S-{2-[(2,5-Dioxo-1-pyrrolidinyl)oxy]-2-oxoethyl} ethanethioate

Basic Information

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CAS Number

76931-93-6

Molecular Formula

C8H9NO5S

Molecular Weight

231.23 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Melting Point

95.0 to 101.0 deg-C

Boiling Point

337.3℃ at 760 mmHg

Density

1.46

Flash Point

157.8°C

Solubility

acetonitrile: 50 mg/mL

Refractive Index

1.561

SMILES

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CC(=O)SCC(=O)ON1C(=O)CCC1=O

InChI

InChI=1S/C8H9NO5S/c1-5(10)15-4-8(13)14-9-6(11)2-3-7(9)12/h2-4H2,1H3

InChIKey

FLCQLSRLQIPNLM-UHFFFAOYSA-N

LogP

-0.12670000000000026

Topological Polar Surface Area

80.75 Å²

Hydrogen Bond Donor/Acceptor

0 / 6

Complexity

311

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

Synonyms & References

English

76931-93-6
N-Succinimidyl (acetylthio)acetate
SATA Protein Modifier
BP-22665
S-Acetylthioglycolic acid N-hydroxysuccinimide ester, >=95% (TLC), powder
SATA
N-Succinimidyl-S-acetylthioacetate(SATA)
SCHEMBL5168820
AC-36347
CS-0110111
S-acetylthioglycolic acid succinimidyl ester
HSATA
N-Succinimidyl S-acetylthioacetate
DTXSID40227719
N-Succinimidyl-S-acetylthioacetate
N-Succinimidyl-S-acetylthioacetate; 2,5-Dioxopyrrolidin-1-yl 2-(acetylthio)acetate
(SATA);N-SUCCINIMIDYL S-ACETYLTHIOACETATE
AKOS016010426
2,5-Dioxopyrrolidin-1-yl 2-(acetylthio)acetate
N-Hydroxysuccinimide S-acetylthioacetate
ZB1612
Ethanethioic acid, S-[2-[(2,5-dioxo-1-pyrrolidinyl)oxy]-2-oxoethyl] ester
S-Acetylthioacetic acid N-hydroxysuccinimide ester
SCHEMBL156597
(2,5-dioxopyrrolidin-1-yl) 2-acetylsulfanylacetate
HY-135233
H11464
S-Acetylthioglycolic Acid N-Succinimidyl Ester
S-acetyl 2-(2,5-dioxopyrrolidin-1-yl)ethanethioate
GLXC-25154
EX-A3173

MDL Number

MFCD00036891

Customs Code

2930909090

FAQ

What are the physical and chemical properties of S-{2-[(2,5-Dioxo-1-pyrrolidinyl)oxy]-2-oxoethyl} ethanethioate (CAS: 76931-93-6)?

S-{2-[(2,5-Dioxo-1-pyrrolidinyl)oxy]-2-oxoethyl} ethanethioate is a crystalline compound with a molecular weight of approximately 290.33 g/mol. It has low solubility in water but is soluble in organic solvents. It exhibits reactivity similar to other thiols and can undergo nucleophilic substitution reactions. Its stability is moderate under normal conditions.

How is S-{2-[(2,5-Dioxo-1-pyrrolidinyl)oxy]-2-oxoethyl} ethanethioate (CAS: 76931-93-6) typically synthesized?

S-{2-[(2,5-Dioxo-1-pyrrolidinyl)oxy]-2-oxoethyl} ethanethioate is synthesized by the condensation reaction of ethanethiol with 2-(2,5-dioxopyrrolidin-1-yl)acetic acid. The reaction is catalyzed by a strong acid such as trifluoroacetic acid, providing a yield of about 85%. The specific conditions and reagents can be optimized for better selectivity.

What industries use S-{2-[(2,5-Dioxo-1-pyrrolidinyl)oxy]-2-oxoethyl} ethanethioate (CAS: 76931-93-6)?

S-{2-[(2,5-Dioxo-1-pyrrolidinyl)oxy]-2-oxoethyl} ethanethioate finds applications in pharmaceuticals for its potential as a medicinal intermediate, in polymers for its use in functional materials, and in sensors for its reactivity with various analytes. It is also explored in the semiconductor industry for its electronic properties.

What precautions should be taken when handling S-{2-[(2,5-Dioxo-1-pyrrolidinyl)oxy]-2-oxoethyl} ethanethioate (CAS: 76931-93-6)?

When handling S-{2-[(2,5-Dioxo-1-pyrrolidinyl)oxy]-2-oxoethyl} ethanethioate, it is crucial to wear appropriate personal protective equipment (PPE) including gloves, goggles, and a lab coat. The substance should be handled in a well-ventilated area or a fume hood. In case of a spill, immediately contain the spill, clean it up according to the safety data sheet (SDS), and ensure proper disposal. Handling should be done with care to avoid skin contact and inhalation.