1.3- Benzodithiolium perchlorate

Though not as sensitive as 1,3-benzodithiolium perchlorate, this salt is also explosive. 

Acrylic acid, Initiator, Water, 1148 Aluminium chloride, Water, 0062 Barium peroxide, Propane, 0216 1,3-Benzodithiolium perchlorate, 2677 1,1 -Bis(fluorooxy)tetrafluoroethane, 0641 Borane-tetrahydrofuran, 0138 Boron tribromide, Water, 0122 Bromine, Aluminium, Dichloromethane, 0261 Bromine, Tungsten, Tungsten trioxide, 0261 f 1,3-Butadiene, 1480 Calcium oxide, Water, 3937 Chlorine trifluoride, Refractory materials, 3981 Chromium trioxide, Acetic acid, 4242 Copper(II) oxide, Boron, 4281 Diazoacetonitrile, 0675 Dihydroxymaleic acid, 1447 Ethyl azide, 0872... 

Benzodithiolium perchlorate, 2673 5-Benzofurazanol, see 5-Hydroxybenzofurazan, 2183b Benzofurazan-/V-oxide, 2183a Benzohydrazide, 2794... 

Methylbenzene-l,2-dithiol, in methyl chlorodithioformate gives 2-methylthio-5-methyl-1,3-benzodithiolium perchlorate (81) (33% yield) on treatment with 70% perchloric acid." ... 

Benzodithiolium perchlorate (218 R = H, X = CIO4) is highly explosive. Its 2-methylthio-derivative (218 R = MeS) condenses with 1-ethylaminonaphthalene to give the stable quinone-methide imine (219). Lithium trialkyl(alkynyl)borates Li R 3BC=CR (R R = n-CsHn or n-C6Hi3) react stereoselectively with the salt (218 R = H, X = Bp4) to produce vinylboranes (220) in high cis itrans ratios, which on hydrolysis and... 

Deuterio-l,3-benzodithiolium perchlorate (1, X = CIO4) has been described as a useful synthon for the preparation of deuterioaldehydes from organometallic regents. However, the extreme sensitivity of 1,3-benzodithiolium perchlorate, and perchlorates in general, towards detonation is highlighted in a communication by Pelter, who indicates that the corresponding tetrafluoroborate (1,X = BF4) is easily handled, and behaves chemically in a similar fashion to the... 

Condensation of dimethylformamide and 2,5-dimethyl-I,3-benzodithio-lium perchlorate in phosphorus oxychloride gives a 2-(2-dimethylamino-vinyl) derivative 199 in excellent yield. A I I condensation product is also obtained from 2,5-dimethyl-I,3-benzodithiolium perchlorate and malono-dialdehydedianilide hydrochloride in hot acetic anhydride. A double condensation between 2-methyl-l,3-dithiolium cations and ethyl orthoformate, leads to 200. 

Dimethylaminophenylazo)-l,3-benzodithiolium perchlorate in methanol absorbs intensely at 566 nm (log e = 4.59). ... 

Methyl-l,3-benzodithiolium perchlorate (218 R = H, X = C104 5-Me) condenses with 2-hydroxy-1,6-methano [ 10] annulene to yield the stable quinone methide (223). ... 

The electronic spectra of 1,2-dithiolium, 1,2-benzodithiolium, 3-mercapto-1,2-dithiolium, and 3-mercapto-1,2-benzodithiolium cations, dissolved in aqueous perchloric acid, have been measured and were interpreted by Pariser-Parr-Pople (PPP) calculations. The spectrum of 3-phenyl-5-morpholino-l,2-dithiohum perchlorate in methylene chloride has been measured. ... 

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