4-Ethynyl-1,2-difluorobenzene

Name: 4-Ethynyl-1,2-difluorobenzene
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 143874-13-9
Cat. No. CS-0131475
Purity≥97%
MDL No.MFCD08059511

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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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4-Ethynyl-1,2-difluorobenzene|CS-0131475

Structure of 143874-13-9

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General Information

CAS No. 143874-13-9
Cat. No. CS-0131475
Purity ≥97%
MDL No. MFCD08059511
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₄F₂
Molecular Weight None
Synonym(s) 3,4-Difluorophenylacetylene
SMILES FC1=CC(C#C)=CC=C1F

Description

4-Ethynyl-1,2-difluorobenzene is a fluorinated aryl alkyne featuring a terminal ethynyl group ortho to two fluorine atoms. This electron-deficient scaffold enables direct coupling in transition-metal-catalyzed reactions, offering enhanced stability and compatibility in synthetic sequences requiring precise functional group placement.

Application

4-Ethynyl-1,2-difluorobenzene serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed coupling reactions such as Sonogashira and Suzuki couplings. The ethynyl group exhibits excellent stability under standard reaction conditions, while the 1,2-difluoro substitution pattern provides enhanced metabolic stability and modulates electronic properties. This compound facilitates efficient access to fluorinated aromatic scaffolds commonly found in medicinal chemistry and materials science applications.

Synthesis

Route1
- 866683-38-7
- ~76%
- In-stock
  
  143874-13-9
References
- ELI LILLY AND COMPANY Patent: WO2005/94822 A1, 2005 ; Location in patent: Page/Page column 31-32 ; WO 2005/094822 A1
Route2
- 348-61-8
- ~%
- In-stock
  
  143874-13-9
References
- WO2013/90210 A1, ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS02
Signal Word : Danger	UN#: 1993
Class : 3	Packing Group : Ⅲ
Hazard Statements : H225
Precautionary Statements : P210-P233-P240-P241-P242-P243

Quality Control

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Computational Chemistry Data

TPSA 0
LogP 1.9461
H_Acceptors 0
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Material Science Material Composite Block Liquid Crystal (LC) Block

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

Material Science Material Building Blocks Liquid Crystal (LC) Building Blocks Ethynylbenzenes

Key Words

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4-Ethynyl-1,2-difluorobenzene

CAS No. 143874-13-9

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