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Merck
CN

T30805

Thioacetic acid

96%

Synonym(s):

TAA, TMA, Thiacetic acid

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About This Item

Linear Formula:
CH3COSH
CAS Number:
507-09-5
Molecular Weight:
76.12
UNSPSC Code:
12352106
NACRES:
NA.22
PubChem Substance ID:
24900104
EC Number:
208-063-8
Beilstein/REAXYS Number:
1733298
MDL number:
MFCD00004853

Key Documents

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Product Name

Thioacetic acid, 96%

InChI key

DUYAAUVXQSMXQP-UHFFFAOYSA-N

InChI

1S/C2H4OS/c1-2(3)4/h1H3,(H,3,4)

SMILES string

CC(S)=O

assay

96%

refractive index

n20/D 1.465 (lit.)

bp

88-91.5 °C (lit.)

density

1.065 g/mL at 25 °C (lit.)

storage temp.

2-8°C

Quality Level

200

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Application

Thioacetic acid (TAA) can undergo:
  • Enantioselective addition to nitroalkenes to form chiral 1,2-aminothiol derivatives in the presence of a novel sulfinyl urea organocatalyst. This method has been successfully employed in the synthesis of antifungal drug, sulconazole.
  • Asymmetric Michael addition reaction with chalcones in the presence of a bifunctional amine thiourea catalyst to form synthetically useful thioesters.
  • Asymmetric 1,6-conjugate addition with para-quinone methides in the presence of a chiral phosphoric acid catalyst to form chiral sulfur-containing diphenylmethane-type compounds.
  • Conjugate addition to methacrylamides with chiral trans-2,5-disubstituted pyrrolidine auxiliaries to form chiral β-mercaptocarboxylic acid derivatives.

Thioacetic acid is a reagent for introduction of the thiol group into organic molecules.

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Danger

Hazard Classifications

Acute Tox. 3 Oral - Acute Tox. 4 Inhalation - Eye Dam. 1 - Flam. Liq. 2 - Skin Sens. 1

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

64.4 °F - closed cup

flash_point_c

18 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ3020
MKCZ3101
MKCX9604
MKCW7339
0000265680

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Asymmetric induction in the conjugate addition of thioacetic acid to methacrylamides with chiral auxiliaries.
Kim B H, et al.
Tetrahedron Asymmetry, 16(6), 1215-1220 (2005)
Organocatalytic enantioselective Michael addition of thioacetic acid to enones.
Li Hao, et al.
Tetrahedron Letters, 47(18), 3145-3148 (2006)
Phosphoric Acid Catalyzed Asymmetric 1, 6?Conjugate Addition of Thioacetic Acid to para?Quinone Methides.
Dong N, et al.
Angewandte Chemie (International Edition in English), 55(4), 1460-1464 (2016)
M Eguchi et al.
Medical electron microscopy : official journal of the Clinical Electron Microscopy Society of Japan, 34(1), 61-70 (2001-08-02)
Cytochemical and ultrastructural studies of 42 patients with acute nonlymphoblastic leukemia (ANLL) lacking myeloperoxidase as detected by light microscopy were performed. These ANLL patients were classified into minimally differentiated acute myeloid leukemia (AML-M0) (26 cases), mixed-lineage leukemia (9 cases), and
Rubén Mas-Ballesté et al.
Dalton transactions (Cambridge, England : 2003), 39(6), 1511-1518 (2010-01-28)
While M-percarboxylato species are elusive intermediates, their sulfur containing analogues are known in some cases. The feasibility of isolation of M-perthioacetato compounds allowed, in this work, to obtain new insights into the pathways that follow the reactivity of M-E-ER (E
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