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Home > Encyclopedia > 1,4-Thiazepan-5-one

1,4-Thiazepan-5-one

1,4-Thiazepan-5-one structure

1,4-Thiazepan-5-one 

structure
  • CAS No:

    2896-98-2

  • Formula:

    C5H9NOS

  • Chemical Name:

    1,4-Thiazepan-5-one

  • Synonyms:

    1,4-thiazepan-5-one;Tetrahydro-1,4-thiazepan-5-one;1,4-Thiazepin-5(2H)-one,tetrahydro-;1,4-Thiazepin-5(2H)-one, tetrahydro-;NSC144313;SCHEMBL4240098;hexahydro-1,4-thiazepin-5-one;CTK4G2501;DTXSID40301568;ALBB-022853

1,4-Thiazepan-5-one Basic Attributes

131.193

131.04000

144313

DTXSID40301568

Characteristics

54.4

-0.1

1.129g/cm3

113-114 °C

347.4°C at 760 mmHg

163.9ºC

1.509

Safety Information

3

45

T

P264, P270, P273, P301+P310, P321, P330, P391, P405, P501

H301

|Danger|H301 (97.44%): Toxic if swallowed [Danger Acute toxicity, oral]|P264, P270, P273, P301+P310, P321, P330, P391, P405, and P501|Aggregated GHS information provided by 39 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

1,4-Thiazepan-5-one Use and Manufacturing

To a solution of compound 2 (1.0 g, 7.6 mmol) in acetone/HThe mixture of dihydro-2H-thiopyran-4(31])-one oxime (4.01 g, 0.03 mol) in polyphosphoric acid was heated at 115 D for 1 5mm, and cooled to rt, ice-water was added, then the mixture was extracted with EtOAc 5 times. The combined organic layer was dried over Na2504 and concentrated under vacuum to give 2.4 g product as brown solid in 60percent yield. ‘H-NMR (400 IVIFIz, CDC13) : 6.79 (brs, 1H), 3.63 (m, 2H), 2.94 (m, 2H), 2.74 (m, 4H).To a mixture of tetrahydrothiopyran-4-one (5.14 g) and conc. hydrochloric acid (20 mL) was added sodium azide (4.31 g) under ice-cooling. The reaction mixture was stirred at room temperature for 4 hrs., and sodium carbonate was added. The mixture was diluted with iced water and extracted with chloroform. The organic layer was washed successively with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated to give 1, 4-thiazepan-5-one as crystals (3.62 g, yield 62percent). Recrystallization from ethyl acetate-hexane gave colorless prism crystals. melting point: 120-121°C.Preparation 34

Computed Properties

Molecular Weight:131.20
XLogP3:-0.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Exact Mass:131.04048508
Monoisotopic Mass:131.04048508
Topological Polar Surface Area:54.4
Heavy Atom Count:8
Complexity:94.4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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