22583-66-0

Basic information

• Product Name: P-TERT-BUTYL PIVALOPHENONE
• Synonyms: 1-(4-tert-Butylphenyl)-2,2-dimethyl-1-propanone;P-TERT-BUTYL PIVALOPHENONE
• CAS NO: 22583-66-0
• Molecular Formula: C₁₅H₂₂O
• Molecular Weight: 218.33
• Mol File: 22583-66-0.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 301.7°C at 760 mmHg
• Flash Point: 123°C
• Appearance: /
• Density: 0.92g/cm³
• Vapor Pressure: 0.00104mmHg at 25°C
• Refractive Index: 1.489
• CAS DataBase Reference: P-TERT-BUTYL PIVALOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: P-TERT-BUTYL PIVALOPHENONE(22583-66-0)
• EPA Substance Registry System: P-TERT-BUTYL PIVALOPHENONE(22583-66-0)

Safety Data

• Hazardous Substances Data: 22583-66-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H22O/c1-14(2,3)12-9-7-11(8-10-12)13(16)15(4,5)6/h7-10H,1-6H3

Upstream product

• 63488-10-8 4-tert-butylmagnesium bromide 
• 3282-30-2 pivaloyl chloride 
• 594-19-4 tert.-butyl lithium 
• 1710-98-1 p-tert-butyl benzoyl chloride 
• 71-43-2 benzene 
• 253185-03-4 tert-butylbenzene 
• 938-16-9 2,2-dimethylpropiophenone 
• 89379-02-2 tert-butylmercury iodide 
• 507-20-0 tertiary butyl chloride 
• 677-22-5 tert-butylmagnesium chloride 
• 3972-65-4 1-bromo-4-tert-butylbenzene 
• 1129-35-7 4-cyanobenzoic acid methyl ester 
• 1012-72-2 1,4-di-tert-butylbenzene 
• 201230-82-2 carbon monoxide 

Downstream Products

• 86696-32-4 p-t-butyl-α-t-butylbenzyl chloride 
• 120136-19-8 3-Nitro-benzenesulfonic acid 1-(4-tert-butyl-phenyl)-2,2-dimethyl-propyl ester 
• 120135-99-1 Toluene-4-sulfonic acid 1-(4-tert-butyl-phenyl)-2,2-dimethyl-propyl ester 
• 86439-83-0 DL-3,4-Bis(4-tert-butylphenyl)-2,2,5,5-tetramethylhexan 
• 345948-38-1 meso-3,4-Bis(4-tert-butylphenyl)-2,2,5,5-tetramethylhexan 
• 107557-71-1 Bis<1-chlor-1-(4-tert-butylphenyl)-2,2-dimethylpropyl>diazen 
• 86439-91-0 Bis<1-(4-tert-butylphenyl)-2,2-dimethylpropyl>diazen 
• 26110-91-8 1-tert-Butyl-4-(2,2-dimethylpropyl)benzol 
• 939-97-9 4-tert-Butylbenzaldehyde 
• 19839-00-0 4-tert-Butylpivalophenonazin 
• 34235-16-0 1-(4-tert-Butylphenyl)-2,2-dimethyl-1-propanol 

Relevant articles and documents

Acid-Catalyzed Carbon Monoxide Insertion in tert-Alkyl Aromatics and Its Use for Ring Enlargements

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Chiral phosphoric acid catalyzed asymmetric transfer hydrogenation of bulky aryl ketones with ammonia borane

An asymmetric transfer hydrogenation of bulky aryl ketones with ammonia borane was successfully realized with chiral phosphoric acid (CPA) as catalyst and water as additive. A variety of optically active secondary alcohols were obtained in good to high yi

Homolytic base-promoted aromatic alkylations by alkylmercury halides

Electron transfer chain reactions leading to substitution in electronegatively substituted benzene derivatives can be observed with alkylmercury halides in the presence of proton accepters such as DABCO. Promotion by base involves the abstraction of a proton from the substituted cyclohexadienyl adduct radical to form a radical anion which readily transfers an electron to RHgX with the regeneration of R.. Aromatic substitutions involving t-Bu. are highly regioselective and yield products of only para attack for PhCHO, PhCOCH3, PhCOCMe3, PhCOPh, PhCN, phthalimides, or 1,2-dicyanobenzene. The ortho/para substitution products are observed for isophthaldehyde or 1,3-dicyanobenzene, while 1,4-dicyanobenzene yields the ortho substitution product. At 25-35°C substitution by t-Bu. ortho to an ester group is not observed and m- or p-cyanobenzoate esters yield only products of substitution ortho to the cyano group. With the isopropyl radical substitution ortho to the ester function is observed with diethyl isophthalate. Intramolecular radical cyclizations of the radical adducts of 1-aryl-4-penten-1-ones leading to α-tetralones is also promoted by the presence of DABCO. When the aryl group contains a para ester function, spirocyclizatien occurs leading to a rearrangement acyl radical which can be oxidized by t-BuHgCl to the acyl cation and the carboxylic acid.