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196274

Sigma-Aldrich

Thiomorpholine

98%

Synonym(s):

Tetrahydro-2H-1,4-thiazine, Thiamorpholine

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About This Item

Empirical Formula (Hill Notation):
C4H9NS
CAS Number:
Molecular Weight:
103.19
Beilstein:
102550
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

refractive index

n20/D 1.538 (lit.)

bp

169 °C (lit.)

solubility

organic solvents: miscible(lit.)
water: miscible(lit.)

density

1.026 g/mL at 25 °C (lit.)

SMILES string

C1CSCCN1

InChI

1S/C4H9NS/c1-3-6-4-2-5-1/h5H,1-4H2

InChI key

BRNULMACUQOKMR-UHFFFAOYSA-N

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General description

Thiomorpholine forms complexes with Cu(II), Pt(II) and Ni(II) salts and their catalytic activity has been investigated.

Application

Thiomorpholine has been used in the preparation of:
  • N-Boc-α-alkyl-β-(sec-amino)alanines
  • thiomorpholine-N-borane

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

145.4 °F - closed cup

Flash Point(C)

63 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), 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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Synthesis and comparative reactivity of thiomorpholine-borane: aqueous hydrolysis and oxidation by hypochlorite.
Amezcua CA, et al.
Inorgorganica Chimica Acta, 290(1), 80-85 (1999)
Mesut Kacan et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 118, 572-577 (2013-10-05)
Several Cu(II), Pt(II) and Ni(II) complexes of N-substituted, piperazine (NN donor), morpholine (NO donor) and thiomorpholine (NS donor) derivatives were synthesized and their thermal behavior and catalytic activity in epoxidation reaction of cis-diphenylethylene were studied using oxygen sources NaOCl. The
J I Levin et al.
Bioorganic & medicinal chemistry letters, 16(6), 1605-1609 (2006-01-24)
A series of thiomorpholine sulfonamide hydroxamate TACE inhibitors, all bearing propargylic ether P1' groups, was explored. In particular, compound 5h has excellent in vitro potency against isolated TACE enzyme and in cells, oral activity in a model of TNF-alpha production
Upinder Singh et al.
Bioorganic & medicinal chemistry letters, 13(23), 4209-4212 (2003-11-19)
Combinatorial libraries of N-acylated 5-(S)-aminomethyloxazolidinone derivatives of S-oxide and S,S-dioxide tetrahydro-4(2H)-thiopyranyl and thiomorpholine phenyloxazolidinone series have been synthesized on a solid phase and evaluated for antimicrobial activity. Several novel potent leads have been identified, including orally active oxazolidinones with enhanced
N Someswara Rao et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 58(12), 2737-2757 (2002-10-25)
The natural abundance 15N-NMR chemical shifts of selected aliphatic amines, 2-substituted pyridine type compounds, bialicyclic tertiary amines have been measured as a function of the nature of the solvent. In the case of cyclic aliphatic amines, like piperidine, morpholine, piperazine

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