2-chloroethylcyclohexane

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: In this example 100.0 grams of cyclohexane, 17.0 grams of vinyl chloride, 6.0 grams of di-t-butyl peroxide and 21.0 grams of concentrated 37% hydrochloric acid in 21.0 grams of water were added to an 850 ml rotating autoclave. The rotating autoclave was heated to a temperature of between 130° and 140° C. at an initial pressure of 30 atmospheres of nitrogen for a period of time comprising 4 hours. At the end of this time, heating was terminated thereby allowing the autoclave to return to room temperature, and the autoclave was vented. The product was recovered and distilled. The material boiling higher than the unreacted cyclohexane was analyzed by means of preparatory gas-liquid chromatography and infrared spectroscopy. The major product showed infrared absorption at 2860 cm-1 and 2930 cm-1, thereby indicating the presence of a cyclohexyl ring and at 660 cm-1 and 730 cm-1, thereby indicating the presence of a primary alkyl chloride. It should be noted that the infrared analysis failed to disclose an absorption at 1375 cm-1, thereby indicating an absence of methyl grouping. It was determined as a direct conclusion from the infrared analysis that the product (2-chloroethyl)cyclohexane was produced in 30 mole percent yield. The product obtained in lower yield showed infrared absorption at 2860 cm-1 and 2940 cm-1, thereby indicating the presence of a cyclohexyl grouping, at 450 cm-1, thereby indicating the presence of a CH2 bonding and at 615 cm-1 and 670 cm-1, thereby indicating the presence of a secondary alkyl chloride. It was determined by mass spectroscopy that the largest significant ion found had a molecular weight of 172-174 atomic mass units. It may be concluded from the above infrared and mass spectroscopy data that the product was x-(1-chloroethyl)-y-(2-chloroethyl)cyclohexane which eliminated hydrogen chloride (loss of chlorine attached to the secondary carbon atom) during the mass spectroscopy analysis to form x-vinyl-y-(2-chloroethyl)cyclohexane, the molecular weight of which is 172.8 atomic mass units, in 17 mole percentage yield. It seems probable that bis-(2-chloroethyl)cyclohexane loses hydrogen chloride more readily than does (2-chloroethyl)cyclohexane. In the presence of hydrogen chloride the resulting vinyl compound adds hydrogen chloride to form a (2-chloroethyl)-(1-chloroethyl)cyclohexane. In the absence of hydrogen chloride, the vinyl compound polymerizes. in 17 mole percentage yield

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: In this example 100.0 grams of cyclohexane, 17.0 grams of vinyl chloride, 6.0 grams of di-t-butyl peroxide and 21.0 grams of concentrated 37% hydrochloric acid in 21.0 grams of water were added to an 850 ml rotating autoclave. The rotating autoclave was heated to a temperature of between 130° and 140° C. at an initial pressure of 30 atmospheres of nitrogen for a period of time comprising 4 hours. At the end of this time, heating was terminated thereby allowing the autoclave to return to room temperature, and the autoclave was vented. The product was recovered and distilled. The material boiling higher than the unreacted cyclohexane was analyzed by means of preparatory gas-liquid chromatography and infrared spectroscopy. The major product showed infrared absorption at 2860 cm-1 and 2930 cm-1, thereby indicating the presence of a cyclohexyl ring and at 660 cm-1 and 730 cm-1, thereby indicating the presence of a primary alkyl chloride. It should be noted that the infrared analysis failed to disclose an absorption at 1375 cm-1, thereby indicating an absence of methyl grouping. It was determined as a direct conclusion from the infrared analysis that the product (2-chloroethyl)cyclohexane was produced in 30 mole percent yield. The product obtained in lower yield showed infrared absorption at 2860 cm-1 and 2940 cm-1, thereby indicating the presence of a cyclohexyl grouping, at 450 cm-1, thereby indicating the presence of a CH2 bonding and at 615 cm-1 and 670 cm-1, thereby indicating the presence of a secondary alkyl chloride. It was determined by mass spectroscopy that the largest significant ion found had a molecular weight of 172-174 atomic mass units. It may be concluded from the above infrared and mass spectroscopy data that the product was x-(1-chloroethyl)-y-(2-chloroethyl)cyclohexane which eliminated hydrogen chloride (loss of chlorine attached to the secondary carbon atom) during the mass spectroscopy analysis to form x-vinyl-y-(2-chloroethyl)cyclohexane, the molecular weight of which is 172.8 atomic mass units, in 17 mole percentage yield. It seems probable that bis-(2-chloroethyl)cyclohexane loses hydrogen chloride more readily than does (2-chloroethyl)cyclohexane. In the presence of hydrogen chloride the resulting vinyl compound adds hydrogen chloride to form a (2-chloroethyl)-(1-chloroethyl)cyclohexane. In the absence of hydrogen chloride, the vinyl compound polymerizes. in 17 mole percentage yield

