methyl 5-amino-2-bromo-4-methylbenzoate

Basic Information

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CAS Number

474330-54-6

Molecular Formula

C9H10BrNO2

Molecular Weight

244.09 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Amines

Fine Chemicals Dyes and Pigments Organic Dyes

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Boiling Point

328.4±37.0℃/760mmHg

SMILES

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COC(=O)c1cc(N)c(C)cc1Br

InChI

1S/C9H10BrNO2/c1-5-3-7(10)6(4-8(5)11)9(12)13-2/h3-4H,11H2,1-2H3

InChIKey

YZLNWLHJRDAYTM-UHFFFAOYSA-N

LogP

2.1263199999999998

Topological Polar Surface Area

52.32 Å²

Hydrogen Bond Donor/Acceptor

2 / 3

Complexity

198

Synonyms & References

English

Benzoic acid, 5-amino-2-bromo-4-methyl-, methyl ester
methyl 5-amino-2-bromo-4-methylbenzoate
5-amino-2-bromo-4-methylbenzoic acid methyl ester
5-amino-2-bromo-4-methyl-benzoic acid methyl ester
AG-L-60295
CTK4I9964
KB-257374
QC-9695
SureCN1770853
YZLNWLHJRDAYTM-UHFFFAOYSA-N
7107AJ
Methyl5-Amino-2-bromo-4-methylbenzoate
SY035924
AK167386
AB0097890
Benzoicacid,5
methyl 5-amino-2-bromo-4-methyl-benzoate

MDL Number

MFCD14706185

FAQ

What are the physical and chemical properties of methyl 5-amino-2-bromo-4-methylbenzoate (CAS: 474330-54-6)?

Methyl 5-amino-2-bromo-4-methylbenzoate is a crystalline compound with a molecular weight of approximately 262.05 g/mol. It is slightly soluble in water but readily soluble in organic solvents like ethanol and acetone. The compound is known for its reactivity towards nucleophiles and electrophiles due to its amino and bromo functionalities. It has a melting point around 100-110°C and a pKa of about 8.0 due to the basic nature of the amino group.

How is methyl 5-amino-2-bromo-4-methylbenzoate (CAS: 474330-54-6) typically synthesized?

Methyl 5-amino-2-bromo-4-methylbenzoate is typically synthesized through a multi-step process involving the bromination of 4-methylbenzoic acid, followed by the acylation with methylamine. Commonly, N-bromosuccinimide (NBS) is used as a brominating agent, and the acylation step employs a mild base like triethylamine. The overall reaction provides a yield of approximately 85% and is carried out under mild conditions to ensure selectivity.

What industries use methyl 5-amino-2-bromo-4-methylbenzoate (CAS: 474330-54-6)?

Methyl 5-amino-2-bromo-4-methylbenzoate finds applications in the pharmaceutical industry, where it is used as an intermediate in the synthesis of various drugs. It is also utilized in the polymer industry for modifying the properties of polymers, and in the sensor industry for its potential in gas detection. Additionally, it has potential uses in the semiconductor industry for its electronic properties.

What precautions should be taken when handling methyl 5-amino-2-bromo-4-methylbenzoate (CAS: 474330-54-6)?

When handling methyl 5-amino-2-bromo-4-methylbenzoate, it is essential to use personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated fume hood to avoid inhalation of vapors. Spills should be cleaned up immediately using appropriate absorbents and disposed of according to local regulations. Always consult the Safety Data Sheet (SDS) for detailed handling and storage instructions.