(2-CHLORO-PYRIDIN-4-YL)-METHANOL Chemical Properties

Melting point:

65.5 °C

Boiling point:

279.0±25.0 °C(Predicted)

Density 

1.324±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

solubility 

soluble in Methanol

form 

powder to crystal

pka

13.08±0.10(Predicted)

color 

White to Light yellow

λmax

262nm(MeOH)(lit.)

CAS DataBase Reference

100704-10-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

22-36/37/38

Safety Statements 

26-28-45

WGK Germany 

3

Hazard Note 

Harmful

HazardClass 

IRRITANT

HS Code 

2933399990

MSDS

• Language:English Provider:ALFA

(2-CHLORO-PYRIDIN-4-YL)-METHANOL Usage And Synthesis

Uses

(2-chloro-4-pyridinyl)methanol is a biochemical reagent that can be used as a biological material or organic compound for life science related research.

Definition

ChEBI: (2-Chloro-4-pyridinyl)methanol is a member of pyridines and an organohalogen compound.

Synthesis

The general procedure for the synthesis of 2-chloro-4-hydroxymethylpyridine from methyl 2-chloropyridine-4-carboxylate was as follows: 2-chloropyridine-4-methanol (reference Compound No. 7-1) was prepared with reference to Example 7. Under nitrogen protection, 0.95 M hexane solution of hydrogenated diisobutylaluminum (200 mL, 190 mmol) was slowly added dropwise to a solution of anhydrous tetrahydrofuran (300 mL) containing methyl 2-chloropyridine-4-carboxylate (11 g, 62 mmol), and the reaction mixture was stirred for 2 hr. under the cooling of an ice bath. Subsequently, 1N hydrochloric acid (200 mL) was added to the reaction system and stirring was continued for 1 hour at room temperature. Upon completion of the reaction, saturated aqueous sodium bicarbonate solution (400 mL) was added to neutralize and then extracted three times with ethyl acetate (100 mL). The organic phases were combined, dried with anhydrous magnesium sulfate, and concentrated under reduced pressure to remove the solvent to give 8.5 g of white solid 2-chloro-4-hydroxymethylpyridine in 95% yield. The structure of the product was confirmed by 1H-NMR (500 MHz, DMSO-d6): δ 4.56 (d, J = 5.8 Hz, 2H), 5.54 (t, J = 5.8 Hz, 1H), 7.34 (d, J = 4.9 Hz, 1H), 7.41 (s, 1H), 8.34 (d, J = 4.9 Hz, 1H).

References

[1] Patent: EP1602647, 2005, A1. Location in patent: Page/Page column 48
[2] Patent: WO2008/11478, 2008, A2. Location in patent: Page/Page column 76-77
[3] Patent: WO2017/42643, 2017, A1. Location in patent: Page/Page column 25
[4] Patent: WO2006/96338, 2006, A1. Location in patent: Page/Page column 47
[5] Patent: WO2006/2383, 2006, A2. Location in patent: Page/Page column 55

(2-CHLORO-PYRIDIN-4-YL)-METHANOL(100704-10-7)Related Product Information

• 3-IODO-2-PROPOXY-PYRIDINE
• 2-CHLOROQUINOLINE-4-CARBOXYLIC ACID
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• (2-CHLORO-PYRIDIN-4-YL)-METHANOL
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• (2-CHLORO-PYRIDIN-3-YL)-METHANOL
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• (6-CHLORO-PYRIDIN-2-YL)-METHANOL