2-Chloro-4-(trifluoromethyl)benzaldehyde

Name: 2-Chloro-4-(trifluoromethyl)benzaldehyde
Brand: ChemScene
Availability: InStock
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CAS No. 82096-91-1
Cat. No. CS-W005562
Purity≥97%
MDL No.MFCD04112538

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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-(trifluoromethyl)benzaldehyde|CS-W005562

Structure of 82096-91-1

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General Information

CAS No. 82096-91-1
Cat. No. CS-W005562
Purity ≥97%
MDL No. MFCD04112538
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₄ClF₃O
Molecular Weight 208.57
Synonym(s) 2-Chloro-4-Trifluoromethylbenzaldehyde
SMILES FC(F)(F)C1=CC(Cl)=C(C=O)C=C1

Description

2-Chloro-4-(trifluoromethyl)benzaldehyde features a trifluoromethyl group that enhances electron-withdrawal and metabolic stability, while the ortho-chloro substituent provides steric and electronic modulation. This combination delivers high reactivity in nucleophilic addition and coupling reactions, particularly in pharmaceutical synthesis and agrochemical development under standard conditions.

Application

2-Chloro-4-(trifluoromethyl)benzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient construction of heterocyclic scaffolds via Ullmann or Suzuki coupling reactions. Its electron-withdrawing trifluoromethyl and chloro substituents enhance reactivity in nucleophilic aromatic substitution and facilitate downstream functionalization. The aldehyde group provides a direct handle for imine formation, reductive amination, and conjugate addition, offering high synthetic flexibility. Bench-stable and readily purified by crystallization, it functions reliably in multi-step syntheses requiring robust functional group tolerance.

Synthesis

Route1
- In-stock
  
  1813-33-8
- ~80%
- In-stock
  
  82096-91-1
References
- ARRAY BIOPHARMA INC. Patent: WO2009/158426 A1, 2009 ; Location in patent: Page/Page column 139 ; WO 2009/158426 A1
Route2
- 98-15-7
- 68-12-2
- ~%
- In-stock
  
  82096-91-1
References
- KALYPSYS, INC. Patent: WO2009/117421 A2, 2009 ; Location in patent: Page/Page column 139-140 ; WO 2009/117421 A2

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

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Computational Chemistry Data

TPSA 17.07
LogP 3.1713
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-(trifluoromethyl)benzaldehyde

CAS No. 82096-91-1

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