09954
Propargyl p-toluenesulfonate
≥97.0% (GC)
Synonym(s):
Propargyl tosylate
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About This Item
Empirical Formula (Hill Notation):
C10H10O3S
CAS Number:
Molecular Weight:
210.25
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1912957
Quality Level
assay
≥97.0% (GC)
refractive index
n20/D 1.530
density
1.215 g/mL at 20 °C (lit.)
functional group
tosylate
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
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:
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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
212.0 °F - closed cup
flash_point_c
100 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Regulatory Information
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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)
Preparation of furans by palladium-catalyzed reaction of acylchromates and propargylic tosylates
Nakamura M, et al.
Heterocycles, 59(1), 333-345 (2003)
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)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 271330-1G | 04061837498459 |
| 09954-25ML | 04061837245671 |