3,3'-Dithiobis(6-nitrobenzoic Acid) (EASTMAN 10212) Ellman's reagent The crucial clothespin role of sulfhydryl groups in the shaping of enzymes has created a big demand for "Ellman's reagent" for measur­ing —SH concentrations. It joins the recently added N-Ethylmale-imide (EASTMAN 9951), also a sulfhydryl reagent. Biochem., 5:1702 (1966); /. Biol Chem., 242:3613 (1967).

5-Chloro-2-nitrobenzoic Acid (EASTMAN 10210) If you have reason to synthesize Ellman's reagent yourself, you might use this as an intermediate. We do.

p-Methoxycinnamic Acid (EASTMAN 10324) p-Methoxycinnamic acid was used in an interesting spectrophotomet-ric study on the ionization of the cis and trans stereoisomers of p-coumaric acid to demonstrate and prove some of the anomalous phenomena observed in p-coumaric acid: In EtOH, no ionization of cis or trans isomers occurs. In aqueous solution, however, both isomers are partially ionized, the trans form to a lesser extent; addition of HC1 almost completely suppresses ionization. Anhydrous NaOAc caused ionization of the trans isomer to a greater extent in EtOH than in aqueous solution. Spectrochim. Acta, 21:1869 (1965).

2-Pyrimidinol (EASTMAN 10227) 2-hydroxypyrimidine

A basic building block for pyrimidine synthesis which has been the subject of dozens of physical studies. One such involves the formation of this product from l,2-dihydro-2-imino-l-methylpyrirnidine in a series of reactions closely related to those postulated for the Dimroth rearrangement. The reaction is particularly interesting because 2-methylaminopyrimidine would normally be expected to result. Under certain conditions, however, the above compound results as a product of hydrolytic deamination wherein MeNH2 is lost from an open chain intermediate prior to rotation and recyclization. Australian J. Chem., 18:163 (1965).

OctylGallate (EASTMAN 10297) Something of an antioxidant useful in research studies. Better established are the food-grade TENOX Antioxidants of Eastman Chemical Products, Inc., Kingsport, Tenn. 37662. Write direct for informa-

Cyclohexanebutyric Acid Cobalt Salt (EASTMAN 10255) A reference compound for cobalt in petroleum products. Dissolves readily in chloroform, but not in benzene or xylene. Joins a list of compounds recently announced for their usefulness in this area. NBS Monograph #54.

Tetramethylammonium Fluoride (EASTMAN 10260) In a study of the explosive decomposition of tetramethylammonium amide, tetramethylammonium fluoride and potassium amide were used in a reaction to determine whether trimethylamine and dimethyl ether were formed and what mechanisms were at work. During the course of the reaction, violent explosive decompositions have been known to occur, so extreme caution is advised when attempting this experiment. See J. Org. Chem., 52:3189 (1967).

Benzamidine Hydrochloride (EASTMAN 6228) C«HSC(:NH)NH2-HC1 Benzamidine-HCl has been used in a study on urinary kallikreins. The same enzyme was determined to be responsible for the kinin-releasing activity of horse and rat urinary kallikrein and benzoyl-L-arginine ethyl ester esterase because both activities could be inhibited by this compound. Biochem. Biophys. Res. Commun., 27:448 (1965). Also a well-known trypsin inhibitor.

p-Chlorophenoxyacetic Acid (EASTMAN P5232) Long known as a growth hormone for tomatoes, growth regulator for a multitude of fruits and vegetables and for growing seedless figs, grapes, etc. Its esters are weed killers and insecticides. In a study of the variation in the uptake of this and other chlorinated phenoxyacetic acids by stem tissues of Gossypium hirsutum, it was determined that two patterns of uptake were involved: In the first, the accumulation of the compound becomes quickly disorganized after the tissues are ex­cised from the plant; this appears to be peculiar to compounds with auxin-like properties. In the second case, the uptake was stable. / . Exptl. Botany, 16:691 (1965).

Geraniol (EASTMAN 378) /ra/u-3,7-dimethyl-2,6-octadien-l-ol An important reference compound of high purity. A known repellent for the Douglas-fir beetle which plagues our northwestern coastal forests. Can. Entomologist, 95:98 (1966).

Phenyl (trichloromethyl) mercury (EASTMAN 10298) In 1926 Russian workers prepared the first trihalomethylmercury compound. Nothing further was heard of this class of compound until 1957 when another Russian published what was to be the first of three new synthetic routes to trihalomethylmercurials. The discovery in 1962 by some sharp researchers at MIT that phenyl (trihalomethyl)-mercurials were important reagents for the synthesis of gem-dihalo-cyclopropanes has led to increased interest in their properties and uses. Phenyl (trichloromethyl) mercury reacts rapidly at 80 C in 1,2-di-methoxyethane with sodium iodide to produce trichloromethide ion, which loses chloride ion and gives dichlorocarbene. If this reaction is carried out in the presence of an olefin, gem-dichlorocyclopropanes re­sult. / . Org. Chem., 52:2980 (1967).

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