2,9-Dichloro-1,10-phenanthroline Chemical Properties

Melting point:

249-250℃

Boiling point:

417.3±40.0 °C(Predicted)

Density 

1.482±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

powder to crystal

pka

2.56±0.30(Predicted)

color 

White to Light yellow

InChI

InChI=1S/C12H6Cl2N2/c13-9-5-3-7-1-2-8-4-6-10(14)16-12(8)11(7)15-9/h1-6H

InChIKey

DNKGIDURJINUOA-UHFFFAOYSA-N

SMILES

N1C2C(=CC=C3C=2N=C(Cl)C=C3)C=CC=1Cl

Safety Information

HS Code 

2933.99.8290

2,9-Dichloro-1,10-phenanthroline Usage And Synthesis

Uses

2,9-Dichloro-1,10-phenanthroline is used in organic building blocks and general reagents.

Synthesis

2,9-Dichlorophenanthroline was synthesized from the compound (CAS:39588-59-5) as starting material in the following steps: compound 3 was reacted with phosphorus pentachloride (2 equiv.) in phosphorus chloride solvent at 110 °C for 18 h to give compound 4 in 88% yield.

structure and hydrogen bonding

2,9-Dichloro-1,10-phenanthroline, C12H6Cl2N2, is almost planar (the r.m.s. deviation of C atoms is 0.04 Å). The C—N and C—C distances indicate the delocalization of the π-electrons in the aromatic fused-ring system.

References

[1] Beilstein Journal of Organic Chemistry, 2014, vol. 10, p. 814 - 824
[2] European Journal of Inorganic Chemistry, 2017, vol. 2017, # 34, p. 4020 - 4027
[3] Chemistry - A European Journal, 2007, vol. 13, # 27, p. 7584 - 7594
[4] Organometallics, 2013, vol. 32, # 21, p. 6511 - 6521
[5] Chemistry - A European Journal, 2014, vol. 20, # 25, p. 7819 - 7829

2,9-Dichloro-1,10-phenanthroline(29176-55-4)Related Product Information

• 1,10-Phenanthroline hydrate
• 1,10-Phenanthroline, 4,7-dibroMo-
• 1,10-Phenanthroline-5-carboxylic acid
• 4,7-Dichloro-1,10-phenanthroline
• 4,7-DIHYDROXY-1,10-PHENANTHROLINE
• Bathophenanthroline
• o-Phenanthroline
• 3,8-Dibromophenanthroline
• 2，9-dibromo-1,10-phenanthroline
• 5,6-diamino-1,10-phenanthroline
• 1 10-PHENANTHROLINE-5 6-DIONE 97
• 1,10-PHENANTHROLINE-2,9-DICARBOXYLIC ACID
• 4,7-Dimethyl-1,10-phenanthroline
• o-Phenanthroline monohydrochloride monohydrate
• 2-Chloro-1,10-phenanthroline
• 2,9-Dichloro-1,10-phenanthroline