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14542-93-9

14542-93-9 Structure

14542-93-9 Structure
IdentificationMore
[Name]

1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE
[CAS]

14542-93-9
[Synonyms]

1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE
1,1,3,3-TETRAMETHYLBUTYLISONITRILE
TERT-OCTYL ISOCYANIDE
TERT-OCTYLISONITRILE
WALBORSKY REAGENT
WALBORSKY'S REAGENT
2-isocyano-2,4,4-trimethyl-pentan
1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE, TEC H., 90+%
Pentane, 2-isocyano-2,4,4-trimethyl-
1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE 97+%
tert-Octyl isocyanide, Walborskys reagent
[EINECS(EC#)]

238-577-8
[Molecular Formula]

C9H17N
[MDL Number]

MFCD00000003
[Molecular Weight]

139.24
[MOL File]

14542-93-9.mol
Chemical PropertiesBack Directory
[Appearance]

clear colorless liquid
[bp ]

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
[CAS DataBase Reference]

14542-93-9(CAS DataBase Reference)
Questions And Answer(Q&A)Back Directory
[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).
Preparation of1,1,3,3-Tetramethylbutylisonitrile
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

R10:Flammable.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
[Safety Statements ]

S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .
S36/37:Wear suitable protective clothing and gloves .
[RIDADR ]

UN 1993 3/PG 3
[WGK Germany ]

3
[F ]

10-21
[HazardClass ]

3.2
[PackingGroup ]

III
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

14542-93-9(sigmaaldrich)
[TCI AMERICA]

1,1,3,3-Tetramethylbutyl Isocyanide,>95.0%(GC)(14542-93-9)
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