1639-35-6

Basic information

• Product Name: 3-(dimethylamino)-1-(2-hydroxyphenyl)propan-1-one hydrochloride (1:1)
• Synonyms: 1-propanone, 3-(dimethylamino)-1-(2-hydroxyphenyl)-, hydrochloride (1:1); 3-(Dimethylamino)-1-(2-hydroxyphenyl)propan-1-one hydrochloride (1:1)
• CAS NO: 1639-35-6
• Molecular Formula: C₁₁H₁₅NO₂*ClH
• Molecular Weight: 229.7032
• Mol File: 1639-35-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 297°C at 760 mmHg
• Flash Point: 133.4°C
• Vapor Pressure: 0.000786mmHg at 25°C
• CAS DataBase Reference: 3-(dimethylamino)-1-(2-hydroxyphenyl)propan-1-one hydrochloride (1:1)(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(dimethylamino)-1-(2-hydroxyphenyl)propan-1-one hydrochloride (1:1)(1639-35-6)
• EPA Substance Registry System: 3-(dimethylamino)-1-(2-hydroxyphenyl)propan-1-one hydrochloride (1:1)(1639-35-6)

Safety Data

• Hazardous Substances Data: 1639-35-6(Hazardous Substances Data)

Upstream product

• 50-00-0 formaldehyd 
• 506-59-2 N,N-dimethylammonium chloride 
• 118-93-4 o-hydroxyacetophenone 

Downstream Products

• 108649-58-7 2-hydroxy-3-(N-methylanilino)propiophenone 
• 444177-43-9 1-(2-hydroxyphenyl)-3-(3,5-dimethylpyrazol-1-yl)-1-propanone 
• 142877-62-1 6’-(2-hydroxyphenyl)-2,2’-bipyridine 
• 142877-61-0 6’-(2-methoxyphenyl)-2,2’-bipyridine 
• 1425336-52-2 1-(2-hydroxyphenyl)-3-(2-phenoxymethyl-1H-benzimidazol-1-yl)-1-propanone 
• 1425336-49-7 1-(2-hydroxyphenyl)-3-(5,6-dimethyl-1H-benzimidazol-1-yl)-1-propanone 
• 1425336-45-3 1-(2-hydroxyphenyl)-3-(2-methyl-1H-benzimidazol-1-yl)-1-propanone 
• 1425336-42-0 3-(1H-benzimidazol-1-yl)-1-(2-hydroxyphenyl)-1-propanone 
• 108649-30-5 [(Z)-3-Imidazol-1-yl-3-(2-isobutoxy-phenyl)-allyl]-methyl-phenyl-amine 
• 108649-22-5 {(E)-3-[2-(4-Chloro-benzyloxy)-phenyl]-3-imidazol-1-yl-allyl}-dimethyl-amine 
• 108649-55-4 (Z)-1-<1-(2-hydroxyphenyl)-2-<(N-methylanilino)methyl>vinyl>-1H-imidazole 
• 108649-52-1 (E)-1-<1-(2-hydroxyphenyl)-2-<(N-methylanilino)methyl>vinyl>-1H-imidazole 
• 108649-18-9 [(E)-3-Imidazol-1-yl-3-(2-propoxy-phenyl)-allyl]-dimethyl-amine 
• 108649-26-9 [(Z)-3-Imidazol-1-yl-3-(2-isobutoxy-phenyl)-allyl]-dimethyl-amine 

Relevant articles and documents

Role of the X Coligands in Cyclometalated [Ni(Phbpy)X] Complexes (HPhbpy = 6-Phenyl-2,2′-bipyridine)

The coligand X was varied in the organonickel complexes [Ni(Phbpy)X] (X = F, Cl, Br, I, C6F5) carrying the anionic tridentate CNN ligand 6-(phen-2-ide)-2,2′-bipyridine (Phbpy-) to study its effect on electronic structures of these complexes and their activity in Negishi-like C-C cross-coupling catalysis. The complexes were synthesized from the precursor [Ni(COD)2] (COD = 1,5-cyclooctadiene) by chelate-assisted oxidative addition into the phenyl C-X bond of the protoligand 6-(2-halidophenyl)-2,2′-bipyridine) and were obtained as red powders. Protoligands X-Phbpy carrying the halide surrogates X = OMe, OTf (triflate) failed in this reaction. Single-crystal XRD allowed us to add the structures of [Ni(Phbpy)Cl] and [Ni(Phbpy)I] to the previously reported Br derivative. Cyclic voltammetry showed reversible reductions for X = C6F5, F, Cl, while for Br and I the reversibility is reduced through rapid splitting of X- after reduction (EC mechanism). UV-vis spectroelectrochemistry confirmed the decreasing degree of reversibility along the series C6F5 > F > Cl ? Br > I, which parallels the "leaving group character"of the X coligands. This method also revealed mainly bpy centered reduction and essentially Ni(II)/Ni(III) oxidations, as corroborated by DFT calculations. The rather X-invariant long-wavelength UV-vis absorptions and excited states were analyzed in detail using TD-DFT and were consistent with predominant metal to ligand charge transfer (MLCT) character. Initial catalytic tests under Negishi-like conditions showed the complexes to be active as catalysts in C-C cross-coupling reactions but did not display marked differences along the series from Ni-F to Ni-I.

A Modified Synthesis of 4-Chromanones

Problems in the synthesis of 4-chromanones by condensation of 2-hydroxyacetophenones with formaldehyde can be avoided by the isolation of the Mannich base hydrochlorides and cyclization by titration with potassium hydroxide.

N-Vinylimidazoles and -triazoles and pharmaceutical compositions containing them

Described are N-vinylazoles of the general formula: (wherein R is hydrogen, hydroxy, halogen, C1-C5 alkoxy, C2-C5 alkenyloxy, optionally substituted benzyloxy, tetrahydropyranyl-oxy, difluoromethoxy, 2-(2,4-dich