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Sigma-Aldrich

3-Bromo-4-methylaniline

98%

Synonym(s):

3-Bromo-p-toluidine

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About This Item

Linear Formula:
Br(CH3)C6H3NH2
CAS Number:
7745-91-7
Molecular Weight:
186.05
EC Number:
231-807-8
MDL number:
MFCD00134176
UNSPSC Code:
12352100
PubChem Substance ID:
24861989
NACRES:
NA.22

Assay

98%

form

solid

bp

254-257 °C (lit.)

mp

27-30 °C (lit.)

SMILES string

Cc1ccc(N)cc1Br

InChI

1S/C7H8BrN/c1-5-2-3-6(9)4-7(5)8/h2-4H,9H2,1H3

InChI key

GRXMMIBZRMKADT-UHFFFAOYSA-N

Application

3-Bromo-4-methylaniline may be used in the synthesis of 1,7-dihalo Tröger′s base isomers. It is suitable for use to investigate the reactions of distonic 4-(N,N,N-trimethylammonium)-2-methylphenyl and 5-(N,N,N-trimethylammonium)-2-methylphenyl radical cations with O2 by ion-trap mass spectrometry.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301,H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Matthew B Prendergast et al.
Physical chemistry chemical physics : PCCP, 15(47), 20577-20584 (2013-11-05)
The reactions of distonic 4-(N,N,N-trimethylammonium)-2-methylphenyl and 5-(N,N,N-trimethylammonium)-2-methylphenyl radical cations (m/z 149) with O2 are studied in the gas phase using ion-trap mass spectrometry. Photodissociation (PD) of halogenated precursors gives rise to the target distonic charge-tagged methylphenyl radical whereas collision-induced dissociation
Halogenation of Troger's base analogues.
Faroughi M, et al.
ARKIVOC (Gainesville, FL, United States), 2, 269-280 (2009)
Annika Schulze et al.
Thrombosis research, 134(1), 174-181 (2014-05-13)
The key feature of heparin-induced thrombocytopenia (HIT) is the production of antibodies (Ab) against the platelet factor 4 (PF4)/heparin complex. These Ab are directed against neoepitopes of the PF4 tetramer, which are induced by the complex formation with heparin. To
Matthew B Prendergast et al.
Physical chemistry chemical physics : PCCP, 18(6), 4320-4332 (2015-10-29)
Gas-phase product detection studies of o-hydroxyphenyl radical and O2 are reported at 373, 500, and 600 K, at 4 Torr (533.3 Pa), using VUV time-resolved synchrotron photoionisation mass spectrometry. The dominant products are assigned as o-benzoquinone (C6H4O2, m/z 108) and
Laura Kerosuo et al.
Molecular biology of the cell, 25(3), 347-355 (2013-12-07)
Myc interacting zinc finger protein-1 (Miz1) is a transcription factor known to regulate cell cycle- and cell adhesion-related genes in cancer. Here we show that Miz1 also plays a critical role in neural crest development. In the chick, Miz1 is
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