3114-67-8

Basic information

• Product Name: Phenol, 3,5-bis(1,1-dimethylethyl)-2-nitro-
• CAS NO: 3114-67-8
• Molecular Formula: C14H21NO3
• Molecular Weight: 251.326
• Mol File: 3114-67-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Phenol, 3,5-bis(1,1-dimethylethyl)-2-nitro-(CAS DataBase Reference)
• NIST Chemistry Reference: Phenol, 3,5-bis(1,1-dimethylethyl)-2-nitro-(3114-67-8)
• EPA Substance Registry System: Phenol, 3,5-bis(1,1-dimethylethyl)-2-nitro-(3114-67-8)

Safety Data

• Hazardous Substances Data: 3114-67-8(Hazardous Substances Data)

Upstream product

• 1460-02-2 1,3,5-Tri-tert-butylbenzene 
• 22385-77-9 1-bromo-3,5-di-tert-butylbenzene 
• 94037-81-7 3,5-di-tert-butyl-6-nitrocyclohexa-2,4-dienone 
• 1138-52-9 3,5-Di-tert-butylphenol 

Downstream Products

• 24973-56-6 2-benzoylamino-3,5-di-tert-butyl-phenol 
• 25068-98-8 N-(2,4-Di-tert-butyl-6-methoxy-phenyl)-benzamide 
• 25068-99-9 4,6-di-tert-butyl-2-phenyl-benzooxazole 
• 91054-21-6 2,4-di-tert-butyl-6-iminocyclohexa-2,4-dienoneine 
• 3383-21-9 3,5-di-tert-butyl-o-benzoquinone 
• 94037-85-1 3,5-di-tert-butyl-2,4-dinitrophenol 
• 92375-27-4 3,5-di-tert-butyl-2,6-dinitrophenol 
• 94037-83-9 3,5-di-tert-butyl-2,4-dinitrocyclohexa-2,5-dienone 
• 24973-57-7 2-amino-3,5-di(tert-butyl)phenol 

Relevant articles and documents

Iodine(III)-Catalyzed Electrophilic Nitration of Phenols via Non-Br?nsted Acidic NO2+ Generation

The first catalytic procedure for the electrophilic nitration of phenols was developed using iodosylbenzene as an organocatalyst based on iodine(III) and aluminum nitrate as a nitro group source. This atom-economic protocol occurs under mild, non-Br?nsted acidic and open-flask reaction conditions with a broad functional-group tolerance including several heterocycles. Density functional theory (DFT) calculations at the (SMD:MeCN)Mo8-HX/(LANLo8+f,6-311+G) level indicated that the reaction proceeds through a cationic pathway that efficiently generates the NO2+ ion, which is the nitrating species under neutral conditions.

ipso Nitration. XXV. Nitration of di-tert-butylphenols, α-(3,5-di-tert-butylphenoxy)isobutyric acid, and 3,5-di-tert-butylphenoxyacetic acid: formation of nitrodienones and nitrodienes containing a secondary nitro group

Nitration of 2,6-di-tert-butylphenol in acetic anhydride or chloroform gives 2,6-di-tert-butyl-4-nitrophenol and 2-tert-butyl-4,6-dinitrophenol.The intermediates 2,6-di-tert-butyl-4-nitrocyclohexa-2,5-dienone and 2,6-di-tert-butyl-4,6-dinitrocyclohexa-2,4-dienone, have been observed by 1H and 13C nmr.Nitration of 2,4-di-tert-butylphenol gives succesively 2,4-di-tert-butyl-6-nitrocyclohexa-2,4-dienone, 2,4-di-tert-butyl-6-nitrophenol, 2,4-di-tert-butyl-4,6-dinitrocyclohexa-2,5-dienone, and 2-tert-butyl-4,6-dinitrophenol.Nitration of 3,5-di-tert-butylphenol gives succesively 3,5-di-tert-butyl-6-nitrocyclohexa-2,4-dienone, 3,5-di-tert-butyl-2-nitrophenol, 3,5-di-tert-butyl-2,4-dinitrocyclohexa-2,5-dienone, and 3,5-di-tert-butyl-2,6-dinitrophenol. 3,5-Di-tert-butyl-4-nitrocyclohexa-2,5-dienone and 3,5-di-tert-butyl-2,6-dinitrocyclohexa-2,4-dienone are also formed as intermediates.Nitration of 3,5-di-tert-butylphenoxyacetic and isobutyric acids gives in each case the 2-nitro derivative.Further nitration of 3,5-di-tert-butyl-2-nitrophenoxyacetic and isobutyric acids gives a mixture of the adducts 7,9-di-tert-butyl-6,10-dinitro-1,4-dioxaspirodeca-6,8-dien-2-one and its 6,8-dinitro-6,9-diene isomer from the former and their 3,3-dimethyl derivatives from the latter.No dinitro acids are formed.