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09954

Sigma-Aldrich

Propargyl p-toluenesulfonate

≥97.0% (GC)

Synonyme(s) :

Propargyl tosylate

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About This Item

Formule empirique (notation de Hill):
C10H10O3S
Numéro CAS:
6165-76-0
Poids moléculaire :
210.25
Numéro Beilstein :
1912957
Numéro MDL:
MFCD01462194
Code UNSPSC :
12352100
ID de substance PubChem :
329748867
Nomenclature NACRES :
NA.22

Pureté

≥97.0% (GC)

Indice de réfraction

n20/D 1.530

Densité

1.215 g/mL at 20 °C (lit.)

Température de stockage

2-8°C

Chaîne SMILES 

Cc1ccc(cc1)S(=O)(=O)OCC#C

InChI

1S/C10H10O3S/c1-3-8-13-14(11,12)10-6-4-9(2)5-7-10/h1,4-7H,8H2,2H3

Clé InChI

LMBVCSFXFFROTA-UHFFFAOYSA-N

Catégories apparentées

Application

Propargyl p-toluenesulfonate can be used as an initiator in the synthesis of linear and cyclic poly(2-isopropyl-2-oxazoline)s by cationic ring-opening polymerization of 2-isopropyl-2-oxazoline.
It can also be used as a reagent to synthesize:
  • 2-hydroxy-4-pentynoic acid by an alkylation reaction with diethyl 2-acetamidomalonate followed by subsequent hydrolysis, decarboxylation, diazotization, and hydroxylation reactions.
  • Furan derivatives by Pd-catalyzed reaction with acylchromates.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

212.0 °F - closed cup

Point d'éclair (°C)

100 °C - closed cup

Équipement de protection individuelle

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificats d'analyse (COA)

Lot/Batch Number
0000218045
0000297950
0000276889
0000255271
0000199148

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Consulter la Bibliothèque de documents

Preparation of furans by palladium-catalyzed reaction of acylchromates and propargylic tosylates
Nakamura M, et al.
Heterocycles, 59(1), 333-345 (2003)
Linear and cyclic poly (2-isopropyl-2-oxazoline) s for fine control of thermoresponsiveness
Jung Yongseok, et al.
European Polymer Journal, 88, 605-612 (2017)
An economical and safe procedure to synthesize 2-hydroxy-4-pentynoic acid: A precursor towards `clickable?biodegradable polylactide
Zhang Quanxuan, et al.
Beilstein Journal of Organic Chemistry, 10(1), 1365-1371 (2014)
Lucca Trachsel et al.
ACS nano, 14(8), 10054-10067 (2020-07-07)
The physicochemical properties of cyclic polymer adsorbates are significantly influenced by the steric and conformational constraints introduced during their cyclization. These translate into a marked difference in interfacial properties between cyclic polymers and their linear counterparts when they are grafted
Yuji Odagaki et al.
Journal of pharmacological sciences, 125(2), 157-168 (2014-05-23)
The functional activation of Gi/o proteins coupled to muscarinic acetylcholine receptors (mAChRs) was investigated with the conventional guanosine-5'-O-(3-[(35)S]thio) triphosphate ([(35)S]GTPγS) binding assay in rat brain membranes. The most efficacious stimulation elicited by acetylcholine or carbachol (CCh) was obtained in striatal

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