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Sigma-Aldrich

Thiophenol

≥99%

Synonym(s):

Benzenethiol, Phenyl mercaptan

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10 G
$37.90
50 G
$103.55

About This Item

Linear Formula:
C6H5SH
CAS Number:
Molecular Weight:
110.18
Beilstein/REAXYS Number:
506523
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

$37.90

List Price$39.90Save 5%

In StockDetails


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vapor density

3.8 (vs air)

Quality Level

vapor pressure

1.4 mmHg ( 20 °C)

assay

≥99%

form

liquid

refractive index

n20/D 1.588 (lit.)

bp

169 °C (lit.)

mp

−15 °C (lit.)

solubility

alcohol: very soluble(lit.)
benzene: miscible(lit.)
carbon disulfide: miscible(lit.)
diethyl ether: miscible(lit.)
water: insoluble(lit.)

density

1.073 g/mL at 25 °C (lit.)

SMILES string

Sc1ccccc1

InChI

1S/C6H6S/c7-6-4-2-1-3-5-6/h1-5,7H

InChI key

RMVRSNDYEFQCLF-UHFFFAOYSA-N

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Application

Thiophenol can be used:
  • To prepare (3H-benzo[c][1,2]diselenol-3-yl)(phenyl)sulfane[1] and β-lactones.[2]
  • As a surface capping ingredient in the preparation Fe-doped ZnS nanoparticles exhibiting ferromagnetic properties.[3]
  • As an oxygen scavenger in the N-deacetylation of chitin to yield chitosan C.[4]
  • As an activator in the coupling reactions of carboxylic acids with isonitriles.[5]

signalword

Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 2 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Flam. Liq. 3 - Repr. 2 - Skin Irrit. 2

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

122.0 °F - closed cup

flash_point_c

50 °C - closed cup

ppe

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


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Synthesis, structure and reactivity of [o-(2, 6-diisopropylphenyliminomethinyl) phenyl] selenenyl selenocyanate (RSeSeCN) and related derivatives
Rakesh P, et al.
Dalton Transactions, 43(25), 9431-9437 (2014)
The Journal of Organic Chemistry, 56, 1176-1176 (1991)
A practical and efficient method for the synthesis of .beta.-lactones
Danheiser RL and Nowick JS
The Journal of Organic Chemistry, 56(3), 1176-1185 (1991)
Synthesis and characterization of thiophenol passivated Fe-doped ZnS nanoparticles
Sambasivam S, et al.
Materials Science and Engineering, B, 150(2), 125-129 (2008)
Thio-mediated two-component coupling reaction of carboxylic acids and isonitriles under mild conditions
Wu X, et al.
Tetrahedron Letters, 50(14), 1523-1525 (2009)

Articles

Markovnikov and anti-Markovnikov alkene reactivity differences are discussed, highlighting challenges and catalytic advancements.

Questions

1–2 of 2 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/449/386/product-dating-information-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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