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161527

Sigma-Aldrich

Sodium hydrosulfide hydrate

Sodium hydrosulfide hydrate
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About This Item

Linear Formula:
NaSH·xH2O
CAS Number:
Molecular Weight:
56.06 (anhydrous basis)
MDL number:
UNSPSC Code:
12352302
PubChem Substance ID:
NACRES:
NA.55
grade:
for analytical purposes
form:
chips
flakes
Pricing and availability is not currently available.

grade

for analytical purposes

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.[1]

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.[2]
Sodium hydrosulfide hydrate may be used in the synthesis of following:
  • benzothiazole[3]
  • 4-methoxybenzothioamide[4]
  • 2-(4-methoxyphenyl)imidazoline[3]
  • 7-chloro-4′-methoxythioflavone[5]

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

194.0 °F - closed cup

Flash Point(C)

90 °C - closed cup


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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
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)
Practical and Versatile Synthesis of Thioflavones from 2-Bromobenzoyl Chlorides.
Lee JI and Choi JS.
J. Korean Chem. Soc., 59(3) (2015)
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

Questions

1–8 of 8 Questions  
  1. Which storage conditions do you recommend once the product is diluted (for short- and long-term storage)? 

    1 answer
    1. Solubility and solution stability are not tested internally, but literature and other suppliers indicate that when stored at -80°C, the stock solution should be used within 6 months, and when stored at -20°C, it should be used within 1 month. However, due to the lack of internal testing, this cannot be guaranteed.

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  2. 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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  3. 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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  4. Can the waters of hydration be removed in vacuo or with a dessicant, or will the NaSH decompose without the waters of hydration?

    1 answer
    1. A desiccant may not be effective in the removal of the water of hydration. There is binding energy between the anhydrous material and water; it is unknown if any water of hydration can be removed using a desiccant alone. Heating under vacuum may be an option, however the temperature would have to be validated empirically. A brief search of the literature reveals some discussion regarding this matter and the use of dry solvents with activated molecular sieves at the ResearchGate website. See the link below to review:
      https://www.researchgate.net/post/Drying-Hydrates-over-activated-Molecular-Sieves

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  5. What is the sodium hydrosulfide (NaHS) content for Product 161527, Sodium hydrosulfide hydate?

    1 answer
    1. The NaHS content of this product is typically about 70%. The value for each lot is reported on the Certifcate of Analysis (CofA).

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  6. What is the typical water content of Product 161527, Sodium hydrosulfide hydate? That is, how many waters of hydration?

    1 answer
    1. Product No. 161527 is typically a sesquihydrate, meaning 1.5 moles of water per mole of NaHS.

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  7. What is the Department of Transportation shipping information for this product?

    1 answer
    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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  8. What are the impurities in Product 161527, Sodium hydrosulfide hydate?

    1 answer
    1. The impurities are sodium sulfide, water, sodium sulfoxide, sodium carbonate and iron.

      Helpful?

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