917-95-3

Basic information

• Product Name: tert-nitrosobutane
• Synonyms: tert-nitrosobutane;1,1-Dimethyl-1-nitrosoethane;2-Methyl-2-nitrosopropane;2-Nitroso-2-methylpropane;Nitrosoisobutane
• CAS NO: 917-95-3
• Molecular Formula: C₄H₉NO
• Molecular Weight: 87.12
• Mol File: 917-95-3.mol
• Article Data: 16

Chemical Properties

• Melting Point: 29 °C
• Boiling Point: 67.9°C at 760 mmHg
• Flash Point: 4°C
• Appearance: /
• Density: 0.86g/cm³
• Vapor Pressure: 155mmHg at 25°C
• Refractive Index: 1.406
• CAS DataBase Reference: tert-nitrosobutane(CAS DataBase Reference)
• NIST Chemistry Reference: tert-nitrosobutane(917-95-3)
• EPA Substance Registry System: tert-nitrosobutane(917-95-3)

Safety Data

• Hazardous Substances Data: 917-95-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C4H9NO/c1-4(2,3)5-6/h1-3H3

Upstream product

• 75-09-2 dichloromethane 
• 2406-25-9 di-tert-butyl nitroxide 
• 594-70-7 2-Methyl-2-nitropropane 
• 80670-36-6 3-diazo-5-phenyl-3H-1,2,4-triazole 
• 58200-47-8 (N-tert-butyl-α-phenylnitrone) azidyl adduct 
• 118891-54-6 methyl N-(1,1-dimethylethyl)benzenecarboximidate N-oxide 
• 98-88-4 benzoyl chloride 
• 122-01-0 4-chloro-benzoyl chloride 
• 100-07-2 4-methoxy-benzoyl chloride 
• 16844-33-0 N,N’-(ethane-1,2-diylidene)bis(2-methylpropan-2-amine N-oxide) 
• 591-51-5 phenyllithium 
• 3376-24-7 (Z)-N-benzylidene-2-methylpropan-2-amine oxide 
• 75-64-9 tert-butylamine 
• 4233-33-4 4-Phenyl-1,2,4-triazolidine-3,5-dione 

Downstream Products

• 53104-21-5 N-tert-Butyl-N-(3,4,5-trimethoxy-phenyl)-hydroxylamine 
• 120144-83-4 carboxyphenylmethyl 1,1-dimethylethyl nitroxide lithium salt 
• 120144-84-5 carboxy(4-methoxyphenyl)methyl 1,1-dimethylethyl nitroxide lithium salt 
• 24293-08-1 N-tert-butyl-N-benzylnitroxyl 
• 74928-99-7 C₁₁H₁₆NOS 
• 83014-06-6 C₉H₁₇N₂O₄ 
• 83058-92-8 C₉H₁₇N₃O₄^(1-) 
• 102147-94-4 C₂₃H₂₆N₃O₄ 
• 72380-01-9 Phenyl-N-t-butylnitron-CN 
• 99948-65-9 [2-tert-Butyl-5-phenyl-[1,4,2]dioxazolidin-(3Z)-ylidene]-cyclohexyl-amine 
• 99948-57-9 [2-tert-Butyl-5-methyl-[1,4,2]dioxazolidin-(3Z)-ylidene]-cyclohexyl-amine 
• 99948-58-0 [2-tert-Butyl-5-methyl-[1,4,2]dioxazolidin-(3Z)-ylidene]-phenyl-amine 
• 77839-09-9 C₁₂H₁₈NO₂S 
• 83040-31-7 C₁₂H₁₆NO₂ 

Relevant articles and documents

Nitrone Directing Groups in Rhodium(III)-Catalyzed C?H Activation of Arenes: 1,3-Dipoles versus Traceless Directing Groups

Functionalizable directing groups (DGs) are highly desirable in C?H activation chemistry. The nitrone DGs are explored in rhodium(III)-catalyzed C?H activation of arenes and couplings with cyclopropenones. N-tert-butyl nitrones bearing a small ortho subst

Spin adducts from the reaction between N-phenyl-α-tert-butylnitrone (PBN) and activated olefins. A facile pathway converting PBN into 2-methyl-2-nitrosopropane (MNP)

N-Phenyl-α-tert-butylnitrone (PBN) reacts with activated olefins RCH=CHR, such as maleimides, maleic anhydride or diethyl maleate, with formation of two types of persistent spin adducts giving characteristic EPR spectra, denoted types A and B. Spin adducts with type A spectrum were formed photochemically and identified as reductive coupling products between the olefin and PBN, RCH2CH(R)-PBN.. Spin adducts with type B spectra were formed photochemically and/or thermally and were identified as reductive coupling products RCH2CH(R)-N(O.)But between the olefin and a degradation product of PBN, 2-methyl-2-nitrosopropane (MNP, t-BuNO). The conversion of PBN to t-BuNO was studied for a compound with an exceedingly reactive nitrogen-nitrogen double-bond, namely 4-phenyl-4H-1,2,4-triazoline-3,5-dione (PTAD). In this case, a 74% yield of t-BuNO was obtained in a short period of time; α,N-diphenylnitrone reacted similarly to give nitrosobenzene. The reaction between PBN and an activated olefin was assumed to occur analogously, either via the initial formation of a 1,3-dipolar cycloadduct or some parallel reaction involving attack of the electrophilic olefin at the PBN α-carbon. The 1,3-dipolar cycloadduct between PBN and N-phenylmaleimide exhibited favourable initiator properties for living polymerization of styrene. A new type of spin adduct, RCH(But)CH(R)-N(O.)But, was prepared by the photochemical reaction between an activated olefin and t-BuNO. This reaction presumably proceeds by photocleavage of t-BuNO to NO and t-Bu., the latter reacting with the activated olefin to give a transient radical, RCH(But)CH.(R), which is trapped by t-BuNO. Acta Chemica Scandinavica 1998.

Action d'un Tetrafluoroborate d'Oxaziridinium sur les Amines et les Imines

The Oxaziridinium salt 1 derived from dihydroisoquinolin is an oxygen transfer reagent to primary amines leading to nitrosoderivatives (if R = Alkyl) or nitro compounds (if R = Aryl), to tertiary amines leading to N-oxides, and to secondary amines and imines leading to the corresponding nitrone.