850568-67-1

Basic information

• Product Name: 2-(4-BORONOPHENYL)-2-METHYLPROPANENITRILE
• Synonyms: 4-(2-CYANOPROPAN-2-YL)BENZENEBORONIC ACID;4-(2-CYANOPROPAN-2-YL)PHENYLBORONIC ACID;2-(4-BORONOPHENYL)-2-METHYLPROPANENITRILE;4-(2-Cyanopropan-2-yl)benzeneboronic acid 98%;[4-(1-cyano-1-methylethyl)phenyl]boronic acid;boronic acid, [4-(1-cyano-1-methylethyl)phenyl]-;[4-(1-cyano-1-methylethyl)phenyl]boronic acid(SALTDATA: FREE);4-(2-Cyano-2-propyl)benzeneboronic acid
• CAS NO: 850568-67-1
• Molecular Formula: C₁₀H₁₂BNO₂
• Molecular Weight: 189.02
• Product Categories: blocks;BoronicAcids;Carboxes
• Mol File: 850568-67-1.mol
• Article Data: 1

Chemical Properties

• Melting Point: 146-148
• Boiling Point: 370 °C at 760 mmHg
• Flash Point: 177.6 °C
• Appearance: /
• Density: 1.13 g/cm³
• Vapor Pressure: 3.95E-06mmHg at 25°C
• Refractive Index: 1.532
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 8.34±0.16(Predicted)
• Water Solubility: Soluble in water. [9 g/100 mL (20°C)]
• CAS DataBase Reference: 2-(4-BORONOPHENYL)-2-METHYLPROPANENITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-BORONOPHENYL)-2-METHYLPROPANENITRILE(850568-67-1)
• EPA Substance Registry System: 2-(4-BORONOPHENYL)-2-METHYLPROPANENITRILE(850568-67-1)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22
• HazardClass: IRRITANT
• Hazardous Substances Data: 850568-67-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H12BNO2/c1-10(2,7-12)8-3-5-9(6-4-8)11(13)14/h3-6,13-14H,1-2H3

Upstream product

• 121-43-7 Trimethyl borate 
• 101184-73-0 2-(4-bromophenyl)-2-methylpropanenitrile 

Downstream Products

• 1442121-23-4 2-[(1-{[4'-(1-cyano-1-methylethyl)biphenyl-4-yl]carbonyl}piperidin-4-yl)methyl]-N-(2-methoxyethyl)-4-methyl-2H-indazol-5-carboxamide 
• 1454654-36-4 2-[4-(6-amino-pyrazin-2-yl)-phenyl]-2-methyl-propionitrile 
• 1454654-35-3 2-methyl-2-{4-[2-(4-morpholin-4-yl-phenylamino)-[1,2,4]triazolo[1,5-a]pyrazin-5-yl]-phenyl}-propionitrile 
• 1454654-37-5 2-[4-(2-amino-[1,2,4]triazolo[1,5-a]pyrazin-5-yl)-phenyl]-2-methyl-propionitrile 
• 1350455-52-5 4-amino-2-(4-(2-cyanopropan-2-yl)phenyl)-N-methylthieno[3,2-c]pyridine-7-carboxamide 
• 1341200-41-6 2-methyl-2-(4-(5-methyl-2-((4-((4-methylpiperazin-1-yl)methyl)phenyl)amino)pyrimidin-4-yl)phenyl)propanenitrile 
• 1341200-65-4 2-(4-(2-chloro-5-methylpyrimidin-4-yl)phenyl)-2-methylpropanenitrile 
• 1321606-29-4 C₂₃H₂₁N₅ 
• 1157580-33-0 2-methyl-2-{4-[3-((R)-1-naphthalen-1-yl-ethylamino)-cyclohexyl]-phenyl}-propionitrile 

Relevant articles and documents

Metabolically stable tert-butyl replacement

Susceptibility to metabolism is a common issue with the tert-butyl group on compounds of medicinal interest. We demonstrate an approach of removing all the fully sp3 C-Hs from a tert-butyl group: replacing some C-Hs with C-Fs and increasing the s-character of the remaining C-Hs. This approach gave a trifluoromethylcyclopropyl group, which increased metabolic stability. Trifluoromethylcyclopropyl-containing analogues had consistently higher metabolic stability in vitro and in vivo compared to their tert-butyl-containing counterparts.