5-chloro-2-methoxy-phenol
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5-chloro-2-methoxy-phenol
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CAS No:
3743-23-5
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Formula:
C7H7ClO2
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Chemical Name:
5-chloro-2-methoxy-phenol
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Synonyms:
5-Chloroguaiacol;5-chloro-2-methoxy-phenol;2-Hydroxy-4-chloroanisole;4-Chloro-2-hydroxyanisole,4-Chloro-2-hydroxyphenylmethylether
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CAS No:
Safety Information
26-39
P264, P270, P280, P301+P312, P305+P351+P338, P310, P330, P501
H302
|Danger|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P280, P301+P312, P305+P351+P338, P310, P330, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
5-chloro-2-methoxy-phenol Use and Manufacturing
To a solution of (5-chloro-2-methoxyphenyl)boronic acid (5.Og, 26.82mmol) in water (2OmL) was added sodium hydroxide pellets (1.6g, 40.23mmol) at rt. The reaction mixture was stirred for 20 min and then sodium hydrogen carbonate solution (2OmL) was added, followed by acetone (5OmL) and EDTA (0.8g, 2.68mmol). The mixture was cooled to 0 °C and Oxone.(R). (18.Og, 29.51 mmol) was added. The mixture was warmed to rt over 24h and sodium sulfite (1.2Og) was added followed by concentrated hydrochloric acid (15mL) and EtOAc (3OmL). The phases were separated and the aqueous phase was extracted with EtOAc (3OmL). The organic solutions were combined, dried over magnesium sulfate and the solvent was removed in vacuoto afford the desired compound, 4.Og (95percent). Hydrogen peroxide (0.55 ml_, 5.38 mmol) was added to (5-chloro-2- methoxyphenyl)boronic acid (5 g, 26.82 mmol) in EtOH (100 ml_). The resulting solution was stirred at 80 C for 30 minutes, then cooled to room temperature naturally. The solvent was removed under reduced pressure. The residue was dissolved in DCM (200 mL), then washed with saturated brine (100 mL x2), The organic layer was dried over NaTo a solution of (5-chloro-2-methoxyphenyl)boronic acid (5.Og, 26.82mmol) in water (2OmL) was added sodium hydroxide pellets (1.6g, 40.23mmol) at rt. The reaction mixture was stirred for 20 min and then sodium hydrogen carbonate solution (2OmL) was added, followed by acetone (5OmL) and EDTA (0.8g, 2.68mmol). The mixture was cooled to 0 °C and Oxone.(R). (18.Og, 29.51 mmol) was added. The mixture was warmed to rt over 24h and sodium sulfite (1.2Og) was added followed by concentrated hydrochloric acid (15mL) and EtOAc (3OmL). The phases were separated and the aqueous phase was extracted with EtOAc (3OmL). The organic solutions were combined, dried over magnesium sulfate and the solvent was removed in vacuoto afford the desired compound, 4.Og (95percent).
Computed Properties
Molecular Weight:158.58
XLogP3:2.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:158.0134572
Monoisotopic Mass:158.0134572
Topological Polar Surface Area:29.5
Heavy Atom Count:10
Complexity:108
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes