- Production Method of Phenyl cyanate
-
Phenyl cyanate (CAS NO.: ), which is also known as Cyanic acid, phenyl ester, could be produced through the following synthetic routes.
A 1-L, three-necked, round-bottomed flask equipped with a mechanical stirrer, thermometer, and a 200-mL pressure-equalizing dropping funnel with a stopper is charged with 160 g (50.9 mL, 1.0 mol) of bromine and 150 mL of water. The mixture is stirred rapidly while cooling in an ice–salt bath to -5°C, and a solution of 49.0 g (1.0 mol) of sodium cyanide in 150 mL of water is added dropwise over a 40–50 min period while maintaining the temperature of the reaction mixture at -5 to 5°C. The resulting solution is stirred an additional 5–10 min. A solution of 89.5 g (0.95 mol) of phenol in 300 mL of tetrachloromethane is added in one portion to the flask. The resulting mixture is stirred vigorously while 96.0 g (131 mL, 0.95 mol) of triethylamine is added dropwise over a 30–40-min period at such a rate that the temperature does not exceed 5–10°C. After an additional 15 min of stirring, the mixture is transferred to a separatory funnel, the organic phase is separated and the aqueous layer is extracted twice with 50-mL portions of tetrachloromethane. The organic phases are combined and washed three times with 50-mL portions of water and then dried over polyphosphoric anhydride (P2O5). The drying agent is removed by filtration and the solvent is removed by distillation under reduced pressure using a rotary evaporator at 20°C (25 mm). A few drops of polyphosphate ester are added to the remaining liquid and the product is distilled through a 20-cm Vigreux column to give 85–96 g (75–85%) of phenyl cyanate, bp 77–79° (13 mm), nD20 1.5094–1.5100, d420 1.096. The product is a colorless liquid with a pungent odor.
Notice: These operations, which involve toxic reagents, should be conducted in an efficient hood.
Prev:No record
Next:No record - 【Back】【Close 】【Print】【Add to favorite 】
- Related information
- Synthetic Method of Zoliprofen
- Production Method of Diphenyl sulfide
- Synthesis of Benzylacetophenone
- Preparation of 2-Methyl-3-[4-(3-pyridinylmethyl)phenyl]-2(E)-propenoic acid sodium salt
- Synthesis of Phenyldichlorophosphine
- Preparation of Phenyl(trichloromethyl)mercury
- Preparation of Phenyl t-Butyl ether
- Preparation of β-Methyl-β-Phenyl-α,α'-dicyanoglutarimide
- One Synthetic Approach of Benzoyl cyanide
- Preparation of Ethyl β-phenyl-β-hydroxypropionate
-
Health and Chemical more >
-
Hot Products
- 36923-17-8 7-Amino-3-cephem-4-carboxylic acid
- 70445-33-9 3-[2-(Ethylhexyl)oxyl]-1,2-propandiol
- 57743-63-2 2-(2-HYDROXY-4-METHYL-3-CYCLOHEXENYL)PROPIONICACIDGAMMA-LACTONE
- 22348-32-9 2-Pyrrolidinemethanol,a,a-diphenyl-, (2R)-
- 225106-65-0 Kritchem 1248M
- 1883-75-6 2,5-Furandimethanol
- 32210-23-4 4-tert-Butylcyclohexyl acetate
- 33885-52-8 alpha,alpha,6,6-tetramethylbicyclo[3.1.1]hept-2-ene-2-propionaldehyde
- 191226-98-9 tert-Butyl [(1S,2R)-1-benzyl-2-hydroxy-3-[isobutyl[(4-nitrophenyl)sulfonyl]amino]propyl]carbamate
- 24959-67-9 Bromide
- 25214-18-0 ethane-1,2-diol: hexanedioic acid: 2-(2-hydroxyethoxy)ethanol
- 90669-62-8 Aluminum oxide