The reaction of various α, β-unsaturated compounds (ethylene, isobutylene, hexene-1, octene-1, cyclohexene, and allyl chloride) with carbon tetrachloride was carried out by using various initiators [P (OEt) 3-FeCl3·6H2O, HMPA-FeCl3·6H2O, n-C4H9NCl2- (n-C4H9) 2NH, n-C4H9NH2-CuCl2, n-C4H9NH2-FeCl3·6H2O, n-C4H9NH2, and DTBP] at reaction temperature 130°C in a stainless steel autoclave. The relation between the added initiator component and the reaction products was investigated. As a result, it was found that the initiator system may be roughly divided into two groups through the analysis of the telomer yield and its composition.
The following γ-carboxypropylated products of 4-chlorophenol, 2, 2'-dihydroxy-5, 5'-dichloro-diphenylmethane and 2, 6-bis (2-hydroxy-5-chlorobenzyl) -4-chlorophenol were prepared. _??_R1=- (CH2) 3COONa, Sample number (1) _??_R1=- (CH2) 3COONa, R2=H (2) R1=R2=- (CH2) 3COONa, (3) _??_R1=- (CH2) 3COONa, R2=R3=H, (4) Mixture of R1=R2=- (CH2) 3COONa, R3=H and R1=R3=- (CH2) 3COONa, R2=H (5) The physico-chemical properties of these aqueous solution were studied. The results obtained were as follows : 1) Samples (2), (3) and (5) exhibited a considerable lowering of surface tension and increase of reduced viscosity. 2) (5) was more powerful in emulsifying of liquid paraffin in water, as compared with the other samples (2) and (3). 3) Aqueous solution of (2) was the most wettable to the test felt pieces. 4) Studies on the surface tension, solubilization of Orange OT and electrolytic conductivity as a function of concentration of the samples indicated that every samples, (2), (3) and (5) formed a micelle over cmc (1.0g/100ml).
Sodium alkyl-isobornyl-sulfosuccinates (alkyl; ethyl , n-butyl , 3-ethylhexyl ) were prepared by addition of sodium hydrogen sulfite to alkyl-isobornyl-maleates (AIBM). An alkyl-isobornyl-succinyl-polyoxyethylene ethers were prepared by addition of polyethylene glycol (PEG) which having the molecular weight of 200, 400 and 600, to AIBM. Thus synthesized surfactants were enough investigated for their surface activities such as surface tention, foaming property, penetrating power, solubilizing power and emulsifying power.  had far better surface activities than Aerosol OT (sodium di-2-ethyl-hexyl-sulfosuccinate) and ABS (sodiumdodecyl-benzenesulfonate). Polyoxyethylene ethers, which were prepared by addition of PEG400 to 2-ethyl-hexyl-isobornyl-maleate, or of PEG600 to n-butyl-isobornyl-maleate, had similar activities to polyoxyethylene ether that as prepared by addition of PEG400 to di-2-ethyl-hexyl-maleate or LAS (sodium linear alkyl benzenesulfonate).
Fifteen kinds of anionic surfactants were prepared by addition of sodium hydrogen sulfite with Diels-Alder adducts which are obtained via diene synthesis of alkyl-isobornyl-maleate (alkyl; ethyl, n-butyl, 2-ethyl-hexyl) and diene such as 1, 3-butadiene, isoprene, cyclopentadiene, 1, 3-p-mentha-diene and alloocimene. Thirty kinds of nonionic surfactants were prepared by addition of polyethylene glycol whose molecular weight being 400 and 600, with these Diels-Alder adducts. Thus synthesized surfactants were investigated for the surface activities such as for surface tention, foaming property, penetrating power, solubilizing power, solubilizing power and for emulsifying power. In these anionic surfactants, the surface activities of sodium sulfonate of adducts of alkyl-isobornyl-maleate and alloocimene were excellent as compared with Aerosol OT (sodium di-2-ethyl-hexyl-sulfosuccinate) and ABS (sodium dodecyl-benzene sulfonate). In the nonionic surfactants, some kinds of the surfactants showed almost similar surface activities as compared with LAS (sodium linear alkyl benzenesulfonate) and di-2-ethyl-hexyl-succinyl-polyoxyethylene ether.
Hydroformylation of limonene has been studied using cobalt carbonyl and rhodium carbonyl catalysts under “oxo reaction” conditions. The aimed β- (4-methyl-Δ3-cyclohexenyl) -butylaldehyde was obtained with theoretical yields of 42 and 52% based on limonene by using bis- (cobalt tricarbonyl tributylphosphine) complex and rhodium carbonyl catalysts, respectively, and the following by-products were isolated and identified from IR, NMR and mass spectral data : 8, 10-dihydro-limonene, 1-hydro-2-formyl-limonene, α- (4-methyl-Δ3-cyclohexenyl) -dimethyl acetaldehyde and β- (3-formyl-4-methyl-cyclohexyl) -butylaldehyde.
The reaction of myrcene with excess acetic acid catalyzed by metallic palladium in the presence of copper diacetate and sodium acetate under oxygen stream gave a mixture of various acetates of terpene alcohols in a total yield of 20%.