| Identification | More | [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 Properties | Back Directory | [Appearance]
clear colorless liquid | [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) |
| 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).
|
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS02 | [Signal word ]
Warning | [Hazard statements ]
H226 | [Precautionary statements ]
P210-P370+P378 | [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 | [TSCA ]
TSCA listed | [HS Code ]
2929 90 00 | [HazardClass ]
3.2 | [PackingGroup ]
III | [Storage Class]
3 - Flammable liquids | [Hazard Classifications]
Flam. Liq. 3 |
| Hazard Information | Back Directory | [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). |
| Spectrum Detail | Back Directory | [Spectrum Detail]
1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE(14542-93-9)MS
1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE(14542-93-9)1HNMR
1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE(14542-93-9)IR1
1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE(14542-93-9)Raman
|
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
| Company Name: |
Maya High Purity Chemicals
|
| Telephone: |
+86 (573) 82222445 (0)18006601000 452520369 |
| Website: |
www.chemicalbook.com/ShowSupplierProductsList15221/0_EN.htm |
| Company Name: |
Sigma-Aldrich
|
| Telephone: |
021-61415566 800-8193336 |
| Website: |
https://www.sigmaaldrich.cn |
|