The Photochemistry of para-Substituted Phenylsulphamates - Photo-Fries Rearrangements

DOI: 10.1039/P29910000803

Source and publish data:

Journal of the Chemical Society. Perkin transactions II p. 803 - 807 (1991)

Update date:2022-08-17

Topics:

Authors:

Lally, John M.

Spillane, William J.

Read Full Text PDF DownLoad Join now for total 90,000,000 free articles

Article abstract of DOI:10.1039/P29910000803

The photolysis (254 nm) of a series of para-substituted phenylsulphamates, XC6H4NHSO3Na in degassed methanolic solutions has been examined.For 1a and 1b photo-Fries type rearrangements to sulphonic acids and photodegradation to anilines have been observed.The halogenosulphamates 1c-1e do not rearrange but degrade to anilines and are photosolvolysed to p-methoxyphenylsulphamic acid.No notable spectral changes took place during the irradiation of 1f over relatively long period.Substrate concentration studies, radical scavenging and sensitization and quenching experiments on 1b indicate that, as previously found for 1a, its photolysis involves an intramolecular radical mechanism with the participation of two triplet states.

Full text of DOI:10.1039/P29910000803

View Article Online / Journal Homepage / Table of Contents for this issue

View Article Online

Products guided by the article

Product name:4-Chloroaniline

Cas No:106-47-8

R&D Labs maybe for 106-47-8

Hangzhou Dingyan Chem Co., Ltd

website:http://www.dingyanchem.com

Contact:86-571-87157530-8002

Address:RM.1118,NO.1 Building, Baiyun Tower,Jianggan Area, Hangzhou city, China,310004
Hangzhou Yingshanhua Pigment Chemicals Co.,Ltd.

Contact:+86-0150-58101658

Address:Nanyang Economic DevelopmentZong,Xiaoshan,Hangzhou,China
Shanghai Forever Biotech Co., Ltd.

Contact:+86-21-69734790

Address:Room 5017/5019、5022、5024 of Technology Innovation Centre, No.1155, Gongyuan East Rd, QingPu District, Shanghai China.
Aminodiscovery Co.,Ltd.

Contact:+86-535-8888888

Address:No.161 Haishi Rd.
Wuhan Fortuna Chemical Co.,Ltd

website:http://www.fortunachem.com

Contact:86-27-59207850

Address:Add: Room 2015, No.2 Building, Kaixin Mansion No.107 Jinqiao Avenue, Wuhan, China

Relevant to this article

Processable cyanate ester resin from Cis resveratrol

Doi:10.1002/pola.28457
(2017)
Doi:10.1021/ja01314a071
(1935)
Design of an extremely high birefringence nematic liquid crystal based on a dinaphthyl-diacetylene mesogen

Doi:10.1039/c2jm32448b
(2012)
Click chemistry in carbon nanoreactors

Doi:10.1039/c2cc38035h
(2013)
Spectroscopy of hydrothermal reactions. 27. Simultaneous determination of hydrolysis rate constants of glycylglycine to glycine and glycylglycine-diketopiperazine equilibrium constants at 310-330°C and 275 bar

Doi:10.1021/jp030609x
(2003)
On intermediates of riboflavin biosynthesis in Saccharomyces cerevisiae

Doi:10.1515/znb-1967-0715
(1967)

Article Doi