2-Formylbenzeneboronicacid
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2-Formylbenzeneboronicacid
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CAS No:
40138-16-7
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Formula:
C7H7BO3
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Chemical Name:
2-Formylbenzeneboronicacid
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Synonyms:
NSC157839;AKOSBRN-0109;RARECHEMAHPB0192;2-BORONOBENZALDEHYDE;2-Formylbenzeneboron;2-formylphenylboronic;ForMylphenylboronicaci;2-Formyphenylboronicacid;Formylbenzeneboronicacid;2-FORMYLPHENYLBORONICACID
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CAS No:
Characteristics
57.5
Light yellow to light orange-pink Crystalline Powder or Needles and Chunks
1.2±0.1 g/cm3
115-120 °C(lit.)
355.7°C at 760 mmHg
169.0±28.4 °C
1.548
soluble in methanol.
0-6°C
Safety Information
IRRITANT
NONH for all modes of transport
3
36/37/38
26-36
Xi
Irritant
P261-P305 + P351 + P338
H315-H319-H335
|Warning|H315 (99.29%): 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 140 companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
2-Formylbenzeneboronicacid Use and Manufacturing
Under nitrogen protection, the above-obtained o-bromobenzeneboronic acid trimer was added to anhydrous tetrahydrofuran (600 ml)After the addition, transfer to a 2 L three-necked flask and add dimethylformamide (87.7 g, 1.2 mol). Then cool the system to -70 ° C to -80 ° C, 520 ml (1.3 moles) of 2.5 M n-butyllithium hexane solution was slowly added dropwise, and the temperatureThe maximum temperature does not exceed -70 ° C, the addition is maintained at the temperature to continue stirring for 1-3 hours, then naturally rose to room temperatureMix 3-5 hours. TLC detection reaction is completed, the system cooled to 0 , adding 15percent hydrochloric acid aqueous solution quenching reaction, adjust the PHTo 1-2 to continue mixing at room temperature for 3-5 hours to ensure complete hydrolysis of the trimer. Distillation of the reaction solution, the organic solvent after distillation, solidAfter filtration, toluene was recrystallized to give 93.0 g of light gray solid o-aldehyde phenylboronic acid, HPLC: 99.0percentRate of 62percent.
suzuki reaction
Computed Properties
Molecular Weight:149.94
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:150.0488242
Monoisotopic Mass:150.0488242
Topological Polar Surface Area:57.5
Heavy Atom Count:11
Complexity:138
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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