3-Bromo-4-(trifluoromethyl)benzaldehyde

Name: 3-Bromo-4-(trifluoromethyl)benzaldehyde
Brand: ChemScene
Availability: InStock
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CAS No. 372120-55-3
Cat. No. CS-0097302
Purity≥98%
MDL No.MFCD13185384

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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+
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3-Bromo-4-(trifluoromethyl)benzaldehyde|CS-0097302

Structure of 372120-55-3

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General Information

CAS No. 372120-55-3
Cat. No. CS-0097302
Purity ≥98%
MDL No. MFCD13185384
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₄BrF₃O
Molecular Weight 253.02
Synonym(s) 3-broMo-4-trifluoroMethylbenzaldehyde
SMILES O=CC1=CC=C(C(F)(F)F)C(Br)=C1

Description

3-Bromo-4-(trifluoromethyl)benzaldehyde features a bromo group flanked by an electron-deficient trifluoromethyl substituent and a reactive aldehyde handle. This combination enables direct coupling in cross-coupling reactions and facilitates downstream functionalization in medicinal chemistry and materials synthesis under standard conditions.

Application

3-Bromo-4-(trifluoromethyl)benzaldehyde serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions due to its compatible bromo and aldehyde functionalities. The trifluoromethyl group enhances metabolic stability and lipophilicity, while the aldehyde facilitates subsequent condensation or reductive amination steps. Bench-stable and readily purified by column chromatography, it functions reliably in multi-step syntheses of bioactive heterocycles and functionalized aryl scaffolds.

Synthesis

Route1
- In-stock
  
  372120-54-2
- ~%
- In-stock
  
  372120-55-3
References
- Abbott Laboratories Patent: US6642222 B2, 2003 ; US 6642222 B2
Route2
- 372120-51-9
- ~%
- In-stock
  
  372120-55-3
References
- Carroll, William A.; Altenbach, Robert J.; Bai, Hao; Brioni, Jorge D.; Brune, Michael E.; Buckner, Steven A.; Cassidy, Christopher; Chen, Yiyuan; Coghlan, Michael J.; Daza, Anthony V.; Drizin, Irene; Fey, Thomas A.; Fitzgerald, Michael; Gopalakrishnan, Murali; Gregg, Robert J.; Henry, Rodger F.; Holladay, Mark W.; King, Linda L.; Kort, Michael E.; Kym, Philip R.; Milicic, Ivan; Tang, Rui; Turner, Sean C.; Whiteaker, Kristi L.; Yi, Lin; Zhang, Henry; Sullivan, James P. Journal of Medicinal Chemistry, 2004 , vol. 47, # 12 p. 3163 - 3179
Route3
- In-stock
  
  455-24-3
- ~%
- In-stock
  
  372120-55-3
References
- Carroll, William A.; Altenbach, Robert J.; Bai, Hao; Brioni, Jorge D.; Brune, Michael E.; Buckner, Steven A.; Cassidy, Christopher; Chen, Yiyuan; Coghlan, Michael J.; Daza, Anthony V.; Drizin, Irene; Fey, Thomas A.; Fitzgerald, Michael; Gopalakrishnan, Murali; Gregg, Robert J.; Henry, Rodger F.; Holladay, Mark W.; King, Linda L.; Kort, Michael E.; Kym, Philip R.; Milicic, Ivan; Tang, Rui; Turner, Sean C.; Whiteaker, Kristi L.; Yi, Lin; Zhang, Henry; Sullivan, James P. Journal of Medicinal Chemistry, 2004 , vol. 47, # 12 p. 3163 - 3179

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 3.2804
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Aldehyde

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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3-Bromo-4-(trifluoromethyl)benzaldehyde

CAS No. 372120-55-3

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