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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
Assay:
98%

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
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
An annulation reaction for the synthesis of morpholines, thiomorpholines, and piperazines from beta-heteroatom amino compounds and vinyl sulfonium salts.
Muhammad Yar et al.
Angewandte Chemie (International ed. in English), 47(20), 3784-3786 (2008-04-12)
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
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