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Merck
CN

196274

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24851748
EC Number:
204-660-2
Beilstein/REAXYS Number:
102550
MDL number:
MFCD00005974

Key Documents

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Product Name

Thiomorpholine, 98%

InChI key

BRNULMACUQOKMR-UHFFFAOYSA-N

InChI

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

SMILES string

C1CSCCN1

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.)

functional group

thioether

Quality Level

100

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Application

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

General description

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

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

145.4 °F - closed cup

flash_point_c

63 °C - closed cup

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ6363
MKCW1367
MKCT2623
MKCT7542
MKCT1612

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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
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
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
B Combourieu et al.
Biodegradation, 9(6), 433-442 (1999-05-21)
Spectrophotometric assays of Mycobacterium aurum MO1 cells extracts gave evidence of a soluble cytochrome P450, involved in the degradative pathway of morpholine, a waste product from the chemical industry. In order to get further information, the kinetics of the biodegradation
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