(3-Bromoprop-1-yn-1-yl)benzene

Name: (3-Bromoprop-1-yn-1-yl)benzene
Brand: ChemScene
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CAS No. 1794-48-5
Cat. No. CS-0436860
Purity≥97%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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(3-Bromoprop-1-yn-1-yl)benzene|CS-0436860

Structure of 1794-48-5

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General Information

CAS No. 1794-48-5
Cat. No. CS-0436860
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₇Br
Molecular Weight 195.06
Synonym(s) 3-Bromo-1-phenylpropyne
SMILES BrCC#CC1=CC=CC=C1

Description

(3-Bromoprop-1-yn-1-yl)benzene features a terminal alkyne tethered to an aryl ring, enabling efficient copper-catalyzed coupling reactions. The bromine atom provides a reactive handle for nucleophilic substitution, while the propargylic position supports click chemistry applications. This compound delivers high functional group tolerance and stability under standard conditions, facilitating modular synthesis in medicinal chemistry and materials science.

Application

(3-Bromoprop-1-yn-1-yl)benzene serves as a versatile synthetic building block for Sonogashira coupling reactions, enabling efficient access to conjugated alkynes and functionalized arylacetylenes. The terminal alkyne functionality exhibits excellent stability under standard bench conditions and demonstrates broad compatibility with various functional groups, facilitating straightforward purification and integration into complex molecular architectures. Its reactivity profile supports applications in the construction of heterocyclic scaffolds and advanced intermediates for medicinal chemistry and materials science.

Synthesis

Route1
- In-stock
  
  1504-58-1
- ~96%
- In-stock
  
  1794-48-5
References
- Andre, Virginie; Robin, Sylvie; Rousseau, Gerard Tetrahedron Letters, 2008 , vol. 49, # 34 p. 5059 - 5062
Route2
- In-stock
  
  1504-58-1
- 7789-60-8
- ~90%
- In-stock
  
  1794-48-5
References
- Bayer Corporation Patent: US5789434 A1, 1998 ; US 5789434 A
Route3
- 82490-61-7
- ~83%
- In-stock
  
  1794-48-5
References
- Place, Pierre; Verniere, Catherine; Gore, Jacques Tetrahedron, 1981 , vol. 37, p. 1359 - 1368

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS02,GHS05,GHS07,GHS08
Signal Word : Danger	UN#: 1294
Class : 3	Packing Group : Ⅱ
Hazard Statements : H225-H302-H304-H315-H318-H336-H361-H373-H412
Precautionary Statements : P210-P233-P240-P241-P242-P243-P260-P261-P264-P270-P271-P273-P280-P302+P352-P304+P340-P330-P331-P362+P364-P370+P378-P405-P501

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Computational Chemistry Data

TPSA 0
LogP 2.433
H_Acceptors 0
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Alkyne

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Biology Conjugation Chemistry/Click Chemistry Terminal Alkynes

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

Key Words

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(3-Bromoprop-1-yn-1-yl)benzene

CAS No. 1794-48-5

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