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
• Article Data: 5

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

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

Downstream Products

• 103681-94-3 N,N-Diisopropyl-2-thiophen-2-yl-benzamide 
• 103681-97-6 2-Benzyl-N,N-diisopropyl-benzamide 
• 410074-77-0 N,N-diisopropyl 2-(3-methoxynaphthalen-2-yl)benzamide 
• 433728-73-5 2-(4-aminopyridin-3-yl)-N,N-diisopropylbenzamide 
• 681831-97-0 N,N-diisopropyl-2-(4-chloro-2-pyridyl)benzamide 
• 410074-78-1 N,N-diisopropyl 2-(4-bromo-3-methoxynaphthalen-2-yl)benzamide 
• 410074-83-8 5-benzylamino-6-methoxybenzo[a]fluoren-11-one 
• 815581-73-8 2-borylated-N,N-diisopropylbenzamide 
• 1258239-16-5 C₆H₄(C₆F₄)(C₆H₄C(O)N(iPr)2) 
• 1258239-18-7 C₂₆H₂₅F₄NO 
• 433728-66-6 2-(6-chloro-3-nitropyridin-2-yl)-N,N-diisopropylbenzamide 
• 131086-92-5 3,4-Dihydroxy-6H-dibenzo[b,d]pyran-6-one 
• 120270-54-4 N,N-Diethyl-2-phenanthren-9-yl-benzamide 
• 6344-60-1 1-hydroxy-9H-fluoren-9-one 

Relevant articles and documents

BIFUNCTIONAL CATALYSTS

Bifunctional Lewis acid - Lewis base catalyst of Formula (I): wherein O is a C2-60 optionally heteroatom containing substituted or unsubstituted hydrocarbon scaffold comprising pendant or integral bifunctional groups LA and LB wherein LA is a pendant or integral boron or silicon Lewis acid group and LB is a pendant or integral phosphorus or nitrogen Lewis base group and its salts, N-fanctionalised derivatives, dimer or oligomer thereof; processes for the preparation thereof; novel compounds and novel intermediates; a composition comprising a catalyst or compound of the invention; a kit comprising one or more catalysts; the use thereof as catalysts in selective transformations, kits therefor and processes for selective transformation reactions catalysed thereby; screening methods to identify catalysts for specific transformations; and kits therefor.

Diazo group electrophilicity in kinamycins and lomaiviticin A: Potential insights into the molecular mechanism of antibacterial and antitumor activity

Theoretical and chemical studies of the reactivity of isoprekinamycin, the kinamycins, and the lomaiviticins support the proposal that these natural products exhibit enhanced diazonium salt character and may owe their antitumor antibiotic properties to th

Contrasting behaviour in the photosolvolysis of 1- and 2-hydroxy-9-fluorenols in aqueous solution

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.