Matheson

W. Brake and A. L. Mossman, eds.. The Matheson Unabridged Gas Data Book, Matheson Gas Products, East Rutherford, N.J., 1974. 

D. Matheson, J. E. Matheson, and M. M. Menke, ReND Decision Quality Association Benchmarking Stuff, Strategic Decisions Group, Menlo Park, Calif., 1993. 

D. R. Matheson, Nitrile Compounding Symposium, presented at Rubber Energy Group, Sept. 1985. 

Elydrogen Sulfide, MSDS, Matheson Gas Products, Montgomeryvihe, Pa., 1994. 

Anhydrous hydrazine, 97+J, is purchased from Matheson, Coleman and Bell, Norwood, OH 45212, and is used without further purification. 

CP grade ethylene (Matheson) was used without purification. A flow of ca. 100 raL/min of ethylene for 2-3 hr is adequate for saturation. Gas flow is continued throughout the irradiation in order to maintain a high concentration of ethylene and for stirring. 

The anhydrous hydrogen bromide was purchased in a lecture bottle from Matheson. A trap is used between the lecture bottle and the gas Inlet tube. 

Commercial phosphorus sulfide, 45 0, is used without purification. Checkers used P4S10 from Matheson, Coleman and Bell and from Alfa Products, Morton/Thiokol, Inc. Best results (yield, melting point) were obtained with the Alfa sample, mp 291-295°C. 

Reagent grade potassium cyanide was purchased from Matheson, Coleman and Bell, and dried at IIB C (0.5 itm) for 24 hr. The checkers found it necessary to use newly purchased potassium cyanide. The use of potassium cyanide which was several years old gave incomplete reaction even at extended reaction times. The large excess of potassium cyanide is used simply to obtain convenient reaction times. For comparison, use of 1.5 equiv of KCN gave 38% conversion under conditions where 3 equiv produced 100% conversion. 

Technical grade zinc cyanide was used as supplied by Matheson, Coleman and Bell. Other Lewis acids, notably aluminum chloride, zinc bromide, and zinc iodide may be used as catalysts for the reaction. 

Propyne can be purchased from Linde Specialty Gases or Farchan Research Laboratories. Matheson GJas Products sells propyne also, but only in 100-lb. quantities. 

Trichlorofluoromethane (Freon 11) is available from E. I. duPont de Nemours and Company, Inc., or Matheson Gas Products. 

Nitrosyl chloride (Matheson Gas Products) with a purity specified as > 97% was used. Occasionally, the needle valve of the nitrosyl chloride tank clogs. After closing the tank, the valve is disconnected and flushed with acetone until the acetone remains colorless. The needle valve is reconnected after being dried with compressed air. 

The submitters used Matheson thionyl chloride without further purification. 

Cyclopentadiene, b.p. 40°, is obtained by heating commercial 85% dicyclopentadiene (e.g., from Matheson, Coleman and Bell Company, Norwood, Ohio) under a short column (M in. diameter X 8-12 in. length) filled with glass helices. The distilled cyclopentadiene is collected in a receiver which is maintained at Dry Ice temperature until the cyclopentadiene is used. Methylcyclopentadiene and other substituted cyclopentadienes such as indene may also be employed for the synthesis of the correspondingly substituted ferrocenes. In these cases, the reaction of the hydrocarbon with sodium is much slower than with cyclopentadiene, and refluxing for several hours is required to complete the reaction. 

Matheson Company w-aminobenzoic acid was used without further purification. 

Pyruvic acid from Matheson, Coleman and Bell was distilled just before use. Material boiling at 46 7° at 4 mm. was employed. 

Technical grade sulfuryl chloride from Matheson, Coleman and Bell was found satisfactory. 

Commercial isatin from Eastman Kodak or Matheson, Coleman and Bell has been used, but poorer yields are obtained (about 10% less) than when purified material is employed. Purification by reprecipitation or by recrystallization from glacial acetic acid is equally satisfactory. 

Eastman Kodak Co. white label triphenylphosphine and Matheson Co. methyl bromide were used. Triphenylphosphine is available from the Metal and Thermit Corp., Rahway, New Jersey. 

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