scholarly journals The Addition of Hydrogen Bromide to Allyl Bromide in the Presence of Various Substances. V. A Comparison of the Effect of Oxygen with That of Peroxide. The Relation between the Amount of Oxygen Present and the Result of Addition

1937 ◽  
Vol 12 (3) ◽  
pp. 138-144 ◽  
Author(s):  
Yoshiyuki Urushibara ◽  
Matsuji Takebayashi
Keyword(s):  
Allyl Bromide ◽  
Hydrogen Bromide ◽  
Effect Of Oxygen

Radiolysis of aqueous 2,2,2-tribromoethanol solutions

1970 ◽  
Vol 48 (16) ◽  
pp. 2542-2548 ◽  
Author(s):  
V. G. Sorensen ◽  
V. M. Bhale ◽  
K. J. McCallum ◽  
R. J. Woods
Keyword(s):  
Carbon Dioxide ◽  
Dose Rate ◽  
Glycolic Acid ◽  
Hydrogen Bromide ◽  
Photochemical Decomposition ◽  
Bromide Ion ◽  
Presence And Absence ◽  
Effect Of Oxygen

Hydrogen bromide, glycolic acid, and carbon dioxide have been identified as products of the γ-radiolysis of aqueous 2,2,2-tribromoethanol solutions. The effect of oxygen, tribromoethanol concentration, and dose rate upon the yields of bromide ion and acid have been determined, and partial radiolysis mechanisms are proposed for reaction in the presence and absence of oxygen. Dibromoacetaldehyde, reported to be a product of the photochemical decomposition of tribromoethanol solutions, was not detected in the radiolysis experiments or in tribromoethanol solutions exposed to sunlight.

scholarly journals THE ADDITION OF HYDROGEN BROMIDE TO ALLYL BROMIDE IN THE PRESENCE OF VARIOUS SUBSTANCES. I

1936 ◽  
Vol 11 (10) ◽  
pp. 692-694 ◽  
Author(s):  
Yoshiyuki Urushibara ◽  
Matsuji Takebayashi
Keyword(s):  
Allyl Bromide ◽  
Hydrogen Bromide

Radical reactions of p-nitrobenzylidene halides with aci-nitronate ions

1978 ◽  
Vol 31 (11) ◽  
pp. 2477 ◽  
Author(s):  
DJ Freeman ◽  
RK Norris ◽  
SK Woolfenden
Keyword(s):  
Nitrous Acid ◽  
Catalytic Effect ◽  
Lithium Salt ◽  
Phase Transfer ◽  
Hydrogen Bromide ◽  
Radical Reactions ◽  
Radical Process ◽  
Tetrabutylammonium Salt ◽  
Effect Of Oxygen ◽  
Radical Processes

The radical SRN1 and subsequent ERC1 reactions of p-nitrobenzylidene dibromide (2b) and bromide chloride (2c) with the lithium salt (1a) and the tetrabutylammonium salt (1b) (under phase-transfer conditions) of 2-nitropropane are discussed and compared with the reactions of the dichloride (2a). The SRN1 and ERC1 sequence occurs in rapid succession in the reaction of (2b), in contrast to the reactions of (2a) and (2c) which give isolable amounts of the SRN1 product, p-NO2C6H4CH(Cl)-CMe2NO2 (3a). The monobromide p-NO2C6H4CH(Br)CMe2NO2 (3b) cannot be detected in the SRN1-ERC1 sequence leading from (2b) to β,β-dimethyl-p-nitrostyrene (5). The ERC1 reaction of the monobromide (3b) is also studied and shown to take place more slowly than the combined SRN1-ERC1 sequence for (2b). ��� The phase-transfer technique is shown to be a convenient method for the preparation of C-alkylated derivatives like (3a), but not (3b), in both-the o- and p-nitrobenzylic systems. The dibromide p- NO2C6H4CH(Br)CMe2Br (7) was shown to undergo competitive ERC1 and E2(H) reactions with (1a) to give the styrene (5) and p-NO2C6H4C(Br)=CMe2 (8) respectively. Iodide ion reacts with (7) to give the styrene (5) by an E2(Br) mechanism at a rate which is several orders of magnitude slower than the radical process. Alkoxide ions gave E2(H) reactions on dibromide (7) and monochloride (3a) with elimination of the elements of hydrogen bromide and nitrous acid respectively. The catalytic effect of white light, the inhibitive effect of oxygen and p-dinitrobenzene, and the effect of concentration on the radical processes are discussed.

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