621-26-1

Basic information

• Product Name: 3,3'-dimethylhydrazobenzene
• Synonyms: 3,3'-dimethylhydrazobenzene
• CAS NO: 621-26-1
• Molecular Weight: 212.294
• Mol File: 621-26-1.mol
• Article Data: 18

Chemical Properties

• CAS DataBase Reference: 3,3'-dimethylhydrazobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3'-dimethylhydrazobenzene(621-26-1)
• EPA Substance Registry System: 3,3'-dimethylhydrazobenzene(621-26-1)

Safety Data

• Hazardous Substances Data: 621-26-1(Hazardous Substances Data)

Upstream product

• 19618-06-5 3,3'-dimethylazoxybenzene 
• 588-04-5 3,3'-dimethylazobenzene 
• 73183-34-3 bis(pinacol)diborane 
• 51437-67-3 trans-3,3'-dimethylazobenzene 
• 99-08-1 1-methyl-3-nitrobenzene 
• 64-17-5 ethanol 

Downstream Products

• 84-67-3 2,2'-dimethylbenzidine 
• 588-04-5 3,3'-dimethylazobenzene 
• 30930-36-0 1-(m-tolylamino)-2-naphthol 
• 108-44-1 1-amino-3-methylbenzene 
• 121012-94-0 4,4-Dimethyl-1,2-bis(3-methylphenyl)-3,5-pyrazolidindion 
• 31458-17-0 4,4'-dibromo-2,2'-dimethyl-1,1′-biphenyl 
• 51437-67-3 trans-3,3'-dimethylazobenzene 

Relevant articles and documents

Visible-Light-Promoted Diboron-Mediated Transfer Hydrogenation of Azobenzenes to Hydrazobenzenes

A visible-light-promoted transfer hydrogenation of azobenzenes has been developed. In the presence of B2pin2 and upon visible-light irradiation, the reactions proceeded smoothly in methanol at ambient temperature. The azobenzenes with diverse functional groups have been reduced to the corresponding hydrazobenzenes with a yield of up to 96%. Preliminary mechanistic studies indicated that the hydrogen atom comes from the solvent and the transformation is achieved through a radical pathway.

Visible-light-promoted oxidative dehydrogenation of hydrazobenzenes and transfer hydrogenation of azobenzenes

Azo compounds are widely used in the pharmaceutical and chemical industries. Here, we report the use of a non-metal photo-redox catalyst, Eosin Y, to synthesize azo compounds from hydrazine derivatives. The use of visible-light with air as the oxidant makes this process sustainable and practical. Moreover, the visible-light-driven, photo-redox-catalyzed transfer hydrogenation of azobenzenes is compatible with a series of hydrogen donors such as phenyl hydrazine and cyclic amines. Compared with traditional (thermal/transition-metal) methods, our process avoids the issue of over-reduction to aniline, which extends the applicability of photo-redox catalysis and confirms it as a useful tool for synthetic organic chemistry.

Structurally and electronically modulated spin interaction of transient biradicals in two photon-gated stepwise photochromism

The development of two-photon induced photochromic compounds is important for advanced photoresponsive materials. The utilization of the long-lived transient states or species for two-photon absorption is one of the efficient strategies to realize the advanced photochemical behavior beyond a one-photon photochemical reaction. We have synthesized bi-photochromic compounds composed of two photochromic phenoxyl-imidazolyl radical complex units. The biphotochromic compounds generate two biradical units when the two photochromic units absorb photons with a stepwise manner. The interaction between the two biradicals through the central bridging phenyl ring is the key feature to control the stepwise photochromic reaction. Here, we introduced aromatic spacers in order to modulate the distance and the dihedral angle between the biradical units. The color and the rate of the thermal back reaction of the stepwise photochromism can be regulated by the control of the central bridging part. These results give important insights to develop desirable advanced photoresponsive compounds.