1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE manufacturers
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| | 1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE Basic information |
| Product Name: | 1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE | | Synonyms: | 2-isocyano-2,4,4-trimethyl-pentan;TERT-OCTYL ISOCYANIDE;TERT-OCTYLISONITRILE;WALBORSKY REAGENT;WALBORSKY'S REAGENT;1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE;1,1,3,3-TETRAMETHYLBUTYLISONITRILE;1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE, TEC H., 90+% | | CAS: | 14542-93-9 | | MF: | C9H17N | | MW: | 139.24 | | EINECS: | 238-577-8 | | Product Categories: | | | Mol File: | 14542-93-9.mol |  |
| | 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 | n20/D 1.422(lit.) | | Fp | 125 °F | | storage temp. | 2-8°C | | solubility | insol water; sol common organic solvents | | form | clear liquid | | color | Colorless to Almost colorless | | 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 DataBase Reference | 14542-93-9(CAS DataBase Reference) | | EPA Substance Registry System | Pentane, 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 | | TSCA | TSCA listed | | HS Code | 2929 90 00 | | HazardClass | 3.2 | | PackingGroup | III | | Storage Class | 3 - Flammable liquids | | Hazard Classifications | Flam. Liq. 3 |
| | 1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE Usage And Synthesis |
| Chemical Properties | clear colorless liquid | | Uses | 1,1,3,3-Tetramethylbutyl isocyanide was used in the synthesis of substituted furans and imides. | | Application | 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). | | Preparation | 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 Preparation Products And Raw materials |
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