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Merck
CN

T15601

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

Key Documents

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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

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
SHBS5991
SHBR5326
SHBR7035
SHBQ5194
SHBP1950

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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)
W S Cain et al.
American Industrial Hygiene Association journal, 46(3), 115-126 (1985-03-01)
LP-gas derives warning properties from the odorants ethyl mercaptan or thiophane. Laboratory tests have implied that the average person has the ability to smell the odors before leaking LP-gas reaches one-fifth its lower limit of flammability. Generally, however, laboratory tests
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
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