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13473-01-3

13473-01-3 Structure

13473-01-3 Structure
IdentificationMore
[Name]

5-Chloro-2-methoxypyridine
[CAS]

13473-01-3
[Synonyms]

2-METHOXY-5-CHLORO PYRIDINE
5-CHLORO-2-METHOXYPYRIDINE
Pyridine, 5-chloro-2-methoxy-
[EINECS(EC#)]

626-629-6
[Molecular Formula]

C6H6ClNO
[MDL Number]

MFCD06254388
[Molecular Weight]

143.57
[MOL File]

13473-01-3.mol
Chemical PropertiesBack Directory
[Appearance]

Colorless to light yellow liquid
[Boiling point ]

181-182 °C (lit.)
[density ]

1.193 g/mL at 25 °C(lit.)
[refractive index ]

n20/D 1.5260(lit.)
[Fp ]

128 °F
[storage temp. ]

Sealed in dry,Room Temperature
[solubility ]

soluble in Methanol
[form ]

powder to lump
[pka]

1.12±0.10(Predicted)
[color ]

White to Almost white
[Specific Gravity]

1.193
[InChI]

1S/C6H6ClNO/c1-9-6-3-2-5(7)4-8-6/h2-4H,1H3
[InChIKey]

NPYYXUYLIHZYOU-UHFFFAOYSA-N
[SMILES]

COc1ccc(Cl)cn1
[CAS DataBase Reference]

13473-01-3(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xn,Xi
[Risk Statements ]

R10:Flammable.
R22:Harmful if swallowed.
R41:Risk of serious damage to eyes.
R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S39:Wear eye/face protection .
S37/39:Wear suitable gloves and eye/face protection .
[RIDADR ]

UN 1993 3/PG 3
[WGK Germany ]

3
[HazardClass ]

3
[PackingGroup ]

III
[HS Code ]

29333990
[Storage Class]

3 - Flammable liquids
[Hazard Classifications]

Acute Tox. 4 Oral
Eye Dam. 1
Flam. Liq. 3
Hazard InformationBack Directory
[Chemical Properties]

Colorless to light yellow liquid
[Uses]

Reactant for:
  • Preparation of biaryls via palladium-catalyzed Hiyama cross-coupling with aryltrifluorosilanes
  • Suzuki-Miyaura cross-coupling reactions
[Synthesis]

2,5-Dichloropyridine

16110-09-1

Methanol

67-56-1

5-Chloro-2-methoxypyridine

13473-01-3

1. Sodium hydride (60% dispersed in mineral oil, 5.50 g, 115 mmol, 2 eq.) was added in batches to dry methanol (distilled after treatment with magnesium strips, 25 mL) under nitrogen protection. 2. 2,5-Dichloropyridine (10.0 g, 68 mmol) was added to the above solution. 3. The reaction mixture was refluxed for 18 hours. 4. After completion of the reaction, the reaction was cooled to room temperature and treated with an excess of solid potassium bicarbonate. 5. and treated with excess solid potassium bicarbonate.5. The reaction mixture was filtered and the filtrate was concentrated to 50% of the original volume, at which point solids precipitated out of the solution.6. The solids were washed with hexane, and the washings were combined and concentrated to give the oily material.7. 2-methoxy-5-chloropyridine was purified by distillation under reduced pressure (102 °C, 2400 Pascals) to give 6.30 g (65% yield) as a colorless oily material. colorless oil. Mass spectra (chemical ionization, CH4) m/z: 144 (M+, 100), 146 (44), 172 (M+28, 19), 124 (9).

[References]

[1] Journal of the Chemical Society, Perkin Transactions 1, 2000, # 8, p. 1245 - 1249
[2] Patent: US5512575, 1996, A
Spectrum DetailBack Directory
[Spectrum Detail]

5-Chloro-2-methoxypyridine(13473-01-3)1HNMR
5-Chloro-2-methoxypyridine(13473-01-3)FT-IR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

13473-01-3(sigmaaldrich)
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