1-Chloro-3-iodo-5-(trifluoromethyl)benzene

Name: 1-Chloro-3-iodo-5-(trifluoromethyl)benzene
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 1189352-83-7
Cat. No. CS-W003909
Purity≥98%
MDL No.MFCD19707625

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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+
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1-Chloro-3-iodo-5-(trifluoromethyl)benzene|CS-W003909

Structure of 1189352-83-7

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General Information

CAS No. 1189352-83-7
Cat. No. CS-W003909
Purity ≥98%
MDL No. MFCD19707625
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₃ClF₃I
Molecular Weight 306.45
Synonym(s) 3-Chloro-5-iodobenzotrifluoride
SMILES Clc1cc(I)cc(c1)C(F)(F)F

Description

1-Chloro-3-iodo-5-(trifluoromethyl)benzene is a halogenated aromatic building block featuring orthogonal reactivity at chlorine and iodine sites. The trifluoromethyl group imparts strong electron-withdrawing character and enhanced metabolic stability, while the iodine center enables efficient cross-coupling transformations. This compound serves as a key intermediate in the synthesis of bioactive molecules and functional materials under standard conditions.

Application

1-Chloro-3-iodo-5-(trifluoromethyl)benzene serves as a versatile building block in cross-coupling chemistry, enabling sequential functionalization via orthogonal halogen reactivity. The chlorine and iodine substituents facilitate Pd-catalyzed coupling reactions with high chemoselectivity, while the trifluoromethyl group imparts enhanced metabolic stability and lipophilicity. Its bench-stable nature and compatibility with standard reaction conditions make it ideal for constructing complex aryl scaffolds in medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  1065102-88-6
- ~66%
- In-stock
  
  1189352-83-7
References
- E. I. DU PONT DE NEMOURS AND COMPANY Patent: WO2009/126668 A2, 2009 ; Location in patent: Page/Page column 50 ;

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-H319-H413
Precautionary Statements : P264-P270-P273-P280-P330-P501

Quality Control

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Computational Chemistry Data

TPSA 0
LogP 3.9634
H_Acceptors 0
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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1-Chloro-3-iodo-5-(trifluoromethyl)benzene

CAS No. 1189352-83-7

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