| Identification | More | [Name]
2,5-Dichloropyridine | [CAS]
16110-09-1 | [Synonyms]
2,5-DICHLOROPYRIDINE
2,5-dichloro-pyridin
4-Aminophenylacetamide
2,5-DICHLORPYRIDINE
2,5-Dichloropyridine97%
Dichloropyridine
2,5-DICHLOROPYRIDINE 2,5-DICHLOROPYRIDINE
Pyridine, 2,5-dichloro- | [EINECS(EC#)]
240-278-2 | [Molecular Formula]
C5H3Cl2N | [MDL Number]
MFCD00006239 | [Molecular Weight]
147.99 | [MOL File]
16110-09-1.mol |
| Chemical Properties | Back Directory | [Appearance]
white to slightly yellow crystalline solid | [Melting point ]
59-62 °C (lit.) | [Boiling point ]
190-191 °C
| [density ]
1.5159 (rough estimate) | [refractive index ]
1.5500 (estimate) | [Fp ]
112 °C
| [storage temp. ]
Inert atmosphere,Room Temperature | [form ]
Crystalline Solid | [pka]
-2.25±0.10(Predicted) | [color ]
White to slightly yellow | [Water Solubility ]
insoluble | [BRN ]
108886 | [InChI]
InChI=1S/C5H3Cl2N/c6-4-1-2-5(7)8-3-4/h1-3H | [InChIKey]
GCTFDMFLLBCLPF-UHFFFAOYSA-N | [SMILES]
C1(Cl)=NC=C(Cl)C=C1 | [CAS DataBase Reference]
16110-09-1(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R22:Harmful if swallowed. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
S36:Wear suitable protective clothing . | [RIDADR ]
UN2811 | [WGK Germany ]
3
| [RTECS ]
US8225000
| [Hazard Note ]
Harmful | [HazardClass ]
6.1 | [HazardClass ]
IRRITANT | [HS Code ]
29333990 |
| Questions And Answer | Back Directory | [Uses]
2,5-Dichloropyridine is a reagent used in chemical synthesis. It has been used to synthesize 4-benzodiazepine-2,5 diones as Hdm2 antagonists and inhibitors of ERK protein kinase. |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Sulfuric acid-->Dichloromethane-->Sodium sulfate-->Sodium chloride-->3-Chloroperoxybenzoic acid-->Trimethylamine-->Benzenesulfonyl chloride-->3-Chloropyridine-->3-CHLOROPYRIDINE N-OXIDE-->3,4-Dichloropyridine-->2,3-Dichloropyridine | [Preparation Products]
2,5-DICHLORO-4-FORMYLPYRIDINE-->2,5-Dichloroisonicotinic acid-->2-Bromo-5-chloropyridine-->5-Chloropyridine-2-thiol-->5-CHLORO-3-METHYL-PYRIDINE-2-CARBOXYLIC ACID-->2,5-DICHLORO-3-IODOPYRIDINE-->2,5-Dichloro-4-iodopyridine-->5-Chloropyridine-2-carboxylic acid-->4-Piperidinol, 1-[6-(5'-chloro-3,5-dimethyl[2,4'-bipyridin]-2'-yl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-2-yl]- |
| Hazard Information | Back Directory | [Chemical Properties]
white to slightly yellow crystalline solid | [Synthesis Reference(s)]
Synthetic Communications, 20, p. 2971, 1990 DOI: 10.1080/00397919008051514 | [General Description]
2,5-Dichloropyridine undergoes cross-coupling reaction with arylboronic acids in the presence of [1,4-bis-(diphenylphosphine)butane]palladium (II) dichloride as catalyst. | [Synthesis]
General procedure for the synthesis of 2,5-dichloropyridine from 2,5-dibromopyridine: Catalyst 1 (10 mol%), 2,5-dibromopyridine (1.0 mmol), tetramethylammonium chloride (Me4NCl, 2.0 mmol), and ethanol (EtOH, 2.0 mL) were added to a Schlenk tube under nitrogen protection. Schlenk tubes were sealed using polytetrafluoroethylene (Teflon) valves and the reaction mixture was stirred at 100 °C. The reaction process was monitored by gas chromatography (GC) analysis. After completion of the reaction, the solvent was removed under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent ratio petroleum ether/ethyl acetate = 10:1) to give 2,5-dichloropyridine. The yield of the product was determined by high-resolution gas chromatography-mass spectrometry (GC-MS) analysis and the structure was confirmed by comparing its physical properties and spectral data with known compounds. | [References]
[1] Applied Catalysis A: General, 2014, vol. 472, p. 178 - 183
[2] Chemical Communications, 2012, vol. 48, # 76, p. 9468 - 9470 |
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