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2-Chloro-5-hydroxypyridine

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Name

2-Chloro-5-hydroxypyridine

EINECS 670-289-1
CAS No. 41288-96-4 Density 1.392 g/cm3
PSA 33.12000 LogP 1.44060
Solubility N/A Melting Point 155-158 °C
Formula C5H4ClNO Boiling Point 351.9 °C at 760 mmHg
Molecular Weight 129.546 Flash Point 166.6 °C
Transport Information N/A Appearance Light yellow cryst
Safety 26-36/37/39-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 41288-96-4 (2-Chloro-5-hydroxypyridine) Hazard Symbols ToxicT, IrritantXi
Synonyms

6-Chloro-3-pyridinol;6-chloropyridin-3-ol;

Article Data 20

2-Chloro-5-hydroxypyridine Synthetic route

188057-24-1

5-Acetoxy-2-chloropyridine

41288-96-4

6-chloropyridine-3-ol

Conditions
ConditionsYield
With potassium carbonate In methanol at 20℃; for 2h;96%
With hydrogenchloride; potassium carbonate In methanol96%
With potassium carbonate In methanol at 20℃;94%
1235099-38-3

potassium (6-chloropyridin-3-yl)trifluoroborate

41288-96-4

6-chloropyridine-3-ol

Conditions
ConditionsYield
With Oxone; water In acetone at 20℃; for 0.0833333h;91%
444120-91-6

6-chloropyridin-3-ylboronic acid

41288-96-4

6-chloropyridine-3-ol

Conditions
ConditionsYield
With dihydrogen peroxide In dichloromethane; water at 20℃; for 20h;82%
53939-30-3

5-bromo-2-chloropyridine

41288-96-4

6-chloropyridine-3-ol

Conditions
ConditionsYield
With N1,N2-bis(thiophen-2-ylmethyl)oxalamide; caesium carbonate; copper(I) bromide; sodium hydroxide In water; dimethyl sulfoxide at 85℃; for 20h; Reagent/catalyst; Temperature; Glovebox; Schlenk technique; Sealed tube; Inert atmosphere; chemoselective reaction;56%
5350-93-6

6-Chloro-pyridin-3-ylamine

41288-96-4

6-chloropyridine-3-ol

Conditions
ConditionsYield
Stage #1: 6-Chloro-pyridin-3-ylamine With sulfuric acid; sodium nitrite at 5 - 20℃; for 0.5h;
Stage #2: With acetic acid at 100℃;
54%
With sulfuric acid; sodium nitrite Yield given;
Multi-step reaction with 2 steps
1: 1.) t-BuONO, BF3*OEt2 / 1.) CH2Cl2, DME, 2.) heating
2: K2CO3 / methanol
View Scheme
Multi-step reaction with 2 steps
1: diethyl ether; ethanol; acetic anhydride
2: acetic acid / aqueous KOH
View Scheme

C11H12(2)HClOS

444120-94-9

2-chloro-5-(4,4, 5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

A

41288-96-4

6-chloropyridine-3-ol

B

(4R,5R)-4,5-[2H]2-5-(2-chloropyrid-5-yl)octa-1,7-dien-4-ol

C

C9H9(2)HClN

D

C9H9(2)HClNO

E

1693-83-0

1-Methyl-4-((R)-2-methyl-propane-2-sulfinyl)-benzene

Conditions
ConditionsYield
Stage #1: C11H12(2)HClOS; 2-chloro-5-(4,4, 5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine With phenyllithium In tetrahydrofuran at -78 - 20℃; for 3h; Inert atmosphere;
Stage #2: With sodium hydroxide In tetrahydrofuran; water at 0℃; for 1.5h;
A n/a
B 16%
C 28%
D n/a
E 7%

C7H9BClNO2

41288-96-4

6-chloropyridine-3-ol

Conditions
ConditionsYield
With dihydrogen peroxide In tetrahydrofuran; cyclohexane; acetic acid at 20℃; for 0.5h; Oxidation;
109-09-1

2-chloropyridine

A

41288-96-4

6-chloropyridine-3-ol

B

6636-78-8

2-chloro-3-hydroxypyridine

Conditions
ConditionsYield
With dihydrogen peroxide; copper(II) nitrate In phosphate buffer; acetonitrile at 50℃; for 5h;
444120-94-9

2-chloro-5-(4,4, 5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

41288-96-4

6-chloropyridine-3-ol

Conditions
ConditionsYield
With dihydrogen peroxide In dichloromethane; water at 20℃; for 20h;
5350-93-6

6-Chloro-pyridin-3-ylamine

A

41288-96-4

6-chloropyridine-3-ol

B

(S)-BocNHCH(C2H5)CH2OH or (S)-BocNHCH(C2H5)CH2OTs

(S)-BocNHCH(C2H5)CH2OH or (S)-BocNHCH(C2H5)CH2OTs

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: BF3*Et2O; i-BuONO / 1,2-dimethoxy-ethane; CH2Cl2 / 0 °C
1.2: 62 percent / 75 °C
2.1: 94 percent / K2CO3 / methanol / 20 °C
View Scheme

2-Chloro-5-hydroxypyridine Chemical Properties

Empirical Formula: C5H4ClNO
Molecular Weight: 129.5444
Nominal Mass: 129 Da
Average Mass: 129.5444 Da
Monoisotopic Mass: 128.998141 Da 
Index of Refraction: 1.583
Molar Refractivity: 31.12 cm3
Molar Volume: 93 cm3
Surface Tension: 54 dyne/cm
Density: 1.392 g/cm3
Flash Point: 166.6 °C
Enthalpy of Vaporization: 62.02 kJ/mol
Boiling Point: 351.9 °C at 760 mmHg
Vapour Pressure: 1.97E-05 mmHg at 25 °C
Melting Point: 155-158 °C
Appearance: Light yellow cryst
Structure of 2-Chloro-5-hydroxypyridine (CAS NO.41288-96-4):
                                  
IUPAC Name: 6-Chloropyridin-3-ol
Canonical SMILES: C1=CC(=NC=C1O)Cl
InChI: InChI=1S/C5H4ClNO/c6-5-2-1-4(8)3-7-5/h1-3,8H
InChIKey: KVCOOWROABTXDJ-UHFFFAOYSA-N
Product Category of 2-Chloro-5-hydroxypyridine (CAS NO.41288-96-4): pyridine derivative;Pyridine Series;Halides;Boronic Acid

2-Chloro-5-hydroxypyridine Uses

  2-Chloro-5-hydroxypyridine (CAS NO.41288-96-4) is mainly used as chemical intermediate in medical and industry.

2-Chloro-5-hydroxypyridine Safety Profile

Hazard Codes: ToxicT,IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.

2-Chloro-5-hydroxypyridine Specification

 2-Chloro-5-hydroxypyridine , its cas register number is 41288-96-4. It also can be called 2-Chloro-5-pyridinol ; 6-Chloropyridin-3-ol ; and 6-Chloro-3-pyridinol .

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