1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE
- Product Name
- 1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE
- CAS No.
- 14542-93-9
- Chemical Name
- 1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE
- Synonyms
- WALBORSKY REAGENT;WALBORSKY'S REAGENT;TERT-OCTYLISONITRILE;TERT-OCTYL ISOCYANIDE;2-isocyano-2,4,4-trimethyl-pentan;2-isocyano-2,4,4-triMethylpentane;1,1,3,3-TETRAMETHYLBUTYLISONITRILE;1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE;Pentane, 2-isocyano-2,4,4-trimethyl-;1,1,3,3-Tetramethylbutyl isocyanide,95%
- CBNumber
- CB5246986
- Molecular Formula
- C9H17N
- Formula Weight
- 139.24
- MOL File
- 14542-93-9.mol
1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE Property
- Boiling point:
- 55-57 °C11 mm Hg(lit.)
- Density
- 0.794 g/mL at 25 °C(lit.)
- refractive index
- n20/D 1.422(lit.)
- Flash point:
- 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)
Safety
- 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
N-Bromosuccinimide Price
- Product number
- 8.18105
- Product name
- 1,1,3,3-Tetramethylbutyl isocyanide
- Purity
- for synthesis
- Packaging
- 5ml
- Price
- $219
- Updated
- 2025/07/31
- Product number
- 226491
- Product name
- 1,1,3,3-Tetramethylbutyl isocyanide
- Purity
- technical grade
- Packaging
- 5g
- Price
- $97
- Updated
- 2025/07/31
- Product number
- T1054
- Product name
- 1,1,3,3-Tetramethylbutyl Isocyanide
- Purity
- >95.0%(GC)
- Packaging
- 1mL
- Price
- $45
- Updated
- 2025/07/31
- Product number
- T1054
- Product name
- 1,1,3,3-Tetramethylbutyl Isocyanide
- Purity
- >95.0%(GC)
- Packaging
- 5mL
- Price
- $132
- Updated
- 2025/07/31
- Product number
- 114274
- Product name
- 1,1,3,3-Tetramethylbutyl isocyanide
- Purity
- 97%
- Packaging
- 1g
- Price
- $59
- Updated
- 2021/12/16
1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE Chemical Properties,Usage,Production
Chemical Properties
clear colorless liquid
Uses
1,1,3,3-Tetramethylbutyl isocyanide was used in the synthesis of substituted furans and imides.
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).
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).
1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE manufacturers
- Product
- 1,1,3,3-Tetramethylbutyl isocyanide 14542-93-9
- Price
- US $1786.00/g
- Min. Order
- 1g
- Purity
- 98
- Supply Ability
- 500 Kg
- Release date
- 2024-11-15
- Product
- 1,1,3,3-Tetramethylbutyl isocyanide technical grade 14542-93-9
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-06-27