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7188-38-7 - tert-Butyl isocyanide, 98% - L19747 - Alfa Aesar

L19747 tert-Butyl isocyanide, 98%

Numéro CAS
7188-38-7
Synonymes

Dimensions Prix ($) Quantité Disponibilité
1g 38,90
5g 115,00
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tert-Butyl isocyanide, 98%

MDL
MFCD00000002
EINECS
230-553-5

Propriétés chimiques

Formule
C5H9N
Poids formulaire
83.13
Point d'ébullition
90-92°
Point d'éclair
-2°(28°F)
Densité
0.735
Indice de réfraction
1.3755
Solubilité
Soluble in organic solvents such as ethanol, methanol, ether, toluene and dichloromethane.

Applications

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.

Notes

Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Incompatible with oxidizing agents.

Références bibliographiques

Bonggeun Shong.; Keith T Wong.; Stacey F Bent. Strong carbon-surface dative bond formation by tert-butyl isocyanide on the Ge(100)-2 × 1 surface. Journal of the American Chemical Society. 2014, 136 (16), 5848-5851.

Jack E. Baldwin.; Stephen B. Haber, Carolyn Hoskins, Lawrence I. Kruse. Synthesis of .beta.,.gamma.-unsaturated amino acids. J. Org. Chem. 1977, 42 (7), 1239-1241.

In the presence of a free-radical initiator, can be used in a tin-free procedure for alkyl radical reactions: Angew. Chem. Int. Ed., 43, 3598 (2004).

Useful intermediate in multicomponent reactions. For example, forms a reactive 1 : 1 adduct with acetylenic esters, e.g. Dimethyl­ acetyl­enedicarboxyl­ate, A11437, which can be trapped with strong C-H acids, such as 4-Hydroxy-6-methyl-2-pyrone, L11457:

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H225-H330

Highly flammable liquid and vapour. Fatal if inhaled.

Mentions de prudence: P210-P260-P284-P280-P303+P361+P353-P304+P340-P320-P310-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dust/fume/gas/mist/vapours/spray. Wear respiratory protection. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Specific treatment is urgent (see label). Immediately call a POISON CENTER or doctor/physician. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Autres références

Beilstein
1903156
Classe de danger
3
Groupe d'emballage
II
Code tarifaire harmonisé
2929.10
TSCA
No
RTECS
EQ7102500

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