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349984

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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

349984-VAR:
349984-10G:
349984-1G:
349984-BULK:
349984-1KG:

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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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)
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)
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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