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09954

Sigma-Aldrich

Propargyl p-toluenesulfonate

≥97.0% (GC)

Synonym(s):

Propargyl tosylate

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About This Item

Empirical Formula (Hill Notation):
C10H10O3S
CAS Number:
6165-76-0
Molecular Weight:
210.25
Beilstein:
1912957
MDL number:
MFCD01462194
UNSPSC Code:
12352100
PubChem Substance ID:
329748867
NACRES:
NA.22

Assay

≥97.0% (GC)

refractive index

n20/D 1.530

density

1.215 g/mL at 20 °C (lit.)

storage temp.

2-8°C

SMILES string

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

InChI key

LMBVCSFXFFROTA-UHFFFAOYSA-N

Related Categories

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315 - H319 - H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

212.0 °F - closed cup

Flash Point(C)

100 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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European Polymer Journal, 88, 605-612 (2017)
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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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