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T15601

Sigma-Aldrich

Tetrahydrothiophene

99%

Synonym(s):

THT, Tetramethylene sulfide, Thiolane, Thiophane

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About This Item

Empirical Formula (Hill Notation):
C4H8S
CAS Number:
110-01-0
Molecular Weight:
88.17
Beilstein:
102392
EC Number:
203-728-9
MDL number:
MFCD00005476
UNSPSC Code:
12352100
PubChem Substance ID:
24899981
NACRES:
NA.22

vapor pressure

18 mmHg ( 25 °C)

Quality Level

100

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.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Classifications

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

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

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Certificates of Analysis (COA)

Lot/Batch Number
SHBP1950
SHBN4595
SHBN1872
SHBN1371
SHBM5075

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A new protocol for the in situ generation of aromatic, heteroaromatic, and unsaturated diazo compounds and its application in catalytic and asymmetric epoxidation of carbonyl compounds. Extensive studies to map out scope and limitations, and rationalization of diastereo-and enantioselectivities.
Aggarwal VK, et al.
Journal of the American Chemical Society, 125(36), 10926-10940 (2003)
Tetrahydrothiophene-catalyzed synthesis of benzo [n.1.0] bicycloalkanes.
Ye LW, et al.
The Journal of Organic Chemistry, 72(4), 1335-1340 (2007)
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)
Benoit Gautier et al.
Chemistry & biology, 18(12), 1631-1639 (2011-12-27)
Protein-protein interactions play a central role in medicine, and their modulation with small organic compounds remains an enormous challenge. Because it has been noted that the macromolecular complexes modulated to date have a relatively pronounced binding cavity at the interface
James C Ritchie et al.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 28(1), 22-33 (2002-12-24)
Using purified enzyme preparations, we investigated the actions of angiotensin-converting enzyme, aminopeptidase N, and endopeptidase 24.11 on corticotropin-releasing factor (CRF). The effects of inhibition of these enzymes on CRF action in rat anterior pituitary cultures were also determined. Finally, specific
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