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297801

Methyl 2-amino-3,5-dibromobenzoate

Name: Methyl 2-amino-3,5-dibromobenzoate
Brand: ALDRICH

98%

Synonym(s):

Methyl 3,5-dibromoanthranilate

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About This Item

Linear Formula:

Br₂C₆H₂-2-(NH₂)CO₂CH₃

CAS Number:

606-00-8

Molecular Weight:

308.95

MDL number:

MFCD00010873

UNSPSC Code:

12352100

PubChem Substance ID:

24857930

Assay

98%

mp

89-91 °C (lit.)

SMILES string

COC(=O)c1cc(Br)cc(Br)c1N

InChI

1S/C8H7Br2NO2/c1-13-8(12)5-2-4(9)3-6(10)7(5)11/h2-3H,11H2,1H3

InChI key

NGXVMFCGYYHEGC-UHFFFAOYSA-N

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General description

Methyl 2-amino-3,5-dibromobenzoate participates in cobalt(II) Schiff′s base complex catalyzed oxidation of primary and secondary alcohols to aldehydes and ketones respectively. It also participates in allylic and benzylic oxidation of various cyclic alkenes and benzylic compounds respectively.

Application

Methyl 2-amino-3,5-dibromobenzoate was used in the preparation of ethyl 1-(p-methoxyphenyl)-2-oxocyclopentanecarboxylate via reaction with chloroform containing pyridine.

Pictograms

GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Precautionary Statements

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Cobalt catalysed allylic and benzylic oxidations with dioxygen in the presence of ethyl 2-oxocyclopentanecarboxylate.

Punniyamurthy T and Iqbal J.

Tetrahedron Letters, 35(23), 4003-4006 (1994)

The chemistry of aryllead (IV) tricarboxylates. Reaction with ?-keto esters: a convenient route to a-arylated ketones.

Pinhey JT and Rowe BA.

Australian Journal of Chemistry, 33(1), 113-120 (1980)

Cobalt (II) Schiff's base complex catalysed oxidation of alcohols with dioxygen in the presence of ethyl 2-oxocyclopentanecarboxylate.