1,1,3,3-Tetramethylbutylisocyanat
1,1,3,3-Tetramethylbutyl isocyanide
Grundinformationen
- CAS
14542-93-9- Standard-SMILES
[C-]#[N+]C(C)(C)CC(C)(C)C- InChIKey
YVPXQMYCTGCWBE-UHFFFAOYSA-N- Summenformel
- C9H17N
- Durchschnittliche Molmasse
- 139,24 g/mol
- Monoisotopische Masse
- 139,13609955
Namen und Bezeichner
- Bevorzugter Name
- 1,1,3,3-Tetramethylbutyl isocyanide
- IUPAC
- 2-isocyano-2,4,4-trimethylpentane
- Lokaler Name
- 1,1,3,3-Tetramethylbutylisocyanat
- Englischer Name
- 1,1,3,3-Tetramethylbutyl isocyanide
- Summenformel
- C9H17N
- Molmasse
- 139.24
Namen und Synonyme
1,1,3,3-Tetramethylbutyl isocyanidePentane, 2-isocyano-2,4,4-trimethyl-Walborsky's reagent1,1,3,3-TetramethylbutylisonitrileNSC 141688Butyl isocyanide, 1,1,3,3-tetramethyl-EINECS 238-577-8DTXSID9065784tertOctyl isocyanidetertOctyl isonitrileRefChem:4096332Isocyano2,4,4trimethylpentane
Weitere Namen anzeigen
2-isocyano-2,4,4-triMethylpentaneWALBORSKY REAGENTTERT-OCTYLISONITRILETERT-OCTYL ISOCYANIDE2-isocyano-2,4,4-trimethyl-pentan1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE FOR
DTXCID4034730Pentane, 2isocyano2,4,4trimethyl1,1,3,3Tetramethylbutylisonitrile1,1,3,3Tetramethylbutyl isocyanateButyl isocyanide, 1,1,3,3tetramethylButyl isocyanide, 1,1,3,3tetramethyl (8CI)Butyl isocyanide, 1,1,3,3-tetramethyl-(8CI)14542-93-9
Datenbank-Bezeichner
- CAS
14542-93-9- PubChem CID
- 26725
- DTXSID
DTXSID9065784- ChEMBL
CHEMBL5567109- UNII
- 9EVN2N5TVN
- Nikkaji
- J108.673A
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 2,6
- Polarare Oberfläche (TPSA)
- 4,4 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 1
- Frei drehbare Bindungen
- 2
- Schwere Atome
- 10
- Formalladung
- 0
- Komplexität
- 151
Experimentelle und physikochemische Eigenschaften
Chemical ClassesNitrogen Compounds -> Other Nitrogen Compounds
Physical DescriptionClear colorless liquid; [Acros Organics MSDS]
Physikochemische Eigenschaften
- Siedepunkt
- 55 · 55-57 °C11 mm Hg(lit.)
- Dichte
- 0.794 g/mL · 0.794 g/mL at 25 °C(lit.)
- Brechungsindex
- 20 · n20/D 1.422(lit.)
- Flammpunkt
- 125 °F · 125 °F
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- insol water; sol common organic solvents
- Aggregatzustand
- clear liquid
- Farbe
- Colorless to Almost colorless
- BRN
- 2076559 · 2076559
- InChI
- InChI=1S/C9H17N/c1-8(2,3)7-9(4,5)10-6/h7H2,1-5H3
- InChIKey
- YVPXQMYCTGCWBE-UHFFFAOYSA-N
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
Gefahrenhinweise
Regulatory Information1,1,3,3-Tetramethylbutyl isocyanide: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryAn irritant; Harmful by ingestion, inhalation, and skin absorption (may be metabolized to cyanide); [Acros Organics MSDS] See Ethyl isocyanide.
Sicherheitsdaten
- F
- 10-21
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- UN 1993 3/PG 3
- hs_code
- 2929 90 00
- risk_code
- 10-20/21/22
- hazard_code
- Xn
- safety_code
- 23-36/37
- hazard_class
- 3.2
- packing_group
- III
- Speicherklasse
- 3 - Flammable liquids
- Hazard Classifications
- Flam. Liq. 3
Chemie und Industrie
Verwendung und Herstellung
General Manufacturing InformationPentane, 2-isocyano-2,4,4-trimethyl-: INACTIVE
Anwendungen
Verwenden1,1,3,3-Tetramethylbutyl isocyanide was used in the synthesis of substituted furans and imides.
Darstellung
synthetischeTo 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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