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T15601

Sigma-Aldrich

Tetrahydrothiophene

99%

Synonym(s):

THT, Tetramethylene sulfide, Thiolane, Thiophane

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$35.62
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5 G
$35.62
100 G
$39.20
500 G
$139.00

About This Item

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

$35.62

List Price$37.50Save 5%
Web-Only Promotion

Available to ship onApril 29, 2025Details

Request a Bulk Order

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[1] and their derivatives.[2] It can be used as a catalyst for the synthesis of benzo[n.1.0]bicycloalkanes.[3]

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

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

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

55.4 °F - closed cup

flash_point_c

13 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
SHBS5991
SHBR5326
SHBR7035
SHBQ5194
SHBP1950

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Sulfolane 99%

Sigma-Aldrich

T22209

Sulfolane

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)
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
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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Questions

1–3 of 3 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  3. At what temperature does this compound breakdown.

    1 answer

    1. Unfortunately, the decomposition temperature of this material has not been determined. Please see the link below for additional information that may be helpful:
      https://www.sciencedirect.com/topics/chemistry/tetrahydrothiophene

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