Prop-2-yn-1-yl benzenesulfonate

Name: Prop-2-yn-1-yl benzenesulfonate
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CAS No. 6165-75-9
Cat. No. CS-W010595
Molecule weight196.22
Purity≥98%
MDL No.MFCD00013459

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Prop-2-yn-1-yl benzenesulfonate|CS-W010595

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General Information

CAS No. 6165-75-9
Cat. No. CS-W010595
Purity ≥98%
MDL No. MFCD00013459
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈O₃S
Molecular Weight 196.22
Synonym(s) Propargyl benzenesulfonate
SMILES C#CCOS(C1=CC=CC=C1)(=O)=O

Description

Prop-2-yn-1-yl benzenesulfonate serves as a robust alkylating agent featuring a terminal alkyne handle and a sulfonate leaving group. This combination enables efficient copper-catalyzed coupling reactions, particularly in bioconjugation and polymer functionalization workflows. The molecule exhibits excellent stability under ambient conditions and compatibility with aqueous environments.

Application

Prop-2-yn-1-yl benzenesulfonate serves as a robust, bench-stable allylation reagent enabling efficient transfer of the propargyl group under mild conditions. It functions reliably in nucleophilic substitution reactions with amines, thiols, and carbanions, offering high chemoselectivity and compatibility with diverse functional groups. Its stability facilitates straightforward handling and purification, making it well-suited for synthetic workflows requiring precise alkylation or propargylation steps.

Synthesis

Route1
- 107-19-7
- 98-09-9
- ~%
- In-stock
  
  6165-75-9
References
- US2340701 , ; Justus Liebigs Annalen der Chemie, , vol. 596, p. 65

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 43.37
LogP 1.0251
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Alkyne

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Life Science Click Chemistry Reagents Alkyne

Chemical Biology Pharmaceutical Development and Drug Discovery Research Conjugation Chemistry/Click Chemistry Terminal Alkynes

Chemical Biology Conjugation Chemistry/Click Chemistry Terminal Alkynes

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Prop-2-yn-1-yl benzenesulfonate

CAS No. 6165-75-9

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