Methyl 3-bromo-2-methyl-5-nitrobenzoate

Name: Methyl 3-bromo-2-methyl-5-nitrobenzoate
Brand: ChemScene
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CAS No. 885519-05-1
Cat. No. CS-0077241
Purity≥97%
MDL No.MFCD08273772

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Methyl 3-bromo-2-methyl-5-nitrobenzoate|CS-0077241

Structure of 885519-05-1

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General Information

CAS No. 885519-05-1
Cat. No. CS-0077241
Purity ≥97%
MDL No. MFCD08273772
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈BrNO₄
Molecular Weight 274.07
Synonym(s) Methyl 3-broMo-2-fluoro-5-nitrobenzoate
SMILES O=C(OC)C1=CC([N+]([O-])=O)=CC(Br)=C1C

Description

Methyl 3-bromo-2-methyl-5-nitrobenzoate features a sterically hindered aromatic core with complementary electron-withdrawing nitro and bromo substituents. This configuration enables reliable coupling in cross-coupling protocols and facilitates regioselective functionalization under standard conditions.

Application

Methyl 3-bromo-2-methyl-5-nitrobenzoate serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its bromo and nitro functionalities. The methyl ester group provides compatibility with standard hydrolysis and derivatization protocols. Its ortho-methyl and meta-nitro substituents offer predictable electronic and steric control, facilitating selective transformations in heterocycle synthesis and medicinal chemistry scaffolds.

Synthesis

Route1
- In-stock
  
  99548-54-6
- ~%
- In-stock
  
  885519-05-1
- 894351-65-6
References
- ABBOTT LABORATORIES Patent: WO2004/108672 A1, 2004 ; Location in patent: Page 63; 64 ; WO 2004/108672 A1

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 69.44
LogP 2.45232
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Methyl 3-bromo-2-methyl-5-nitrobenzoate

CAS No. 885519-05-1

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