908094-04-2

Basic information

• Product Name: phenyldiazomethane
• Synonyms: phenyldiazomethane
• CAS NO: 908094-04-2
• Molecular Weight: 118.138
• Mol File: 908094-04-2.mol
• Article Data: 59

Chemical Properties

• CAS DataBase Reference: phenyldiazomethane(CAS DataBase Reference)
• NIST Chemistry Reference: phenyldiazomethane(908094-04-2)
• EPA Substance Registry System: phenyldiazomethane(908094-04-2)

Safety Data

• Hazardous Substances Data: 908094-04-2(Hazardous Substances Data)

Upstream product

• 5281-18-5 benzaldehyde, hydrazone 
• 70284-09-2 1-ethanesulfonyl azide 
• 71756-74-6 α-diethylamino-chalcone 
• 141855-28-9 (Z)-2-Morpholin-4-yl-3-phenyl-1-p-tolyl-propenone 
• 26386-88-9 diphenyl phosphoryl azide 
• 58268-28-3 (E)-1-(1,2-diphenylvinyl)pyrrolidine 
• 16182-18-6 benzaldehyde 2,4,6-trimethylbenzenesulfonyl hydrazone 
• 24324-05-8 propane-2-sulfonyl azide 
• 20474-37-7 benzylsulfonyl azide 
• 141855-26-7 2-(diethylamino)-3-phenyl-1-(p-tolyl)prop-2-en-1-one 
• 141855-27-8 2-diethylamino-1-(4-methoxyphenyl)-3-phenylprop-2-en-1-one 
• 10514-16-6 trans-3,5-Diphenyl-1-pyrazoline 
• 64-19-7 acetic acid 
• 100-46-9 benzylamine 

Downstream Products

• 1150-59-0 2-hydroxy-3-phenyl-1,4-naphthoquinone 
• 872274-10-7 4-(benzyloxy)-2-hydroxy-6-methoxybenzaldehyde 
• 767-90-8 (2-ethylphenyl)methanol 
• 879770-33-9 4-methyl-5-phenyl-1H-pyrazole-3-carboxylic acid 
• 19091-99-7 benzyl-nitro-amine 
• 873999-20-3 5-benzyloxy-6-methyl-pyridine-3,4-dicarboxylic acid diamide 
• 42976-06-7 N,N'-((Z,Z)-7,7-diphenyl-bicyclo[4.1.0]hept-3-ene-2,5-diylidene)-bis-benzenesulfonamide 
• 95845-61-7 5,6,7,8-tetrachloro-3-phenyl-1H-benzo[1,3,4]oxadiazine 
• 62173-99-3 benzyl 2-hydroxy-2-phenylacetate 
• 109865-49-8 benzenesulfonic acid-{benzyl-[1-(4-methoxy-phenyl)-ethylidene]-hydrazide} 
• 25939-13-3 N-(p-nitrophenyl)benzohydrazonoyl chloride 
• 14996-78-2 2-phenylcycloheptanone 
• 87874-45-1 2,2-diethoxy-1-phenylcyclopropane 
• 50561-87-0 4,5-diphenyl-1⁽²⁾H-pyrazole-3-carboxylic acid methyl ester 

Relevant articles and documents

Complexes of [(dadi)Ti(L/X)]m That Reveal Redox Non-Innocence and a Stepwise Carbene Insertion into a Carbon-Carbon Bond

The addition of donors to (dadi)Ti(THF) (1-THF, dadi = [{-CH=N(1,2-C6H4)N(2,6-iPr2-C6H3)}2]n) afforded the adducts [(dadi)Ti(L/X)]m (1-L, m = 0, N2CPh2; m = -1, X = Cl-, N3-, OiPr-, CH3-, neoPe-, CH=CH2-, CCPh-, CCTMS-, H(D)-). In all adducts, the chelate was in the (dadi)4- redox state. For certain anions, evidence for intimate binding of the Li+ counterion was explored spectroscopically. Treatment of 1-THF with PhHCN2, yielded {PhC3H3(-NC6H4-2-NAr)2}Ti(THF) (3, Ar = 2,6-iPr2-C6H3), which contains a cyclopropanated dadi ligand. The mechanism was explored by calculations, and the addition of Ph2CN2 to 3 produced a nacnac derivative, {PhC(CHNC6H4-2-NAr)2}Ti(??2-HNNCPh2) (4, Ar = 2,6-iPr2-C6H3), generated via hydrogen transfer from the cyclopropane.

Continuous Flow Synthesis and Purification of Aryldiazomethanes through Hydrazone Fragmentation

Electron-rich diazo compounds, such as aryldiazomethanes, are powerful reagents for the synthesis of complex structures, but the risks associated with their toxicity and instability often limit their use. Flow chemistry techniques make these issues avoidable, as the hazardous intermediate can be used as it is produced, avoiding accumulation and handling. Unfortunately, the produced stream is often contaminated with other reagents and by-products, making it incompatible with many applications, especially in catalysis. Herein is reported a metal-free continuous flow method for the production of aryldiazomethane solutions in a non-coordinating solvent from easily prepared, bench-stable sulfonylhydrazones. All by-products are removed by an in-line aqueous wash, leaving a clean, base-free diazo stream. Three successful sensitive metal-catalyzed transformations demonstrated the value of the method.

Cyclopropane compound as well as preparation method and application thereof

The invention discloses a cyclopropane compound as well as a preparation method and application thereof. The cyclopropane compound has a structure shown as formula I. The cyclopropane compound is prepared by taking a diazo compound and unsaturated ketone