Lot numbers can be found on the outside label of a product:
(3-Chloroprop-1-yn-1-yl)benzene
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CAS No. 3355-31-5
- Cat. No. CS-W018130
- Purity≥98%
- MDL No.MFCD06411085
*For research and further manufacturing use only, not for direct human use.
Structure of 3355-31-5
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General Information
- CAS No. 3355-31-5
- Cat. No. CS-W018130
- Purity ≥98%
- MDL No. MFCD06411085
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₇Cl
- Molecular Weight 150.61
- Synonym(s) 3-Phenylpropargyl chloride
- SMILES ClCC#CC1=CC=CC=C1
Description
This alkyne-functionalized aryl compound features a terminal propargylic chloride group attached to a benzene ring, enabling efficient coupling reactions. The chlorine atom serves as a potent electrophilic handle for nucleophilic substitution, while the triple bond supports palladium-catalyzed cross-coupling and click chemistry applications. Bench-stable under standard conditions, it integrates seamlessly into molecular architectures requiring orthogonal reactivity.
Application
(3-Chloroprop-1-yn-1-yl)benzene serves as a versatile building block in transition-metal-catalyzed coupling reactions, enabling efficient access to functionalized alkynes and conjugated systems. Its terminal alkyne functionality exhibits excellent stability under ambient conditions and compatibility with diverse reaction partners, including palladium- and copper-mediated cross-couplings. The chloro-substituted propargyl group facilitates downstream transformations such as nucleophilic substitution and cyclization, making it a practical scaffold for synthesizing complex heterocycles and bioactive intermediates.
Synthesis
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Route1
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In-stock
1504-58-1 - ~96%
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In-stock
3355-31-5
References
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Vanos, Christine M.; Lambert, Tristan H. Angewandte Chemie - International Edition, 2011 , vol. 50, # 51 p. 12222 - 12226
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Route2
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In-stock
1504-58-1
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98-59-9 - ~%
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In-stock
3355-31-5
References
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US5604229 A1, ;
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Route3
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536-74-3
- ~%
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In-stock
3355-31-5
References
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Journal of Organic Chemistry, , vol. 70, # 7 p. 2594 - 2597
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Safety Information
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GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 0
- LogP 2.2769
- H_Acceptors 0
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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