2,3-Dimethoxyphenylboronic acid
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2,3-Dimethoxyphenylboronic acid
structure -
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CAS No:
40972-86-9
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Formula:
C8H11BO4
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Chemical Name:
2,3-Dimethoxyphenylboronic acid
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Synonyms:
2,3-DIMETHOXYBENZENEBORONIC ACID;2,3-DIMETHOXYPHENYLBORONIC ACID;AKOS BRN-0202;2,3-dimethoxyphenylboronci acid;2,3-Dimethoxyphenylboronic Acid (contains varying amounts of Anhydride);2,3-Dimethoxyphenylboronic acid ,98%;3-Boronoveratrole;2,3-DiMethoxyphenylboronic acid 97%
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CAS No:
2,3-Dimethoxyphenylboronic acid Basic Attributes
181.98
182.075043
3051295
-0
DTXSID20408983
2931900090
Safety Information
IRRITANT
NONH for all modes of transport
3
36/37/38
26-36/37/39-36/37-37
Xi
Irritant/Keep Cold
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
H315
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 6 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
2,3-Dimethoxyphenylboronic acid Use and Manufacturing
To a solution [OF N, N, NAPOS;, NAPOS;-TETRAMETHYLETHYLENEDIAMINE] (6.1 mL, 40.5 mmol) in diethylether (100 mL) at [0°C] was added dropwise [N-BULI] (26 mL, 42 mmol). After 30 minutes, the reaction mixture was cooled to-78°C and 1, 2-dimethoxybenzene was added dropwise. The reaction was stirred for 3 hours at that temperature. After the addition of trimethyl boronate (9.7 mL, 87 mmol), the cold bath was removed and the reaction stirred for 18 hours. After cooling to [0°C, ] 150 mL [OF 2 M] aqueous [HC1] solution was added and the mixture was stirred for 3 hours. The mixture was extracted with three 20 mL portions of EtOAc, dried over magnesium sulfate, filtered, and concentrated in vacuo to afford 2, 3-dimethoxy phenyl boronic acid as white crystals [(1] g, 37percent yield). 6-Bromo-2, 2, [4-TRIMETHYL-1, ] 2-dihydroquinoline (256 mg, 1.02 mmol) and 2, 3- dimethoxyphenyl boronic acid (370 mg, 2.03 mmol) were combined in DMSO (2 mL). 2 M [K3PO4] (1 mL) was added, followed by [PDCL2] (dppf) (50 mg). The contents were placed in a microwave reaction vessel assembly and irradiated at [120°C] for 15 minutes. The reaction was cooled to room temperature. Purification of the crude product by chromatography afforded 6- (2, 3-dimethoxyphenyl)-2, 2, [4-TRIMETHYL-1, ] 2-dihydroquinoline (190 mg, [61percent)] as a white solid.
suzuki reaction
Computed Properties
Molecular Weight:181.98
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:3
Exact Mass:182.0750390
Monoisotopic Mass:182.0750390
Topological Polar Surface Area:58.9
Heavy Atom Count:13
Complexity:153
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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