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: In this example 100.0 grams of cyclohexane, 17.0 grams of vinyl chloride, 6.0 grams of di-t-butyl peroxide and 21.0 grams of concentrated 37% hydrochloric acid in 21.0 grams of water were added to an 850 ml rotating autoclave. The rotating autoclave was heated to a temperature of between 130° and 140° C. at an initial pressure of 30 atmospheres of nitrogen for a period of time comprising 4 hours. At the end of this time, heating was terminated thereby allowing the autoclave to return to room temperature, and the autoclave was vented. The product was recovered and distilled. The material boiling higher than the unreacted cyclohexane was analyzed by means of preparatory gas-liquid chromatography and infrared spectroscopy. The major product showed infrared absorption at 2860 cm-1 and 2930 cm-1, thereby indicating the presence of a cyclohexyl ring and at 660 cm-1 and 730 cm-1, thereby indicating the presence of a primary alkyl chloride. It should be noted that the infrared analysis failed to disclose an absorption at 1375 cm-1, thereby indicating an absence of methyl grouping. It was determined as a direct conclusion from the infrared analysis that the product (2-chloroethyl)cyclohexane was produced in 30 mole percent yield. The product obtained in lower yield showed infrared absorption at 2860 cm-1 and 2940 cm-1, thereby indicating the presence of a cyclohexyl grouping, at 450 cm-1, thereby indicating the presence of a CH2 bonding and at 615 cm-1 and 670 cm-1, thereby indicating the presence of a secondary alkyl chloride. It was determined by mass spectroscopy that the largest significant ion found had a molecular weight of 172-174 atomic mass units. It may be concluded from the above infrared and mass spectroscopy data that the product was x-(1-chloroethyl)-y-(2-chloroethyl)cyclohexane which eliminated hydrogen chloride (loss of chlorine attached to the secondary carbon atom) during the mass spectroscopy analysis to form x-vinyl-y-(2-chloroethyl)cyclohexane, the molecular weight of which is 172.8 atomic mass units, in 17 mole percentage yield. It seems probable that bis-(2-chloroethyl)cyclohexane loses hydrogen chloride more readily than does (2-chloroethyl)cyclohexane. In the presence of hydrogen chloride the resulting vinyl compound adds hydrogen chloride to form a (2-chloroethyl)-(1-chloroethyl)cyclohexane. In the absence of hydrogen chloride, the vinyl compound polymerizes. in 17 mole percentage yield

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: In this example 100.0 grams of cyclohexane, 17.0 grams of vinyl chloride, 6.0 grams of di-t-butyl peroxide and 21.0 grams of concentrated 37% hydrochloric acid in 21.0 grams of water were added to an 850 ml rotating autoclave. The rotating autoclave was heated to a temperature of between 130° and 140° C. at an initial pressure of 30 atmospheres of nitrogen for a period of time comprising 4 hours. At the end of this time, heating was terminated thereby allowing the autoclave to return to room temperature, and the autoclave was vented. The product was recovered and distilled. The material boiling higher than the unreacted cyclohexane was analyzed by means of preparatory gas-liquid chromatography and infrared spectroscopy. The major product showed infrared absorption at 2860 cm-1 and 2930 cm-1, thereby indicating the presence of a cyclohexyl ring and at 660 cm-1 and 730 cm-1, thereby indicating the presence of a primary alkyl chloride. It should be noted that the infrared analysis failed to disclose an absorption at 1375 cm-1, thereby indicating an absence of methyl grouping. It was determined as a direct conclusion from the infrared analysis that the product (2-chloroethyl)cyclohexane was produced in 30 mole percent yield. The product obtained in lower yield showed infrared absorption at 2860 cm-1 and 2940 cm-1, thereby indicating the presence of a cyclohexyl grouping, at 450 cm-1, thereby indicating the presence of a CH2 bonding and at 615 cm-1 and 670 cm-1, thereby indicating the presence of a secondary alkyl chloride. It was determined by mass spectroscopy that the largest significant ion found had a molecular weight of 172-174 atomic mass units. It may be concluded from the above infrared and mass spectroscopy data that the product was x-(1-chloroethyl)-y-(2-chloroethyl)cyclohexane which eliminated hydrogen chloride (loss of chlorine attached to the secondary carbon atom) during the mass spectroscopy analysis to form x-vinyl-y-(2-chloroethyl)cyclohexane, the molecular weight of which is 172.8 atomic mass units, in 17 mole percentage yield. It seems probable that bis-(2-chloroethyl)cyclohexane loses hydrogen chloride more readily than does (2-chloroethyl)cyclohexane. In the presence of hydrogen chloride the resulting vinyl compound adds hydrogen chloride to form a (2-chloroethyl)-(1-chloroethyl)cyclohexane. In the absence of hydrogen chloride, the vinyl compound polymerizes. in 17 mole percentage yield