4-(NAPHTHALEN-1-YL)PHENYLBORONIC ACID
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4-(NAPHTHALEN-1-YL)PHENYLBORONIC ACID
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CAS No:
870774-25-7
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Formula:
C16H13BO2
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Chemical Name:
4-(NAPHTHALEN-1-YL)PHENYLBORONIC ACID
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Synonyms:
4-(NAPHTHALEN-1-YL)PHENYLBORONIC ACID;4-(1-NAPHTHYL)PHENYLBORONIC ACID (CONTAINS VARYING AMOUNTS OF ANHYDRIDE),97.0+%(T);4-(1-Naphthyl)benzeneboronic Acid;4-(1-Naphthyl)phenylboronic Acid (contains varying amounts of Anhydride);Boronicacid,[4-(1-naphthalenyl)phenyl]-;4-(1-Naphtyl)phenylboronic acid;4-(1-Naphthyl)phenylboronic acid;4-(Naphth-1-yl)benzeneboronic acid
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CAS No:
4-(NAPHTHALEN-1-YL)PHENYLBORONIC ACID Basic Attributes
248.08422
248.100861
1312995-182-4
DTXSID30657203
2931900090
Safety Information
P264, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, P362
H315
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P264, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, and P362|Aggregated GHS information provided by 2 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
4-(NAPHTHALEN-1-YL)PHENYLBORONIC ACID Use and Manufacturing
Under an argon gas atmosphere, a mixture of 208.8 g (737.4 mmol) of 1-(4-bromophenyl)naphthalene and 2.1 L of dehydrated TI-IF was cooled down to minus 60 degree C. Then, 567 ml (884.9 mmol) of hexane solution of 1.56M n-butyllithium was dropped into the mixture while the mixture was being stirred. The reaction mixture was further stirred at minus 60 degrees for 2 hours. 416 g (2.21 mol) of triisopropylborate was dropped into the reaction mixture at minus 60 degrees C. The reaction mixture was then stirred at room temperature for 17 hours. The reaction mixture was added with aqueous solution of hydrochloric acid and stirred at room temperature for 1 hour. After the reaction, the reaction mixture was added with toluene, and aqueous phase thereof was eliminated. Then, organic phase thereof was dried with magnesium sulfate, and the solvent was distilled away under reduced pressure. By recrystallizing the obtained solid by toluene, 126 g of 4-(1-naphthyl)phenylboronic acid was obtained at an yield of 67percent.(8)
Computed Properties
Molecular Weight:248.1
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:248.1008598
Monoisotopic Mass:248.1008598
Topological Polar Surface Area:40.5
Heavy Atom Count:19
Complexity:287
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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4-(NAPHTHALEN-1-YL)PHENYLBORONIC ACID
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