Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Chemical compound
Benzyl carbamate is the organic compound with the formula C6H5CH2OC(O)NH2. The compound can be viewed as the ester of carbamic acid (O=C(OH)(NH2)) and benzyl alcohol, although it is produced from benzyl chloroformate with ammonia.[1] It is a white solid that is soluble in organic solvents and moderately soluble in water. Benzyl carbamate is used as a protected form of ammonia in the synthesis of primary amines. After N-alkylation, C6H5CH2OC(O) group is removable with Lewis acids.[2]
^Meyer, Hartmut; Beck, Albert K.; Sebesta, Radovan; Seebach, Dieter (2008). "Benzyl Isopropoxymethyl Carbamate - an Aminomethylating Reagent for Mannich Reactions of Titanium Enolates". Organic Syntheses. 85: 287. doi:10.15227/orgsyn.085.0287.
^Sanchez-Sancho, Francisco; Romero, Jose Antonio; Fernandez-Ibanez, M. Angeles (2010). "Benzyl Carbamate". E-EROS Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rn01206. ISBN 978-0471936237.
Benzylcarbamate is the organic compound with the formula C6H5CH2OC(O)NH2. The compound can be viewed as the ester of carbamic acid (O=C(OH)(NH2)) and...
Benzyl chloroformate, also known as benzyl chlorocarbonate or Z-chloride, is the benzyl ester of chloroformic acid. It can be also described as the chloride...
groups, such as BOC, FMOC, benzyl chloroformate and trichloroethyl chloroformate are carbamates. Urethane (ethyl carbamate) was once produced commercially...
industry, both are now suspected carcinogens. Benzylcarbamate is also known. The enzyme class carbamate kinase, involved in several metabolic pathways...
undergoes a Curtius rearrangement in the presence of benzyl alcohol and heat(2) to give a benzylcarbamate (3). The Cbz group of intermediate 3 is removed...
The molecular formula C8H9NO2 may refer to: Aminomethylbenzoic acid Benzylcarbamate Hydroxydanaidal Metacetamol Methyl anthranilate N-Phenylglycine Phenylglycine...
IUPAC nomenclature, the prefix benzyl refers to a C6H5CH2 substituent, for example benzyl chloride or benzyl benzoate. Benzyl is not to be confused with phenyl...
alkene, an osmium catalyst, and a chiral ligand. Related procedures use benzylcarbamate (CbzNH2), sodium hydroxide, tert-butyl hypochlorite to give CbzNCl(Na)...
Figure 1. Organogelators with different peripheral groups, benzylcarbamate (Z) or butyl carbamate (Boc), in different location of the molecules. Adapted...
steam-heated carbamate decomposer, then recombining the resulting carbon dioxide and ammonia in a falling-film carbamate condenser and pumping the carbamate solution...
used as such due to poor resolution and difficulty in handling. But the carbamate and benzoate derivatives of these polymers, especially amylose and cellulose...
from 2,4-pentadienoic acids by the Curtius rearrangement: benzyl trans-1,3-butadiene-1-carbamate". Organic Syntheses; Collected Volumes, vol. 6, p. 95. Woodward...
and thus be used to kill tumor cells. Latrunculin A and its 17-O-[N-(benzyl)carbamate ( suppress hypoxia-induced HIF-1 activation in T47D breast tumor cells...
a benzyl ester on the carboxyl group, a fluorenylmethylenoxy carbamate on the amine group, and a tert-butyl ether on the phenol group. The benzyl ester...
nitrogen is then protected as its ethyl carbamate by acylation with ethyl chloroformate (6). The benzylcarbamate function on nitrogen at the 4 position...
should not be confused with benzyl, which has the formula −CH2−C6H5. The benzoyl group is given the symbol "Bz" whereas benzyl is commonly abbreviated "Bn"...
is another carbamate-type amine protecting group, discovered by Leonidas Zervas in the early 1930s and usually added via reaction with benzyl chloroformate...
Venkat (July 2000). "Direct Conversion of Azides and BenzylCarbamates to t- Butyl Carbamates Using Polymethylhydrosiloxane and Pd-C". Chemistry Letters...
reacts with sodium benzyloxide (generated from sodium and benzyl alcohol) to generate benzyl benzoate. The method is used in the production of ethyl acetate...
from 2,4-pentadienoic acids by the Curtius rearrangement: benzyl trans-1,3-butadiene-1-carbamate". Organic Syntheses; Collected Volumes, vol. 6, p. 95. 1...
includes methylparafynol and tert-amyl alcohol. It is not a benzodiazepine, carbamate, or barbituric acid derivative, and its molecular structure is considerably...
alkenyl groups derived from alkenes (propenyl, butenyl), or aryl groups (benzyl). In acyloxy groups the acyl group is bonded to oxygen: R−C(=O)−O−R′ where...
are similar. Representative reactions are: Reaction with amines to form carbamates: ROC(O)Cl + H2NR' → ROC(O)-N(H)R' + HCl Reaction with alcohols to form...
retention of configuration. In one study a nitrene, formed by oxidation of a carbamate with potassium persulfate, gives an insertion reaction into the palladium...
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