M-Diaminobenzene

Cf. the formation of o-diaminobenzene from m-aminobromobenzene and of m-diaminobenzene from p-aminobromobenzene by the action of potassium amide in liquid ammonia (unpublished result of G. B. R. de Graaff, W. C. Melger, and H. J. den Hertog). 

SYNS m-. MINOANILINE 3-AMINOANTLINE APCO 2330 m-BENZENEDlAxMINE 1,3-BENZENE-DLAMINE C.L 76025 DEVELOPER 11 m-DIAMINOBENZENE 1,3-DLAMINOBENZENE DIRECT BROWN BR m-FENYLENDIAMIN (CZECH) METAPHENYLENEDIAMINE 1,3-PHENYLENEDI-AMINE m-PHENYLENEDIAMINE (DOT) PHENYL-EXEDIAMINE, META, solid pOT)... 

SYNS m-ANtINOANILINE DIHYDROCHLORIDE 3-AMINOANILINE DIHYDROCHLORIDE m-BENZENE-DIAMINE DIHYDROCHLORIDE 1,3-BENZENE-DIAMINE HYDROCHLORIDE m-DIAMINOBENZENE DIHYDROCHLORIDE 1,3-DIAMINOBENZENE DIHYDROCHLORIDE 1,3-PHENYLENEDIAMINE DIHYDROCHLORIDE USAF EK-206... 

The use of P(f-Bu)3 was an important discovery, because this phosphine has scarcely been used as a ligand of active transition metal catalysts. It was believed that P(r-Bu)3 is too bulky for stable coordination. It is known that only two molecules of P(r-Bu)3 can coordinate to Pd to form the highly coordinatively unsaturated, but stable bis(tri-t-butyl)phoshinepalladium complex [12]. This complex is commercially available as a good precursor of active Pd catalysts. Inspired by the discovery that P(r-Bu)3 is an important ligand, several researchers have synthesized a number of electron-rich and bulky phosphine ligands. For example, the asymmetric triarylamine 15 was prepared from 3-methoxyaniline (14) using the biphenylylphosphine IV-1 in a one-pot reaction. Similarly, the arylamine 17 was prepared by one-pot, step-wise arylation of m-diaminobenzene (16) [13]. 

Synonyms 3-Aminoaniline m-Aminoaniline 1,3-Benzenediamine Benzenediamine-1,3 m-Benzenediamine Cl 76025 1,3-Diaminoben-zene Diamino-1,3-benzene m-Diaminobenzene Metaphenylenedi-amine MPD mPDA 1,3-Phenylenediamine Classification Aromatic amine Empirical CsFIsNj Formula C6H4(NFl2)2... 

Diaminobenzene. See p-Phenylenediamine m-Diaminobenzene. See m-Phenylenediamine o-Diaminobenzene. See o-Phenylenediamine p-Diaminobenzene. See p-Phenylenediamine... 

Cl 76025 1,3-Diaminobenzene Diamino-1,3-benzene m-Diaminobenzene Metaphenylenediamine MPD mPDA 1,3-Phenylenediamine... 

Aromatic polyamide (aramid) membranes are a copolymer of 1-3 diaminobenzene with 1-3 and 1-4 benzenedicarboxylic acid chlorides. They are usually made into fine hollow fibers, 93 [Lm outer diameter by 43 [Lm inner diameter. Some flat sheet is made for spirals. These membranes are widely used for seawater desalination and to some extent for other process applications. The hollow fibers are capable of veiy high-pressure operation and have considerably greater hydrolytic resistance than does CA. Their packing density in hoUow-fiber form makes them veiy susceptible to colloidal fouling (a permeator 8 inches in diameter contains 3 M fibers), and they have essentially no resistance to chlorine. 

Diamant-glanz, m. adamantine luster, -kitt, m. diamond cement. -mOrser, m, diamond mortar (small steel mortar), -pulver, n. diamond dust, -schwarz, n. diamond black, -spat, m. adamantine spar (corundum). -Stahl, m, very hard steel, tool steel, Diamido-. diamino-, diamido- (see Amido-), -benzol, n. diaminobenzene, -toluol, n. diaminotoluene. 

TMPD (k = 5.2 x 108 M 1s 1), p-diaminobenzene (k = 5 x 107 M 1s 1) and diphenylamine (k = lx 107 M 1 s 1) can all be readily converted into the corresponding radical cation by oxidation with pulse radiolysis generated SC>3 . With higher redox potential amines such as aniline and A. /V-dimethylandinc the oxidation to the radical cation fails32. Rate constants have also been measured for conversion of the same amines... 

Fig. 3.61. HPLC-UV chromatogram at 230 nm for the analysis of the aromatic amines listed. (1) 1,4-Diaminobenzene (2) 2-chloro-l,4-diaminobenzene (3) 2,4-diaminotoluene (4) benzidine (5) 4,4 -oxidianiline (6) aniline and 4-nitroaniline (7) o-toluidine (8) 4,4 -methylenedianiline (9) 3,3 -dimethoxibenzidine (10) 3,3 -dimethylbenzidine (11) 4-chloroaniline and 2-amino-4-nitrotoluene (12) 4,4 -thiodianiline (13) p-cresidine (14) 2,4-dimethylaniline (15) 2-naphty-lamine (16) 4-chloro-o-toluidine (17) 4,4 -methylene-di-o-toluidine (18) 2,4,5-trimethylaniline (19) 4-aminobiphenyl (20) 3,3 -dichlorobenzidine (21) 4,4 -methylenbis (2-chloroaniline) and (22) o-aminoazotoluene. Reprinted with permission from M. C. Garrigos et al. [130].

Of the three isomers, the 1, 4- or para form is an especially powerful skin irritant. It will cause kerato-conjunctivitis, swollen conjunctiva eczema of the eyelids. Systemic poisoning is uncommon, but at least one fatal case of liver damage is reported. The m- o- diaminobenzenes are somewhat less toxic than the p- isomer (Ref 4). Other props and methods of prepn are given in the Refs Refs 1) Beil 13, 6, (5) [8] 2) Beil 13,... 

N,N Dimethyl -m-phenylenediamine N.N -Bis(methyl)-diaminobenzene or 1,3-Di-(methylamino)-benzene and Derivatives... 

Monoiminophosphines. As illustrated in Scheme II, PCHO condenses with a wide variety of simple and functionalized monoamines. Studies of the Mo(O) derivatives of several of these ligands demonstrate that they efficiently displace CO from Mo(CO)e affording (chel)Mo(CO)4 or fac-(chel)Mo(CO)3 derivatives (4). Similar, but bimetallic, complexes can be obtained from the ligands prepared by condensations with nonchelating diamines such as m- or p-diaminobenzene. 

Yamaguchi et al. (1990, 1990a, 1991, 1991a, 1991b) and Yamaguchi (1992) described a bipolar doped polymer comprised of 3,5-dimethyl-3, 5 -di-/-butyl-4,4 -diphenoquinone (DMDB) and N,N,N, N -tetrakis(/M-methylphenyl)-l,3-diaminobenzene (PDA) in poly(4,4 -cyclohexylidenediphenylcarbonate) (PCZ). 

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