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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:
123-90-0
Molecular Weight:
103.19
Beilstein:
102550
EC Number:
204-660-2
MDL number:
MFCD00005974
UNSPSC Code:
12352100
PubChem Substance ID:
24851748
NACRES:
NA.22

Quality Level

100

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
GHS05

Signal Word

Danger

Hazard Statements

H314

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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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
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)
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
Amany Belal
Bioorganic chemistry, 59, 124-129 (2015-03-10)
A new series of pyrrolizine derivatives 4-8c were synthesized, their structures were confirmed by spectral and elemental analyses. Cytotoxic activity of these compounds was evaluated against breast (MCF7), colon (HCT116) and liver (HEPG2) cancer cell lines using sulphorhodamine-B (SRB) assay
Saurav Bera et al.
ACS combinatorial science, 14(1), 1-4 (2011-12-01)
Diastereoselective trans-2,5-disubstituted amino acids derived diverse morpholines, piperazines and thiomorpholines were prepared in 30 min-1 h with high yields through iodine-mediated 6-exotrig type cyclization from a single common synthetic intermediate. The displacement of iodine with hydride ion gave a methyl
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