ChemicalBook--->CAS DataBase List--->58757-38-3

58757-38-3

58757-38-3 Structure

58757-38-3 Structure
IdentificationMore
[Name]

6-CHLORONICOTINOYL CHLORIDE
[CAS]

58757-38-3
[Synonyms]

6-CHLORONICOTINOYL CHLORIDE
6-CHLORONICOTINYL CHLORIDE
6-CHLOROPYRIDINE-3-CARBONYL CHLORIDE
BUTTPARK 96\50-26
6-Chloronicotinoylchloride,98%
3-Pyridinecarbonyl chloride, 6-chloro-(9CI)
2-CHLOROPYRIDINE-5-CARBONYL CHLORIDE
6-Chloronicotinoyl Chlorid
[Molecular Formula]

C6H3Cl2NO
[MDL Number]

MFCD00051775
[Molecular Weight]

176
[MOL File]

58757-38-3.mol
Chemical PropertiesBack Directory
[Melting point ]

48-51 °C(lit.)
[Boiling point ]

84-85°C 3mm
[density ]

1.454±0.06 g/cm3(Predicted)
[Fp ]

>230 °F
[storage temp. ]

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

soluble in Toluene
[form ]

Solid
[pka]

-2.65±0.10(Predicted)
[color ]

White to off-white
[Sensitive ]

Moisture Sensitive
[BRN ]

115927
[CAS DataBase Reference]

58757-38-3(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xi,C
[Risk Statements ]

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 .
S36:Wear suitable protective clothing .
[RIDADR ]

UN 3261 8/PG 2
[WGK Germany ]

3
[Hazard Note ]

Irritant
[HazardClass ]

8
[PackingGroup ]

II
[HS Code ]

2933399990
Hazard InformationBack Directory
[Uses]

6-Chloronicotinoyl chloride serves as an acylating agent for synthesizing N-(6-chloronicotinoyl)-β-aminobutyric acid via Schotten–Baumann reaction with β-aminobutyric acid and NaOH at –7 to –5°C, yielding the product in over 60% yield[1]. The reagent acylates steroidal substrates, including 3β,5α,6β-trihydroxysteroids, 3β,5-dihydroxy-6-ketosteroids, and 20-hydroxyecdysone (in pyridine at room temperature), to produce new esters containing 6-chloropyridine groups[2][3].
[Synthesis]

6-Chloronicotinoyl chloride is prepared by reacting 6-methoxynicotinic acid with thionyl chloride in refluxing DMF, followed by vacuum distillation to afford the product in high yield[2].
[References]

[1]Kovganko, N. V., Sokolov, S. N., & Chernov, Y. G. (2011). Synthesis of α-chloropyridine derivatives of γ-aminobutyric acid. Chemistry of Natural Compounds, 47(5), 781–782. https://doi.org/10.1007/s10600-011-0057-4
[2]Kovganko, N. V., Chernov, Y. G., Sokolov, S. N., Kashkan, Z. N., & Survilo, V. L. (2009). Synthesis of 6-chloronicotinates of steroidal 3β,5α,6β-triols and 3β,5-dihydroxy-6-ketones. Chemistry of Natural Compounds, 45(2), 200–204. https://doi.org/10.1007/s10600-009-9265-6
[3]Bobaev, I. D., Kovganko, N. V., Chernov, Y. G., Utaeva, Z. R., Sokolov, S. N., Kashkan, Z. N., & Ramazanov, N. S. (2009). Synthesis of 20-hydroxyecdysone 6-chloronicotinates. Chemistry of Natural Compounds, 45(3), 385–388. https://doi.org/10.1007/s10600-009-9338-6
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

6-Chloropyridine-3-carbonyl chloride, 95%(58757-38-3)
[Alfa Aesar]

6-Chloronicotinoyl chloride, 98%(58757-38-3)
[TCI AMERICA]

6-Chloronicotinoyl Chloride,>98.0%(T)(58757-38-3)
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