1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE
- Product Name:1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE
- CAS:14542-93-9
- MF:C9H17N
- MW:139.24
- EINECS:238-577-8
- Mol File:14542-93-9.mol
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1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE Chemical Properties
- Boiling point:55-57 °C11 mm Hg(lit.)
- Density 0.794 g/mL at 25 °C(lit.)
- refractive index n
20/D 1.422(lit.)
- Flash point:125 °F
- storage temp. 2-8°C
- BRN 2076559
- CAS DataBase Reference14542-93-9(CAS DataBase Reference)
- EPA Substance Registry SystemPentane, 2-isocyano-2,4,4-trimethyl- (14542-93-9)
- Hazard Codes Xn
- Risk Statements 10-20/21/22
- Safety Statements 23-36/37
- RIDADR UN 1993 3/PG 3
- WGK Germany 3
- F 10-21
- HS Code 2929 90 00
- HazardClass 3.2
- PackingGroup III
- Language:EnglishProvider:SigmaAldrich
- Language:EnglishProvider:ACROS
1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE Usage And Synthesis
- Chemical Propertiesclear colorless liquid
- PreparationTo a stirred solution of 83.0 g (0.528 mole) of N-(l,l,3,3-tetramethylbutyl) formamide in 11 of DMF was added dropwise, under a nitrogen atmosphere, a solution made up of thionyl chloride (40.3 ml, 0.55 mole) dissolved in 150 ml of DMF. The addition was at such a rate that the temperature did not exceed -50°C. After the addition, the cooling bath was removed momentarily to allow the temperature to increase to -35°C and then it was replaced while 118.0 g (1.11 mole) of sodium carbonate (anhydrous grade) was added. Then the cooling bath was removed and the reaction mixture was diluted with ice-cold water in a separatory funnel and then extracted with pentane. The pentane extract was dried over sodium sulfate and concentrated, and the product distilled to yield 68.4 g (93% yield), b.p. 55.5-56.6°C (11 mm). Infrared spectrum (neat) 2110 c m " 1 (s); nmr (neat) 51.08 [s, 9, C(CH3) 2] , 1.43 [t, 6, J = 2Hz, C(CH3) 2] , 1.58 (t, 2, J = 2.3 Hz, CH2).
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