Acids carbamic

Acetic acid Urea Acetamide Carbamic Acid... 

The reaction commences at about 120° the carbamic acid formed decomposes immediately into carbon dioxide and ammonia. The latter may form the ammonium salt with unreacted acid the ammonium salt also reacts with urea at temperatures above 120° to yield the amide ... 

Note.—Esters of carbamic acid upon boiling with aniline yield carbanilide (m.p. 238°), ammonia and the corresponding alcohol. 

Urea can be considered the amide of carbamic acid, NH2COOH, or the diamide of carbonic acid, CO(OH)2. At room temperature, urea is colorless, odorless, and tasteless. Properties are shown ia Tables 1—4. Dissolved ia water, it hydrolyzes very slowly to ammonium carbamate (1) and eventually decomposes to ammonia and carbon dioxide (qv). This reaction is the basis for the use of urea as fertilizer (qv). 

Ghlorpropham. (3-Chlorophenyl)carbamic acid 1-methyl ester [101-21-3] (Chlorpropham, CJPC) (21) was patended in the early 1950s and is a carbamate. Its only use in the United States is on stored Irish potatoes to inhibit bud development. The potatoes, which are generally stored at temperatures >10° C for maximum flavor, are treated by passing a stream of air laced with chloropropham over the potatoes for 48 hours after which the potatoes are purged with pure air. 

Industrially, polyurethane flexible foam manufacturers combine a version of the carbamate-forming reaction and the amine—isocyanate reaction to provide both density reduction and elastic modulus increases. The overall scheme involves the reaction of one mole of water with one mole of isocyanate to produce a carbamic acid intermediate. The carbamic acid intermediate spontaneously loses carbon dioxide to yield a primary amine which reacts with a second mole of isocyanate to yield a substituted urea. 

Naphthol is mainly used in the manufacture of the insecticide carbaryl (59), l-naphthyl A/-methyicarbamate/ iJ-2j5 - (Sevin) (22), which is produced by the reaction of 1-naphthol with methyl isocyanate. Methyl isocyanate is usually prepared by treating methylamine with phosgene. Methyl isocyanate is a very toxic Hquid, boiling at 38°C, and should not be stored for long periods of time (Bhopal accident, India). India has developed a process for the preparation of aryl esters of A/-alkyl carbamic acids. Thus l-naphthyl methylcarbamate is prepared by refluxing 1-naphthol with ethyl methylcarbamate and POCl in toluene (60). In 1992, carbaryl production totaled > 11.4 x 10 t(35). Rhc ne-Poulenc, at its Institute, W. Va., facihty is the only carbaryl producer in United States. 

Carbamic acid [463-77-4] NH2COOH, is the hydrated form of isocyanic acid [75-13-8] H—N=C=0. It is not known in the free state hydrolysis rapidly gives ammonia and carbon dioxide. 

Carbamic acid is the monoamide of carbonic acid the diamide is the weU-known compound urea [57-13-6] also called carbamide (see Urea). Guanidine [113-00-8] could be regarded as the amidine of carbamic acid (see Cyanamides). 

The acid chloiide (chloioformamide [463-72-9] "uiea chloiide"), NH2COCI, and its salts have been prepared. Ammonium carbamate [1111 -78-OJ can be obtained as a white crystalline sobd by reaction of dry carbon dioxide and ammonia. It is an impurity in commercial ammonium carbonate [506-87-6] (see Ammonium compounds). Esters of carbamic acid are quite stable. The best known is the ethyl ester usually called urethane [51 -79-6],... 

The ammonium carbamate then loses a molecule of water to produce urea [57-13-6] CO(NH2)2- Commercially, this is probably the most important reaction of carbon dioxide and it is used worldwide ia the production of urea (qv) for synthetic fertilizers and plastics (see Amino resins Carbamic acid). 

Reactions with Nitrogen Compounds. The reaction with ammonia is the classical method for preparing primary carbamates. Excess ammonia is used as an acid acceptor to remove the HCI formed (see Carbamic acid). 

Carbamates derived from chloroformates are used to manufacture pharmaceuticals, including tranquili2ers (58), antihypotensives, and local anesthetics, pesticides, and insecticides (see Carbamic acid). 

Properties. Cyanamide [420-04-2] also called carbamodiimide or carbamic acid nitrile, crystallises from a variety of solvents as somewhat unstable, colorless, orthorhombic, dehquescent crystals (2). Dimerization is prevented by traces of acidic stabilizers such as monosodium phosphate and by storage at low temperature. 

The only practical method for preparing alkylene thioureas is by the action of the diamines upon carbon disulfide in aqueous alcohol. The final heating is essential to convert the thio-carbamic acid into the cyclic compound, the addition of hydrochloric acid being beneficial. ... 

A. Ethyl N- p-tolylsulfonylmethyl)carhamate,[Carbamic acid, (4 -methyl-phenylsulfonylmethyl)-, ethyl ester]. A solution of 178 g. (1.0 mole) of sodium p-toluenesulfinate (Note 1) in 1 1. of water is placed in a 3-1., three-necked daak, equipped with a condenser, an efficient mechanical stirrer, and a thermometer. After addition of 100 ml. (108 g.) of a 34—37% solution of formaldehyde ca. 1.2-1.4 moles) (Note 2), 107 g. (1.2 moles) of ethyl carbamate (Note 3), and 250 ml. of formic acid (Note 4), the stirred solution is heated to 70°. Soon after this temperature is reached, the reaction mixture becomes turbid by separation of the... 

Initially, the water slowly reacts with the isocyanate. However, the reaction can be catalyzed with an appropriate catalyst, such as dibutyltin dilaurate or a morpholine tertiary amine catalyst. The isocyanate will react with water to form a carbamic acid, which is unstable and splits off carbon dioxide, to produce a terminal amine end group (see p. 76 in [6]). This amine then reacts with more isocyanate-terminated prepolymer, as shown above, to form a polyurea. This process repeats itself, building up molecular weight and curing to become a polyurea-polyurethane adhesive. 

CARBAMIC ACID, ETHYL ESTER see URETHANE CARBAMIDE, THIO- see THIOUREA... 

CAPTAN SC , captan, 35 Carbachol chloride, 35 Carbagas, 156, 203 Carbamic acid ethyl ester, 35 Carbaryl, 35... 

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