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Sigma-Aldrich

2-Bromo-4-methylpyridine

97%

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About This Item

Empirical Formula (Hill Notation):
C6H6BrN
CAS Number:
4926-28-7
Molecular Weight:
172.02
MDL number:
MFCD00082590
UNSPSC Code:
12352100
PubChem Substance ID:
24861720
NACRES:
NA.22

Quality Level

100

assay

97%

form

liquid

refractive index

n20/D 1.561 (lit.)

bp

87 °C/10 mmHg (lit.)

density

1.545 g/mL at 25 °C (lit.)

SMILES string

Cc1ccnc(Br)c1

InChI

1S/C6H6BrN/c1-5-2-3-8-6(7)4-5/h2-4H,1H3

InChI key

LSZMVESSGLHDJE-UHFFFAOYSA-N

Application

2-Bromo-4-methylpyridine may be used:
  • in the total synthesis of ocular age pigment A2-E (2 equiv of retinal (vitamin A) and 1 equiv of ethanolamine)
  • in the preparation of methoxy-2-(2-pyridyl)indoles
  • in the preparation of 2-(2′,4′-difluorophenyl)-4-methylpyridine, via a Suzuki coupling reaction with 2,4-difluorophenylboronic acid

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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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Blue Emitting Cationic Iridium Complexes Containing Two Substituted 2-Phenylpyridine and One 2, 2'-Biimidazole for Solution-Processed Organic Light-Emitting Diodes (OLEDs).
Yun S-J, et al.
Bull. Korean Chem. Soc., 33(11), 3645-3650 (2012)
Pd (0)-Catalyzed cross-coupling reactions of 2-indolylzinc halides. A convenient route to indolo [2, 3-a] quinolizidines.
Amat M, et al.
ARKIVOC (Gainesville, FL, United States), 73, 82-82 (2002)
Total synthesis of the ocular age pigment A2-E: a convergent pathway.
Ren R X-F, et al.
Journal of the American Chemical Society, 119(15), 3619-3620 (1997)
Hector H Huang et al.
Nature communications, 11(1), 1931-1931 (2020-04-24)
Enhancing the efficacy of proteasome inhibitors (PI) is a central goal in myeloma therapy. We proposed that signaling-level responses after PI may reveal new mechanisms of action that can be therapeutically exploited. Unbiased phosphoproteomics after treatment with the PI carfilzomib surprisingly demonstrates

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