T15601

Sigma-Aldrich

Tetrahydrothiophene

99%

Synonym(s):
Thiophane, Thiolane, THT, Tetramethylene sulfide
Empirical Formula (Hill Notation):
C4H8S
CAS Number:
Molecular Weight:
88.17
Beilstein/REAXYS Number:
102392
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

vapor pressure

18 mmHg ( 25 °C)

assay

99%

refractive index

n20/D 1.504 (lit.)

bp

119 °C (lit.)

mp

−96 °C (lit.)

density

1 g/mL at 25 °C (lit.)

SMILES string

C1CCSC1

InChI

1S/C4H8S/c1-2-4-5-3-1/h1-4H2

InChI key

RAOIDOHSFRTOEL-UHFFFAOYSA-N

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Application

Tetrahydrothiophene can be used as a reagent for the synthesis of various epoxides and their derivatives. It can be used as a catalyst for the synthesis of benzo[n.1.0]bicycloalkanes.

Packaging

5, 100, 500 g in glass bottle

Pictograms

FlameExclamation mark

Signal Word

Danger

hazcat

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2

storage_class_code

3 - Flammable liquids

WGK Germany

WGK 2

Flash Point(F)

55.4 °F - closed cup

Flash Point(C)

13 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Tetrahydrothiophene-catalyzed synthesis of benzo [n.1.0] bicycloalkanes.
Ye LW, et al.
The Journal of Organic Chemistry, 72(4), 1335-1340 (2007)
Sanat Ghosh et al.
Physical chemistry chemical physics : PCCP, 22(31), 17482-17493 (2020-06-13)
This is a tale of a pair of a hydrogen bond donor and acceptor, namely the CH donor and sulphur acceptor, neither of which is a conventional hydrogen bond participant. Sulfur (S), being less electronegative (2.58) compared to its first...
Catalytic asymmetric synthesis of epoxides from aldehydes using sulfur ylides with in situ generation of diazocompounds.
Aggarwal VK, et al.
Angewandte Chemie (International Edition in English), 40(8), 1430-1433 (2001)
The ganglionic blocking action of thiophanium derivatives.
L O RANDALL et al.
The Journal of pharmacology and experimental therapeutics, 97(1), 48-57 (1949-09-01)
O L Voronova et al.
Eksperimental'naia i klinicheskaia farmakologiia, 73(10), 37-39 (2011-01-25)
Beginning with the first hours of experiments, cisplatin evoked an increase of chromosomal aberrations in CBA/CaLac bone marrow cells. Significant increase of structural infringements of chromosomes due to chromatid breaks was revealed in metaphase plates of murine bone marrow preparations...

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