ChemicalBook--->CAS DataBase List--->16110-09-1

16110-09-1

16110-09-1 Structure

16110-09-1 Structure
IdentificationMore
[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 PropertiesBack 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 DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P264-P271-P280-P302+P352-P305+P351+P338
[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
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Questions And AnswerBack 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 ProductsBack 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]-
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

2,5-Dichloropyridine(16110-09-1).msds
Hazard InformationBack 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]

2,5-Dibromopyridine

624-28-2

2,5-Dichloropyridine

16110-09-1

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
Spectrum DetailBack Directory
[Spectrum Detail]

2,5-Dichloropyridine(16110-09-1)1HNMR
2,5-Dichloropyridine(16110-09-1)FT-IR
2,5-Dichloropyridine(16110-09-1)Raman
2,5-Dichloropyridine(16110-09-1)IR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

2,5-Dichloropyridine, 98%(16110-09-1)
[Alfa Aesar]

2,5-Dichloropyridine, 98%(16110-09-1)
[TCI AMERICA]

2,5-Dichloropyridine,>99.0%(GC)(16110-09-1)
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