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Tetrahydrothiopyran-4-one

Tetrahydrothiopyran-4-one ??? ???
?? ??:
1072-72-6
???:
Tetrahydrothiopyran-4-one
???(??):
TETRAHYDRO-4H-THIOPYRAN-4-ONE;dihydro-2H-thiopyran-4(3H)-one;4H-Thiopyran-4-one, tetrahydro-;Penthianone;THIAN-4-ONE;4-OXOTHIANE;4-Oxothiane>THIAN-3-ONEOXIME;4-Thiacyclohexanon;4-thiacyclohexanone
CBNumber:
CB8202200
???:
C5H8OS
??? ??:
116.18
MOL ??:
1072-72-6.mol
MSDS ??:
SDS

Tetrahydrothiopyran-4-one ??

???
60-64 °C (lit.)
?? ?
140.82°C (estimate)
??
1.050 (estimate)
???
1.5100 (estimate)
?? ??
Inert atmosphere,Room Temperature
???
??????(?? ???), ?????(?? ???)
??? ??
??? ??
??
???? ?? ???
BRN
106464
InChIKey
OVRJVKCZJCNSOW-UHFFFAOYSA-N
LogP
0.490 (est)
CAS ??????
1072-72-6(CAS DataBase Reference)
NIST
4H-Thiopyran-4-one, tetrahydro-(1072-72-6)
??
  • ?? ? ?? ??
  • ?? ? ???? ?? (GHS)
??? ?? Xi
?? ???? ?? 36/37/38
????? 22-24/25
WGK ?? 3
?? ?? IRRITANT
HS ?? 29349990
????(GHS): GHS hazard pictograms
?? ?: Warning
??·?? ??:
?? ??·?? ?? ?? ?? ?? ?? ? ?? ?? P- ??
H319 ?? ?? ??? ??? ?? ? ?? ?? ??? ?? ?? 2A ?? GHS hazard pictograms P264, P280, P305+P351+P338,P337+P313P
??????:
P264 ?? ??? ?? ??? ????.
P264 ?? ??? ?? ??? ????.
P305+P351+P338 ?? ??? ? ?? ?? ???? ????. ???? ?????? ?????. ?? ????.
P337+P313 ?? ?? ??? ???? ???? ??· ??? ????.
NFPA 704
1
2 0

Tetrahydrothiopyran-4-one MSDS


4-Thiacyclohexanone

Tetrahydrothiopyran-4-one C??? ??, ??, ??

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WHITE TO PALE YELLOW CRYSTALLINE SOLID

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Tetrahydro-?4H-?thiopyran-?4-?one is a cyclic carbonyl compound used as a reactant in the stereoselective preparation of [aryl(nitro)ethyl] carbonyl compounds via asymmetric Michael addition to nitroolefins catalyzed by chiral pyrrolidine-pyridine conjugate bases.

?? ??

The diastereoselectivity of the aldol reaction of tetrahydro-4H-thiopyran-4-one has been studied.

Purification Methods

Purify it by recrystallisation from diisopropyl ether or pet ether and dry it in air. If too impure, then dissolve it in Et2O, wash with aqueous NaHCO3, then H2O, dry (MgSO4), filter, evaporate and the residue is recrystallised as before. [Cardwell J Chem Soc 715 1949.] The oxime can be recrystallised from CHCl3/pet ether (at -20o) and has m 84-85o [Barkenbus et al. J Org Chem 20 871 1955]. The 2,4-dinitrophenylhydrazone has m 186o (from EtOAc) [Barkenbus et al. J Org Chem 16 232 1951]. The S-dioxide is recrystallised from AcOH, m 173-174o [Fehnel & Carmack J Am Chem Soc 70 1813 1948, Beilstein 17 II 287, 17 III/IV 4172, 17/1 V 21].

Tetrahydrothiopyran-4-one ?? ?? ? ???

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Tetrahydrothiopyran-4-one ?? ??

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