M-Phenoxybenzoic acid

More recently [79], a carboxy-terminated PBZT ([r ] = 4.8 dL/g) was reacted with m-phenoxybenzoic acid via a Friedel Craft procedure in a meth-anesulfonic acid/P2Os mixture. This provided an ABA block copolymer in which the outer blocks (A) are composed of flexible coil polyetherketone (PEK) and a center block (B) which contains the rigid-rod PBZT. Thermomechanical analysis showed that 20 PBZT/80 PEK and 10 PBZT/90 PEK compositions exhibited glass transition temperatures of 157 °C and 135°C respectively. Consolidation studies have not been investigated to date. 

An alternate approach was the synthesis [85,86] of PBZT copolymers (XIX) containing pendent 2,6-dimethylphenoxy graft sites. Such copolymers do not lead to any breaks within the rigid-rod backbone thereby, they have no adverse effects upon rod reinforcement efficiency. Using the conventional PBZT polymerization procedure, 2-(2,6-dimethylphenoxy)terephthaloyl chloride was substituted for terephthaloyl chloride up to 30 mol %. The pendent dimethylphenoxy copolymers were then reacted with m-phenoxybenzoic acid in PPMA. 

Another important derivative of m-cresol used in the manufacture of plant protection agents is m-phenoxytoluene, which can be produced from m-cresol and chloro- or bromobenzene at temperatures of 200 °C, with copper catalysts. m-Phenoxytoluene is converted into m-phenoxybenzoic acid methyl ester by oxidation with a cobalt acetate/KBr catalyst and subsequent esterification m-phenoxybenzoic add methyl ester serves as an intermediate in the production of m-phenoxybenzaldehyde, which is used as the raw material in the production of the synthetic pyrethroid insecticide, fenvalerate (see Chapter 6.3.2). The cyanohydrin is formed in-situ, then made to react with 2-isopropyl-(4-chlorophenyl) acetic acid chloride to yield fenvalerate, which was developed by Sumitomo Chemical in 1972. Pyrethroid insecticides are distinguished by their low toxicity and high activity. 

Kimata A, Kondo T, Ueyama J, Yamamoto K, Kamijima M, Inoue T, Ito Y, Hamajima N (2009) Relationship between dietary habits and urinary concentrations of 3-phenoxybenzoic acid in a middle-aged and elderly general population in Japan. Environ Health Prev Med 14 173-179... 

Phenoxybenzoic acid [3739-38-6] M 214.2, m 145°. Crystd from aqueous EtOH. 

Nichkova, M., Dosev, D., Gee, S.J., Hammock, B.D., and Kennedy, I.M. 2005. Microarray immunoassay for phenoxybenzoic acid using polymer encapsulated Eu Gd203 nanoparticles as fluorescent labels. Anal Chem 77(21) 6864—6873. 

Many electrochemical approaches to biaryls, e.g., electroreductive dimerization of aryl halides [12, 13] and electrooxidative dimerization of arylboronic acids [14], have been investigated. Substituted or non-substituted benzoic acids are electrochemically reduced to the corresponding alcohols or aldehydes. For instance, electroreduction of /M-phenoxybenzoic add proceeds smoothly to afford m-phenoxybenzaldehyde, an intermediate for insecticide [2,15]. 

Mycosinol, M-60154 Mycosinol, M-80202 4-Phenoxybenzoic acid, P-80088 11 -Tridecene-3,5,7,9-tetrayne-1,2,13-triol, T-80262... 

In an in vitro percutaneous study performed on rodent and pig skin with DEBT (diethyl-m-toluamide CAS no. 134-62-3), permethrin and carbaryl results were that no permethrin was absorbed. It was believed by the authors that DEBT inhibited the absorption of permethrin (Baynes et al. 1997). Bast et al. (1997) studied the percutaneous absorption of permethrin through the isolated perfused rabbit ear. Permethrin was applied in isopropyl myristate (reference ointment) or in ethanol. The ethanol was evaporated off skin, and the skin was covered with 1.5 (w/w) methyl cellulose in water. The authors measured the appearance rates (pmol min cm ) of 3-phenoxy benzene methanol (CAS no. 13826-35-2) and 3-phenoxybenzoic acid (CAS no. 3739-38-6) in the effusate after dermal application (3.61 pmol cm of skin). No permethrin per se was found in the effusate. The metabolites were believed to be from impurities in the permethrin. From the concentration that permethrin constitutes in a pharmaceutical brand (Ambush ) and from detection limits. Bast et al. (1997) calculated a Kp of 2.63 x 10 cm h . ... 

Chen S, Lai K, Li Y, Hu M, Zhang Y, Zeng Y (201 la) Biodegradation of deltamethrin tmd its hydrolysis product 3-phenoxybenzaldehyde by a newly isolated Streptomyces aureus strtiin HP-S-01. Appl Microbiol Biotechnol 90 1471-1483 Chen S, Yang L, Hu M, Liu J (2011b) Biodegradation of fenvalerate and 3-phenoxybenzoic acid by a novel Stenotmphomoruis sp. strain ZS-S-01 and its use in bioremediation of contaminated soils. Appl Microbiol Biotechnol 90 755-767... 

---