(3-Chloro-5-nitrophenyl)methanol

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(3-Chloro-5-nitrophenyl)methanol Basic information
Product Name:(3-Chloro-5-nitrophenyl)methanol
Synonyms:3-chloro-5-nitroBenzenemethanol;3-Chloro-5-nitrobenzyl alcohol;Benzenemethanol, 3-chloro-5-nitro-;Benzenamine,2-bromo-7-methyl-;(3-Chloro-5-nitrophenyl)methanol, 96%;(3-Chloro-5-nitrophenyl)methanol
CAS:79944-62-0
MF:C7H6ClNO3
MW:187.58
EINECS:
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Mol File:79944-62-0.mol
(3-Chloro-5-nitrophenyl)methanol Structure
(3-Chloro-5-nitrophenyl)methanol Chemical Properties
storage temp. Sealed in dry,Room Temperature
AppearanceWhite to off-white Solid
Safety Information
HS Code 2906290090
MSDS Information
(3-Chloro-5-nitrophenyl)methanol Usage And Synthesis
Synthesis
3-chloro-5-nitro-benzoic acid

34662-36-7

(3-CHLORO-5-NITROPHENYL)METHANOL

79944-62-0

1. 3-Chloro-5-nitrobenzoic acid (5.00 g, 24.8 mmol, ABCR GmbH & CO.KG) was dissolved in THF (48 mL) at 0 °C and stirred until homogeneous. 2. To the above solution, a THF solution of 1 M borane-THF complex (99.2 mL, 99.2 mmol) was slowly added, keeping the temperature at 0 °C. 3. The reaction mixture was gradually warmed to room temperature and the reaction was stirred overnight. 4. Upon completion of the reaction, MeOH was slowly added to the stirred mixture under ice bath cooling to quench the reaction. 5. The reaction mixture was diluted with ethyl acetate and washed sequentially with 1N aqueous sodium hydroxide and saturated aqueous sodium chloride. 6. The organic phase was separated, dried over anhydrous sodium sulfate, filtered and concentrated. 7. The residue was purified by column chromatography (eluent: hexane/ethyl acetate, gradient from 50% to 100%) to give pure 3-chloro-5-nitrobenzyl alcohol (4.22 g, 22.5 mmol). 8. The structure of the product was determined by NMR. 8. The structure of the product was confirmed by NMR (400 MHz, CDCl3, 300 K): δ = 8.13 (m, 2H), 7.71 (s, 1H), 4.81 (m, 2H), 2.00 (br, 1H).

References[1] Patent: WO2014/76028, 2014, A1. Location in patent: Page/Page column 97
(3-Chloro-5-nitrophenyl)methanol Preparation Products And Raw materials
Raw materials3-chloro-5-nitro-benzoic acid-->Tetrahydrofuran-->Borane THF
Preparation Products3-Chloro-5-nitrobenzaldehyde-->3-Chloro-5-fluorobenzaldehyde
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