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2-Chloro-3-pyridinemethanol

2-Chloro-3-pyridinemethanol structure

2-Chloro-3-pyridinemethanol 

structure
  • CAS No:

    42330-59-6

  • Formula:

    C6H6ClNO

  • Chemical Name:

    2-Chloro-3-pyridinemethanol

  • Synonyms:

    3-Pyridinemethanol,2-chloro-;2-Chloro-3-pyridinemethanol;2-Chloro-3-pyridylmethanol;2-Chloro-3-hydroxymethylpyridine;(2-Chloro-3-pyridinyl)methanol

  • Categories:

    Pharmaceutical Intermediates  >  Heterocyclic Compound

Description

Light yellow needles

2-Chloro-3-pyridinemethanol Basic Attributes

143.57

143.57

690-999-5

DTXSID90377071

2933399090

Characteristics

33.1

0.9

Solid

1.3±0.1 g/cm3

62-63 °C

112℃/0.2mm

121.2±23.2 °C

1.572

Safety Information

IRRITANT

20/21/22-36/37/38-52/53-23/24/25

22-26-36/37/39-61-45-36/37

Xn,T

Harmful

|Danger|H301+H311+H331 (90.48%): Toxic if swallowed, in contact with skin or if inhaled [Danger Acute toxicity, oral; acute toxicity, dermal; acute toxicity, inhalation]|P261, P264, P270, P271, P273, P280, P301+P310, P302+P352, P304+P340, P305+P351+P338, P311, P312, P321, P322, P330, P332+P313, P337+P313, P361, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 43 companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

2-Chloro-3-pyridinemethanol Use and Manufacturing

(Step 1) EXAMPLE 35A EXAMPLE 35A Referential (2-Chloropyridin-3-yl)methanol General procedure: To a stirred solution of 4a (29.80 g, 118.22 mmol) in MeOH (500 mL) was added portionwise sodium borohydride (2.24 g, 59.17 mmol) over 15 minutes. Stirring was continued for 1.5 hr, where upon the solvents were removed in vacuo. Water (500 mL) was added and the mixture extracted with EtOAc (3 .x. 250 mL). The organic extracts were washed successively with water (500 mL) and brine (500 mL), combined and evaporated in vacuo. The crude product was sonicated with n-hexane and the pure product collected by filtration to give the alcohol 5a (26.82 g, 89percent) as a beige powder.A four-necked flask was charged with 100 g of 2-chloro-3-chloromethylpyridine (purity: 99percent).75g sodium acetate, 400g water, Stirring, Warming, 105 ° C reaction 4h; Hydrolysis: The esterification solution is slightly cooled to 95°C.90 g of 30percent sodium hydroxide solution was added dropwise.Dropping time 1h, After the addition, Continue to react for 0.5h, The reaction is over, Quantitative analysis by liquid chromatography, The hydrolyzate contains 84 g of 2-chloro-3-pyridinemethanol, The molar yield is 95.8percent (calculated as 2-chloro-3-chloromethylpyridine).

Computed Properties

Molecular Weight:143.57
XLogP3:0.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:143.0137915
Monoisotopic Mass:143.0137915
Topological Polar Surface Area:33.1
Heavy Atom Count:9
Complexity:89.1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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