and human breast cancer cell line MDA-MB-231. Some target compounds demonstrated significant
Mehdi Bakavoli et al.
Molecules (Basel, Switzerland), 14(12), 4849-4857 (2009-12-25)
Cyclocondensation of 2-[bis(methylthio)methylene]malononitrile (1) and cysteamine (2) afforded 2-(thiazolidin-2-ylidene)malononitrile (3). This compound on treatment with NaSH gave the corresponding thioamide derivative 4a in a regioselective manner on the basis of its single crystal X-ray diffraction analysis. Reaction of this compound
Bruna M Santos et al.
Acta physiologica (Oxford, England), 228(3), e13373-e13373 (2019-09-05)
Whereas some patients have important changes in body core temperature (Tb) during systemic inflammation, others maintain a normal Tb, which is intrinsically associated to immune paralysis. One classical model to study immune paralysis is the use of repeated administration of
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