| Identification | Back Directory | [Name]
(4-CHLORO-PYRIDIN-2-YL)-METHANOL | [CAS]
63071-10-3 | [Synonyms]
CHEMPACIFIC 38138
CHEMBRDG-BB 4014670
4-Chloro-2-pyridylmethanol
4-CHLORO-2-PYRIDINEMETHANOL
4-Chloropyridine-2-methanol
2-Pyridinemethanol, 4-chloro-
4-Chloro-2-pyridinemethanol>
(4-chloro-2-pyridinyl)methanol
(4-chloro-2-pyridinyl) methano
(4-Chloropyridine-2-yl)methanol
4-CHLORO-2-HYDROXYMETHYLPYRIDINE
(4-CHLORO-PYRIDIN-2-YL)-METHANOL
(4-chloro-2-pyridinyl)methanol (en)
4-Chloro-2-hydroxymethylpyridine 97%
(4-chloropyridin-2-yl)methanol(SALTDATA: 0.85HCl)
(4-CHLORO-PYRIDIN-2-YL)-METHANOL ISO 9001：2015 REACH | [Molecular Formula]
C6H6ClNO | [MDL Number]
MFCD07437885 | [MOL File]
63071-10-3.mol | [Molecular Weight]
143.57 |
| Chemical Properties | Back Directory | [Melting point ]
0°C | [Boiling point ]
0°C | [density ]
1.324±0.06 g/cm3(Predicted) | [Fp ]
0°C | [storage temp. ]
Keep Cold | [solubility ]
soluble in Methanol | [form ]
powder to crystal | [pka]
13.12±0.10(Predicted) | [color ]
White to Light yellow to Light orange | [InChI]
1S/C6H6ClNO/c7-5-1-2-8-6(3-5)4-9/h1-3,9H,4H2 | [InChIKey]
UEAIOHHGRGSGGJ-UHFFFAOYSA-N | [SMILES]
OCc1cc(Cl)ccn1 |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
36/37/38 | [Safety Statements ]
26-36 | [WGK Germany ]
3 | [Hazard Note ]
Harmful/Irritant/Keep Cold | [HazardClass ]
IRRITANT | [HS Code ]
2933399990 | [Storage Class]
10 - Combustible liquids |
| Hazard Information | Back Directory | [Uses]
4-Chloro-2-pyridinemethanol is used in the inactivation of dimethylarginine dimethylaminohydrolase (DDAH). | [Synthesis Reference(s)]
Synthetic Communications, 19, p. 317, 1989 DOI: 10.1080/00397918908050984 | [Synthesis]
General procedure for the synthesis of 4-chloro-2-pyridinemethanol from methyl 4-chloropyridinecarboxylate: Methyl 4-chloropyridinecarboxylate (4.0 g, 23.3 mmol) and CaCl2 (10.3 g, 93.2 mmol) were dissolved in a solvent mixture of anhydrous MeOH-THF (2:1, 30 mL) and cooled to 0 °C. NaBH4 (1.8 g, 46.6 mmol) was added in batches under stirring. The reaction mixture was kept at 0 °C for the reaction. After completion of the reaction, water was added to quench the reaction. The solvent was removed by rotary evaporator and the residue was dissolved in water and extracted with CHCl3. The organic phases were combined, dried over MgSO4, filtered and concentrated by evaporation to give 4-chloro-2-pyridine methanol (3.3 g, 98% yield) as a white solid. | [References]
[1] Chemical Communications, 2009, # 20, p. 2848 - 2850
[2] Bulletin of the Chemical Society of Japan, 2015, vol. 88, # 6, p. 784 - 791
[3] Synthetic Communications, 2005, vol. 35, # 24, p. 3187 - 3190
[4] Inorganic Chemistry, 2013, vol. 52, # 11, p. 6481 - 6501
[5] Angewandte Chemie - International Edition, 2017, vol. 56, # 23, p. 6483 - 6487 |
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