THE ADDITION OF CYCLIC ETHERS TO TETRACHLOROETHYLENE BY THE $gamma$-RAY IRRADIATION

Journal Article · Tue Jan 01 04:00:00 EST 1963 · Proc. Japan Conf. Radioisotopes

OSTI ID:4698515

Matsuda, T; Yumoto, T; Iseda, K

The radiation-induced addition reaction between tetrachloroethylene and cyclic ethers, tetrahydrofuran and paradioxane, was studied. In a glass ampule tetrachloroethylene and cyclic ether were placed and the ampule was deaerated, sealed, and then irradiated with gamma rays at a dose rate of 1.2 to 6.0 x 10/sup 4/ r/hr at room temperature. The reaction mixture was distilled to remove unchanged samples and the remainder was distilled under reduced pressure to obtain crude oil. The crude oil was redistilled precisely to separate 1: 1 adduct. The amount of 1: 1 adduct in the crude ofl was also determined by gas chromatography measurement. In the case of tetrahydrofuran, 2- (1,1,2,2tetrachloroethyl) tetrahydrofuran was found to be the main product. In the case of paradioxane, 2-(1,2,2-trichlorovinyl) paradioxane and 2-(1,1,2,2- tetrachloroethyl) paradioxane were the products, with the former the dominant product. The physical properties of these products are summarized in a table. The effects of the reaction conditions on the conversion, based on the total amount of tetrachloroethylene used, and the yield of 1: 1 adduct, based on the amount of tetrachloroethylene consumed, were studied. In the case of tetrahydrofuran, the yield of 1: 1 product was 75-80%. There was a tendency toward decrease as irradiation dose increased. G-value of the formation of 1: 1 product was about 900. In the case of paradioxane, the rate of conversion was much smaller than that in the case of tetrahydrofuran. 2-(1,2,2-Trichlorovinyl) paradioxane and 2(1,1,2,2-tetrachloroethyl) paradioxane were obtained in 4558% and 9-20% yields respectively. The optimum mol ratio of tetrachloroethylene to cyclic eiher was found to be 1:4. (A.G.W.)

• Research Organization: Government Industrial Research Inst., Nagoya
• NSA Number: NSA-17-030142
• OSTI ID: 4698515
• Journal Information: Proc. Japan Conf. Radioisotopes, Journal Name: Proc. Japan Conf. Radioisotopes Vol. Vol: 5th, No. 3
• Country of Publication: Country unknown/Code not available
• Language: Japanese

Related Subjects

CHEMICAL REACTIONS
CHROMATOGRAPHY
DISTILLATION
ETHERS
ETHYLENE
GAMMA RADIATION
GENERAL AND MISCELLANEOUS
GLASS
HYDROCARBONS
IRRADIATION
OILS
PRESSURE
RADIATION DOSES
SEALS
TABLES