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197068

Sigma-Aldrich

2,6-Dibromo-4-methylaniline

99%

Synonym(s):

2,6-Dibromo-p-toluidine

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About This Item

Linear Formula:
Br2C6H2(CH3)NH2
CAS Number:
6968-24-7
Molecular Weight:
264.95
EC Number:
230-182-9
MDL number:
MFCD00007641
UNSPSC Code:
12352100
PubChem Substance ID:
24851820
NACRES:
NA.22

assay

99%

mp

74-76 °C (lit.)

SMILES string

Cc1cc(Br)c(N)c(Br)c1

InChI

1S/C7H7Br2N/c1-4-2-5(8)7(10)6(9)3-4/h2-3H,10H2,1H3

InChI key

ATDIROHVRVQMRO-UHFFFAOYSA-N

General description

2,6-Dibromo-4-methylaniline undergoes Suzuki-coupling reaction with 2-dihydroxyboryl-3-methyl-2-cyclopenten-1-one during synthesis of the dinuclear dichlorotitanium complexes[1].

Application

2,6-Dibromo-4-methylaniline was used as coupling reagent in spectrophotometric determination of carbaryl in various environmental samples[2]. It was also in preparation of 2-bromo-6-iodo-4-methylaniline[3].

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
S40749
34577
S34508
02929TD
12920LD

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Preparation of reagents for the sensitive spectrophotometric determination of carbaryl in environmental samples.
Suresh KK, et al.
Analytical Letters, 38(4), 697-709 (2005)
Sang Hoon Lee et al.
Dalton transactions (Cambridge, England : 2003), (40)(40), 4608-4614 (2007-10-12)
Bimetallic dichlorotitanium complexes, {2,6-[eta(5)-2,5-Me2C5H2](2)-4-R-C6H2N-microN}{Ti(IV)Cl2}2 (, R=Me; , R=F) and 4,4'-A[{2-(eta(5)-2,3,5-Me3C5H)C6H3NC6H11-kappaN}Ti(IV)Cl2]2 (, A=CH2; , A=O; , A=ortho-C6H4) are prepared via a key step of the Suzuki-coupling reaction of 2-dihydroxyboryl-3-methyl-2-cyclopenten-1-one () with dibromo-compounds. The solid state structure of was determined by X-ray
Asymmetric reactions of axially chiral amides: use of removable ortho-substituents in radical cyclizations of o-iodoacrylanilides and N-allyl-N-o-iodoacrylamides.
Petit M, et al.
Tetrahedron, 60(35), 7543-7552 (2005)

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