2-Chloro-4,5-difluorobenzaldehyde

Name: 2-Chloro-4,5-difluorobenzaldehyde
Brand: ChemScene
Availability: InStock
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CAS No. 165047-23-4
Cat. No. CS-W021648
Purity≥98%
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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2-Chloro-4,5-difluorobenzaldehyde|CS-W021648

Structure of 165047-23-4

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General Information

CAS No. 165047-23-4
Cat. No. CS-W021648
Purity ≥98%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₃ClF₂O
Molecular Weight 176.55
Synonym(s) None
SMILES O=CC1=CC(F)=C(F)C=C1Cl

Description

2-Chloro-4,5-difluorobenzaldehyde features a trifluorinated aromatic core with a reactive aldehyde group, enabling direct incorporation into Suzuki-Miyaura couplings and other cross-coupling transformations. The electron-deficient ring enhances reactivity in nucleophilic additions, while the ortho-chloro substituent provides a handle for further functionalization. This bench-stable reagent streamlines access to complex fluorinated heterocycles and bioactive scaffolds.

Application

2-Chloro-4,5-difluorobenzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient construction of fluorinated heterocycles and bioactive scaffolds. Its electrophilic aldehyde functionality facilitates nucleophilic addition, reductive amination, and condensation reactions under standard conditions. The ortho-chloro and meta-fluoro substituents provide enhanced metabolic stability and modulate electronic properties, while the compound exhibits good bench stability and compatibility with common protecting group strategies.

Synthesis

Route1
- 288154-93-8
- ~73%
- In-stock
  
  165047-23-4
References
- PLEXXIKON, INC. Patent: WO2008/80001 A2, 2008 ; Location in patent: Page/Page column 77 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 17.07
LogP 2.4307
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Aldehyde

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Chloro-4,5-difluorobenzaldehyde

CAS No. 165047-23-4

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