103681-98-7

Basic information

• Product Name: 2-(DIISOPROPYLCARBANOYL) PHENYLBORONIC ACID
• Synonyms: [2-[(diisopropylamino)-oxomethyl]phenyl]boronic acid;[2-[di(propan-2-yl)carbamoyl]phenyl]boronic acid;CHEMBRDG-BB 3200970;2-[(DIISOPROPYLAMINO)CARBONYL]BENZENEBORONIC ACID;2-(DIISOPROPYLCARBANOYL) PHENYLBORONIC ACID;RARECHEM AH PB 0037;2-(Diisopropylcarbamoyl)phenylboronic acid;2-[(Diisopropylamino)carbonyl]phenylboronic acid
• CAS NO: 103681-98-7
• Molecular Formula: C₁₃H₂₀BNO₃
• Molecular Weight: 249.11
• Mol File: 103681-98-7.mol

Chemical Properties

• Boiling Point: 437.4 °C at 760 mmHg
• Flash Point: 218.3 °C
• Appearance: /
• Density: 1.1 g/cm³
• Vapor Pressure: 2E-08mmHg at 25°C
• Refractive Index: 1.527
• Storage Temp.: 2-8°C
• PKA: 8.27±0.53(Predicted)
• CAS DataBase Reference: 2-(DIISOPROPYLCARBANOYL) PHENYLBORONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(DIISOPROPYLCARBANOYL) PHENYLBORONIC ACID(103681-98-7)
• EPA Substance Registry System: 2-(DIISOPROPYLCARBANOYL) PHENYLBORONIC ACID(103681-98-7)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 103681-98-7(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 26, p. 5997, 1985 DOI: 10.1016/S0040-4039(00)95108-6

InChI:InChI=1/C13H20BNO3/c1-9(2)15(10(3)4)13(16)11-7-5-6-8-12(11)14(17)18/h5-10,17-18H,1-4H3

Upstream product

• 121-43-7 Trimethyl borate 
• 20383-28-2 N,N-diisopropyl benzamide 
• 870530-90-8 [C₆H₄C(O)N(CH(CH₃)2)2]B(OCH(CH₃)2)2 
• 109-72-8 n-butyllithium 
• 96042-30-7 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran 
• 108-18-9 diisopropylamine 
• 98-88-4 benzoyl chloride 

Downstream Products

• 103681-94-3 N,N-Diisopropyl-2-thiophen-2-yl-benzamide 
• 103698-25-5 N,N-Diisopropyl-2-thiazol-2-yl-benzamide 
• 103681-95-4 N,N-diisopropyl 2-(3-pyridyl)benzamide 
• 103710-47-0 N,N-Diisopropyl-2-(6-methoxy-naphthalen-2-yl)-benzamide 
• 103681-97-6 2-Benzyl-N,N-diisopropyl-benzamide 
• 131653-72-0 2-methoxy-4-(2-N,N-diisopropylcarbamoylphenyl)-3-pivaloylaminopyridine 
• 103681-96-5 3-(2-(Diisopropylcarbamoyl)phenyl)-4-pyridyl diethylcarbamate 
• 142643-56-9 2-<4-(2-N,N-diisopropylcarbamoylphenyl)-3-pivaloylamino>pyridyl triflate 
• 148839-52-5 N,N-Diisopropyl-2-(3,6,6-trimethyl-5,6-dihydro-4H-pyran-2-yl)-benzamide 
• 153035-13-3 N,N-Diisopropyl-2-(3-amino-2-chloro-4-pyridyl)benzamide 
• 410074-77-0 N,N-diisopropyl 2-(3-methoxynaphthalen-2-yl)benzamide 
• 433728-73-5 2-(4-aminopyridin-3-yl)-N,N-diisopropylbenzamide 
• 433728-66-6 2-(6-chloro-3-nitropyridin-2-yl)-N,N-diisopropylbenzamide 
• 433728-65-5 2-(3,5-dinitropyridin-2-yl)-N,N-diisopropylbenzamide 

Relevant articles and documents

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The photosolvolysis of 1- and 2-hydroxy-9-fluorenols 4-6 has been studied in aqueous solution. All of these 9-fluorenols photosolvolyze efficiently in 1:1 H2O-CH3OH, to give the corresponding methyl ether products in high chemical and quantum yields. Whereas the photosolvolysis of the parent 9-fluorenol (2, R = H) is known to proceed via the very short-lived and formally ground-state antiaromatic 9-fluorenyl cation (1, R = H), the photosolvolysis of 1-hydroxy-9-fluorenol (4) proceeds via a much longer-lived (≈5-10 s) fluorenyl quinone methide 9, which is trappable by ethyl vinyl ether via a [4+2] cycloaddition reaction to give a chroman derivative. Interestingly, 2-hydroxy-9-fluorenol (5) photosolvolyzes via a very short-lived intermediate with similar lifetimes as observed for the 9-fluorenyl cation (1, R = H), although a corresponding fluorenyl quinone methide intermediate is accessible for this compound. This study demonstrates that the mechanism of photosolvolysis of these types of compounds can be dramatically altered when an aryl hydroxy group is present.