TERT-BUTYL ISOCYANIDE

TERT-BUTYL ISOCYANIDE Basic information
Product Name:TERT-BUTYL ISOCYANIDE
Synonyms:TERT-BUTYL ISOCYANIDE;(CH3)3CNC;2-isocyano-2-methyl-propan;2-Methyl-2-isocyanopropane;Propane,2-isocyano-2-methyl-;t-Butylisocyanide,min.98%;t-Butylisocyanide, min. 98%;tert-Butyl isocyanide,97%
CAS:7188-38-7
MF:C5H9N
MW:83.13
EINECS:230-553-5
Product Categories:organic compound;Isocyanides;Nitrogen Compounds;Organic Building Blocks
Mol File:7188-38-7.mol
TERT-BUTYL ISOCYANIDE Structure
TERT-BUTYL ISOCYANIDE Chemical Properties
Melting point 148-150 °C
Boiling point 91 °C(lit.)
density 0.735 g/mL at 25 °C(lit.)
refractive index n20/D 1.376(lit.)
Fp -2 °C
storage temp. Inert atmosphere,2-8°C
solubility Soluble in organic solvents such as ethanol, methanol, ether, toluene and dichloromethane.
form liquid
color colorless
Specific Gravity0.735
BRN 1903156
Exposure limitsNIOSH: IDLH 25 mg/m3
Stability:store cold
CAS DataBase Reference7188-38-7(CAS DataBase Reference)
Safety Information
Hazard Codes F,T
Risk Statements 11-23-2017/11/23
Safety Statements 16-45
RIDADR UN 1993 3/PG 2
WGK Germany 3
RTECS EQ7102500
HazardClass 3
PackingGroup II
HS Code 29299090
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
TERT-BUTYL ISOCYANIDE Usage And Synthesis
Chemical Propertiesclear colorless liquid
Usestert-Butyl isocyanide is used in a tin-free procedure for alkyl radical reactions in the presence of a free-radical initiator. It is a useful intermediate in multicomponent reactions. It is also used in the synthesis of coumarines, 4H-chromenes, isoxazolines and to trap 2-cyclopropylidene-1,3-diones.
PreparationCAUTION: Use a well-ventilated hood and observe all precautions when using hydrogen cyanide.
To a 1-1, stainless steel Hoke pressure cylinder in a well-ventilated hood is added 196 gm (3.5 moles) of isobutene, 95 gm (3.5 moles) of hydrogen cyanide, and 100 gm (0.7 mole) or cuprous bromide. The cylinder is closed, shaken for 15 hr at 70°C, cooled to room temperature, and vented cautiously in the hood, and the viscous residue is poured slowly into aqueous potassium cyanide (260 gm in 100 ml of water) to decompose the cuprous complex, liberating an organic layer. The organic layer is separated, dried, and distilled under reduced pressure to afford 97 gm, b.p. 60-63°C (314 mm Hg), ng 1.3749, IR 2143 s, 1472 m, 1368 m, 1230 m, 1208 m, 855 w c m - 1; yield, 33% based on starting isobutylene; 16% based on CuBr.
Preparation of t-Butyl Isonitrile

PreparationPhosgene (1.0 kg, 10.1 mol) was delivered through a wide tube into a stirred solution of N-t-butylformamide (1.01 kg, 10.0 mol) in triethylamine (1.30 kg) and o-dichlorobenzene (7.0 L) in a flask fitted with a reflux condenser charged with a freezing mixture of ice and salt (-20 C°). Water was added, the layers were separated, and the non-aqueous layer was dried over anhydrous potassium carbonate or magnesium sulfate and fractionated; bp 90–92 C°/750 mmHg; yield: 681 g (82%).
General DescriptionCarbon dative bond formation by tert-butyl isocyanide on the germanium (100) surface has been reported. It also forms complexes with metals and inserts into metal-carbon bonds to form iminoacyls.
TERT-BUTYL ISOCYANIDE Preparation Products And Raw materials
Raw materialsDichloromethane-->Chloroform-->tert-Butylamine-->Benzyltriethylammonium chloride
Preparation ProductsN-(tert-butyl)-3-nitrobenzamide-->2H-1,2,4-Benzothiadiazine 1,1-dioxide
PROPYL ISOTHIOCYANATE Isopropyl isocyanate tert-Butyl ethyl ether 3-Methylindole N,N'-Diphenylurea m-Tolyl isocyanate ALLYL ISOCYANATE Propyl isocyanate Ethyl isocyanate Isothiazolinones 2-IsocyanatoethylAcrylate ISOCYANIC ACID Butyl isocyanate 4-Fluorophenyl isocyanate Chlorosulfonyl isocyanate Hexyl isocyanate Isoquinoline-1-carboxylic acid tert-Butylisocyanate

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