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496367

Sigma-Aldrich

6,6′-Dimethyl-2,2′-dipyridyl

98%

Synonym(s):

2-Methyl-6-(6-methylpyridin-2-yl)pyridine, 6,6′-Dimethyl-2,2′-bipyridine, 6,6′-Dimethyl-2,2′-bipyridyl

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About This Item

Empirical Formula (Hill Notation):
C12H12N2
CAS Number:
4411-80-7
Molecular Weight:
184.24
EC Number:
224-566-5
MDL number:
MFCD00059776
UNSPSC Code:
12352100
PubChem Substance ID:
24873049
NACRES:
NA.22

Assay

98%

mp

93-95 °C (lit.)

SMILES string

Cc1cccc(n1)-c2cccc(C)n2

InChI

1S/C12H12N2/c1-9-5-3-7-11(13-9)12-8-4-6-10(2)14-12/h3-8H,1-2H3

InChI key

OHJPGUSXUGHOGE-UHFFFAOYSA-N

General description

6,6′-dimethyl-2,2′-bipyridyl (dmbp) also known as 6,6′-dimethyl-2,2′-bipyridine, is commonly used as a ligand to form complexes with ions such as Pd(II), Pt(II), Cu(II), Co(II) and Zn(II). The crystalline structure of dmbp has been investigated. Its synthesis from 6-bromopicoline has been reported.

Application

6,6′-dimethyl-2,2′-bipyridyl (6,6′-Dimethyl-2,2′-bipyridine)may be used in the synthesis of novel oligobipyridine ligands.

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

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Two convenient and high-yielding preparations of 6, 6'-dimethyl-2, 2'-bipyridine by homocoupling of 6-bromopicoline.
Cassol TM, et al.
Tetrahedron Letters, 41(43), 8203-8206 (2000)
Spontaneous assembly of double-stranded helicates from oligobipyridine ligands and copper (I) cations: structure of an inorganic double helix.
Lehn JM, et al.
Proceedings of the National Academy of Sciences of the USA, 84(9), 2565-2569 (1987)
Complexes of Pd(II), Pt(II), Cu(II), Co(II) and Zn(II) chlorides with 6,6'-dimethyl-2,2'-dipyridyl.
Newkome GR, et al.
J. Inorg. Nucl. Chem., 43(7), 1529-1531 (1981)
6,6'-Dimethyl-2,2'-bipyridyl.
Sengul A, et al.
Acta Crystallographica Section C, Structural Chemistry, 54(5), 661-662 (1998)

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