419869
Ethynyl p-tolyl sulfone
98%
Synonym(s):
p-Toluenesulfonylacetylene, Tosylacetylene
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About This Item
Linear Formula:
CH3C6H4SO2C≡CH
CAS Number:
Molecular Weight:
180.22
Beilstein/REAXYS Number:
2556169
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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assay
98%
mp
73-74 °C (lit.)
solubility
organic solvents: soluble(lit.)
SMILES string
Cc1ccc(cc1)S(=O)(=O)C#C
InChI
1S/C9H8O2S/c1-3-12(10,11)9-6-4-8(2)5-7-9/h1,4-7H,2H3
InChI key
FTHKWIMQNXVEHW-UHFFFAOYSA-N
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Related Categories
Application
Ethynyl p-tolyl sulfone (Tosylacetylene) may be used in the synthesis of 2-(4-methylphenylsulfonyl)ethenyl (tosvinyl, Tsv) protected derivatives. It may be used as starting reagent for the synthesis of optically active indan-2-ols.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Takeshi Hanazawa et al.
The Journal of organic chemistry, 68(12), 4980-4983 (2003-06-07)
An efficient and practical synthesis of optically active indan-2-ols 1 has been developed starting from readily accessible optically active 4-siloxy-1,6-alkadiynes 2 and ethynyl p-tolyl sulfone, where the metalative Reppe reaction mediated by an economical divalent titanium reagent, Ti(O-i-Pr)(4)/2 i-PrMgCl, is
A Simplified Method for the Preparation of Ethynyl P-Tolyl Sulfone and Ethynyl Phenyl Sulfone.
Chen Z and Trudell ML.
Synthetic Communications, 24(21), 3149-3155 (1994)
David Tejedor et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 25(66), 15046-15049 (2019-09-26)
A universal, practical and scalable organocatalytic hydrocyanation manifold to provide β-substituted acrylonitriles bearing an electron-withdrawing functionality has been implemented. The catalytic manifold operates under the reactivity generation principle "a good nucleophile generates a strong base", and it uses 1,4-diazabicyclo[2.2.2]octane (DABCO)
Elena Petit et al.
The Journal of organic chemistry, 79(18), 8826-8834 (2014-08-28)
The use of the 2-(4-methylphenylsulfonyl)ethenyl (tosvinyl, Tsv) group for the protection of the NH group of a series of imides, azinones (including AZT), inosines, and cyclic sulfonamides has been examined. The Tsv-protected derivatives are obtained in excellent yields by conjugate
Hao Chen et al.
Bioorganic & medicinal chemistry letters, 17(7), 1979-1983 (2007-02-16)
A library of potential antifungal triazole-modified beta-methoxyacrylate analogues was designed and synthesized via a Cu(I)-catalyzed 1,3-dipolar alkyne-azide coupling reaction or 'click chemistry'. Subsequent biological screening revealed that some compounds displayed low to moderate antifungal activity toward pathogenic fungi and low
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