3130-29-8

Basic information

• Product Name: potassium p-tert-butylphenolate
• Synonyms: potassium p-tert-butylphenolate;Potassium p-tert-butylphenate;Potassium 4-(1,1-dimethylethyl)phenolate
• CAS NO: 3130-29-8
• Molecular Formula: C₁₀H₁₃KO
• Molecular Weight: 188.30792
• EINECS: 221-520-6
• Mol File: 3130-29-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 233.7°Cat760mmHg
• Flash Point: 110.9°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 0.0361mmHg at 25°C
• CAS DataBase Reference: potassium p-tert-butylphenolate(CAS DataBase Reference)
• NIST Chemistry Reference: potassium p-tert-butylphenolate(3130-29-8)
• EPA Substance Registry System: potassium p-tert-butylphenolate(3130-29-8)

Safety Data

• Hazardous Substances Data: 3130-29-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H14O.K/c1-10(2,3)8-4-6-9(11)7-5-8;/h4-7,11H,1-3H3;/q;+1/p-1

Upstream product

• 98-54-4 para-tert-butylphenol 

Downstream Products

• 22337-78-6 carbonyldihydridotris(triphenylphosphine)ruthenium(II) 
• 613265-07-9 RuH(η5-4-tert-butylphenoxide)(PPh3)2 
• 613265-08-0 [Ru(η6-4-tert-butylphenol)(PPh3)2]Cl 
• 5331-28-2 1-tert-butyl-4-phenoxybenzene 
• 178987-23-0 ((C₆H₅)3P)2N⁽¹⁺⁾*Ru₂(CO)6(OCH₃)3(OC₆H₄C(CH₃)3)2^(1-)=[((C₆H₅)3P)2N][Ru₂(CO)6(OCH₃)3(OC₆H₄C(CH₃)3)2] 
• 157072-60-1 carbonylchlorohydridotris(triphenylphosphine)ruthenium(II) 
• 614-20-0 3-oxo-3-phenylpropionic acid 

Relevant articles and documents

Ambident Reactivity of Phenolate Anions Revisited: A Quantitative Approach to Phenolate Reactivities

Prompted by the observation that the regioselectivities of phenolate reactions (C versus O attack) are opposite to the predictions by the principle of hard and soft acids and bases, we performed a comprehensive experimental and computational investigation of phenolate reactivities. Rate and equilibrium constants for the reactions of various phenolate ions with benzhydrylium ions (Aryl2CH+) and structurally related quinone methides have been determined photometrically in polar aprotic solvents. Quantum chemical calculations at the SMD(MeCN)/M06-2X/6-31+G(d,p) level confirmed that O attack is generally favored under kinetically controlled conditions, whereas C attack is favored under thermodynamically controlled conditions. Exceptions are diffusion-limited reactions with strong electrophiles, which give mixtures of products arising from O and C attack, as well as reactions with metal alkoxides in nonpolar solvents, where oxygen attack is blocked by strong ion pairing. The Lewis basicity (LB) and nucleophilicity (N, sN) parameters of phenolates determined in this work can be used to predict whether their reactions with electrophiles are kinetically or thermodynamically controlled and whether the rates are activation- or diffusion-limited. Comparison of the measured rate constants for the reactions of phenolates with carbocations with the Gibbs energies for single-electron transfer manifests that these reactions proceed via polar mechanisms.

REACTION OF 6H-6-OXO--3(5)-HALOGENOANTHRAISOXAZOLES WITH INORGANIC NUCLEOPHILES

The reaction of 6H-6-oxo-3(5)-halogenoanthraisoxazoles with sodium azide in DMFA and also the potassium fluoride in acetonitrile in the presence of crown ethers leads to nucleophilic substitution of the halogen by the azide and fluoride ion respectively.