TERT-BUTYL ISOCYANIDE
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TERT-BUTYL ISOCYANIDE ??
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- 148-150 °C
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- 91 °C(lit.)
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- 0.735 g/mL at 25 °C(lit.)
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- n
20/D 1.376(lit.)
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- -2 °C
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- Inert atmosphere,2-8°C
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- Specific Gravity
- 0.735
- BRN
- 1903156
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- NIOSH: IDLH 25 mg/m3
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- InChI
- InChI=1S/C5H9N/c1-5(2,3)6-4/h1-3H3
- InChIKey
- FAGLEPBREOXSAC-UHFFFAOYSA-N
- SMILES
- C(C)(C)(C)[N+]#[C-]
- CAS ??????
- 7188-38-7(CAS DataBase Reference)
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- ?? ? ???? ?? (GHS)
| ??? ?? | F,T | ||
|---|---|---|---|
| ?? ???? ?? | 11-23-2017/11/23 | ||
| ????? | 16-45 | ||
| ????(UN No.) | UN 1993 3/PG 2 | ||
| WGK ?? | 3 | ||
| RTECS ?? | EQ7102500 | ||
| ?? ?? | 3 | ||
| ???? | II | ||
| HS ?? | 29299090 | ||
| ???? ??? | 3 - Flammable liquids | ||
| Hazard Classifications | Acute Tox. 2 Inhalation Flam. Liq. 2 |
TERT-BUTYL ISOCYANIDE C??? ??, ??, ??
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tert-Butyl isocyanide is a key regent for synthesizing many heterocycles and can undergo many cyclization reactions1. It is a colorless liquid, with a strong smell, bench-stable, and soluble in most organic solvents, including methanol, ethanol, ether, toluene, and dichloromethane. Many combinations of 5-member heterocycles with C, N, S, and O atoms, and even boron-containing cycles can be done via [4+1] cycloaddition. Except for heterocyclization, the reagent can be used as a mild esterification reagent, especially in the chemistry of β-lactam antibiotics, penicillins, and cephalosporins. The Passerini reaction with α-geminal polyhalogenated aldehydes allows easy esterification of such intricate substrates.??? ??
clear colorless liquid??
tert-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.?? ??
CAUTION: 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 g tert-Butyl isocyanide, 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.
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Carbon 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 ?? ?? ? ???
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TERT-BUTYL ISOCYANIDE ?? ??
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| ??? | ?? | ??? | ?? | ?? ? | ?? |
|---|---|---|---|---|---|
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TERT-BUTYL ISOCYANIDE ?? ??:
TERT-?? ?? ?? ??-?? ????????
4-Fluorophenyl isocyanate
Ethyl isocyanate
Propyl isocyanate
3-Methylindole
N,N'-Diphenylurea
2-ETHYLPHENYL ISOCYANATE
PROPYL ISOTHIOCYANATE
Isoquinoline-1-carboxylic acid
Hexyl isocyanate
Chlorosulfonyl isocyanate
ISOCYANIC ACID
2-Isocyanatoethyl Acrylate
m-Tolyl isocyanate
Butyl isocyanate
ALLYL ISOCYANATE
Isopropyl isocyanate