ChemicalBook >?? ???? >1,1,3,3-??????????????
1,1,3,3-??????????????
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1,1,3,3-?????????????? ??
- ?? ?
- 55-57 °C11 mm Hg(lit.)
- ??
- 0.794 g/mL at 25 °C(lit.)
- ???
- n
20/D 1.422(lit.)
- ???
- 125 °F
- ?? ??
- 2-8°C
- ???
- insol water; sol common organic solvents
- ??? ??
- ??? ??
- ??
- ?? ?? ?? ??
- BRN
- 2076559
- InChI
- InChI=1S/C9H17N/c1-8(2,3)7-9(4,5)10-6/h7H2,1-5H3
- InChIKey
- YVPXQMYCTGCWBE-UHFFFAOYSA-N
- SMILES
- C(C(C)(C)C)C(C)(C)[N+]#[C-]
- CAS ??????
- 14542-93-9(CAS DataBase Reference)
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- ?? ? ?? ??
- ?? ? ???? ?? (GHS)
| ??? ?? | Xn | ||
|---|---|---|---|
| ?? ???? ?? | 10-20/21/22 | ||
| ????? | 23-36/37 | ||
| ????(UN No.) | UN 1993 3/PG 3 | ||
| WGK ?? | 3 | ||
| F ?????? | 10-21 | ||
| TSCA | TSCA listed | ||
| HS ?? | 2929 90 00 | ||
| ?? ?? | 3.2 | ||
| ???? | III | ||
| ???? ??? | 3 - Flammable liquids | ||
| Hazard Classifications | Flam. Liq. 3 |
1,1,3,3-?????????????? C??? ??, ??, ??
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clear colorless liquid??
1,1,3,3-Tetramethylbutyl isocyanide was used in the synthesis of substituted furans and imides.?? ??
To 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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1,1,3,3-Tetramethylbutyl isocyanide can be added to organometallic reagents to obtain α-metal aldehyde imines, which are used to synthesize useful acyl anion equivalents.Synthesis
1,1,3,3-Tetramethylbutyl isocyanide is readily available in two steps from 1,1,3,3-tetramethylbutylamine, which is formylated with Formic Acid (86- 90%) followed by dehydration with Dimethylchloromethyleneammonium Chloride (Vilsmeier reagent).1,1,3,3-?????????????? ?? ?? ? ???
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1,1,3,3-?????????????? ?? ??
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