TERT-BUTYL ISOCYANIDE Chemical Properties
- Melting point:
- 148-150 °C
- Boiling point:
- 91 °C(lit.)
- 0.735 g/mL at 25 °C(lit.)
- refractive index
- Flash point:
- -2 °C
- storage temp.
- Flammables area
- Soluble in organic solvents such as ethanol, methanol, ether, toluene and dichloromethane.
- Specific Gravity
- store cold
- CAS DataBase Reference
- 7188-38-7(CAS DataBase Reference)
TERT-BUTYL ISOCYANIDE Usage And Synthesis
clear colorless liquid
CAUTION: Use a well-ventilated hood and observe all precautions when using hydrogen cyanide.
To a 1-1, stainless steel Hoke pressure cylinder in a well-ventilated hood is added 196 gm (3.5 moles) of isobutene, 95 gm (3.5 moles) of hydrogen cyanide, and 100 gm (0.7 mole) or cuprous bromide. The cylinder is closed, shaken for 15 hr at 70°C, cooled to room temperature, and vented cautiously in the hood, and the viscous residue is poured slowly into aqueous potassium cyanide (260 gm in 100 ml of water) to decompose the cuprous complex, liberating an organic layer. The organic layer is separated, dried, and distilled under reduced pressure to afford 97 gm, b.p. 60-63°C (314 mm Hg), ng 1.3749, IR 2143 s, 1472 m, 1368 m, 1230 m, 1208 m, 855 w c m - 1; yield, 33% based on starting isobutylene; 16% based on CuBr.
Phosgene (1.0 kg, 10.1 mol) was delivered through a wide tube into a stirred solution of N-t-butylformamide (1.01 kg, 10.0 mol) in triethylamine (1.30 kg) and o-dichlorobenzene (7.0 L) in a flask fitted with a reflux condenser charged with a freezing mixture of ice and salt (-20 C°). Water was added, the layers were separated, and the non-aqueous layer was dried over anhydrous potassium carbonate or magnesium sulfate and fractionated; bp 90–92 C°/750 mmHg; yield: 681 g (82%).
- 13838252817 0371-5663252713838252817
- 400-666-7788 010-82848833-