3-Amino-2-bromobenzotrifluoride

Name: 3-Amino-2-bromobenzotrifluoride
Brand: ChemScene
Availability: InStock
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CAS No. 58458-10-9
Cat. No. CS-W005792
Purity≥98%
MDL No.MFCD01656033

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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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3-Amino-2-bromobenzotrifluoride|CS-W005792

Structure of 58458-10-9

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General Information

CAS No. 58458-10-9
Cat. No. CS-W005792
Purity ≥98%
MDL No. MFCD01656033
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrF₃N
Molecular Weight 240.02
Synonym(s) 2-Bromo-3-(trifluoromethyl)aniline
SMILES C1=CC=C(C(=C1C(F)(F)F)Br)N

Description

3-Amino-2-bromobenzotrifluoride is a fluorinated aromatic building block featuring ortho-halogen and amino functionalities. This electron-deficient scaffold enables direct coupling reactions in cross-coupling and C–H functionalization workflows. The trifluoromethyl group enhances metabolic stability and lipophilicity, making it valuable for medicinal chemistry and agrochemical development.

Application

3-Amino-2-bromobenzotrifluoride serves as a versatile building block for pharmaceutical and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its ortho-bromo functionality. The amino group provides direct access to diverse heterocyclic scaffolds and facilitates further derivatization. Its trifluoromethyl group enhances metabolic stability and modulates lipophilicity, while the molecule exhibits excellent bench stability and compatibility with standard purification methods.

Synthesis

Route1
- 98-16-8
- ~35%
- In-stock
  
  454-79-5
- In-stock
  
  58458-10-9
- 393-36-2
References
- Synthesis, , # 8 art. no. P12608SS, p. 1305 - 1308
Route2
- 98-16-8
- ~8%
- In-stock
  
  58458-10-9
- 393-36-2
References
- Synthesis, , # 8 art. no. P12608SS, p. 1305 - 1308

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 26.02
LogP 3.0501
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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3-Amino-2-bromobenzotrifluoride

CAS No. 58458-10-9

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