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MilliporeSigma

T15601

Tetrahydrothiophene

99%

Synonym(s):

THT, Tetramethylene sulfide, Thiolane, Thiophane

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$30.00

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$41.80

500 G

$148.00

$30.00

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About This Item

Empirical Formula (Hill Notation):
C4H8S
CAS Number:
Molecular Weight:
88.17
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
203-728-9
Beilstein/REAXYS Number:
102392
MDL number:
Assay:
99%

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InChI key

RAOIDOHSFRTOEL-UHFFFAOYSA-N

InChI

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

SMILES string

C1CCSC1

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.)

Quality Level

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This Item
T22403T22209128252
assay

99%

assay

96%

assay

99%

assay

98%

Quality Level

100

Quality Level

100

Quality Level

200

Quality Level

200

density

1 g/mL at 25 °C (lit.)

density

1.158 g/mL at 25 °C (lit.)

density

1.261 g/mL at 25 °C (lit.)

density

1.01 g/mL at 25 °C (lit.)

bp

119 °C (lit.)

bp

235-237 °C (lit.)

bp

104 °C/0.2 mmHg (lit.), 285 °C (lit.)

bp

55-56 °C (lit.)

mp

−96 °C (lit.)

mp

-

mp

20-26 °C (lit.)

mp

-

refractive index

n20/D 1.504 (lit.)

refractive index

n20/D 1.52 (lit.)

refractive index

n20/D 1.484 (lit.)

refractive index

n20/D 1.495 (lit.)

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

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

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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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)
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)
Irena Martin-Kleiner et al.
Cell biochemistry and function, 26(8), 916-919 (2008-10-23)
NEP/CALLA or CD10 is an endopeptidase (E.C. 3.4.24.11) that inactivates numerous neuropeptides, including dynorphin. Dynorphin is an endogenous opioid polypeptide that binds to kappa-opioid receptors with greatest affinity. R1.1 mouse thymoma cells highly express kappa-opioid receptors. In this study, on
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

Questions

1–3 of 3 Questions  
  1. 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/418/501/product-dating-information-06-25-mk.pdf

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  2. 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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  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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