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297801

Methyl 2-amino-3,5-dibromobenzoate

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
UNSPSC Code:
12352100
PubChem Substance ID:
24857930
MDL number:
MFCD00010873
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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

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

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
S41708
07421BE
08319AE
03312MD
S30535

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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.
Punniyamurthy T and Iqbal J.
Tetrahedron Letters, 35(23), 4007-4010 (1994)