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999-78-0 - 4,4-Dimethyl-2-pentyne, 97+% - tert-Butyl methyl acetylene - L10210 - Alfa Aesar

L10210 4,4-Dimethyl-2-pentyne, 97+%

Codice CAS
999-78-0
Sinonimi
tert-Butyl methyl acetylene

Dimensioni Prezzo ($) Quantità Disponibilità
1g 44,50
5g 144,00
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4,4-Dimethyl-2-pentyne, 97+%

MDL
MFCD00041613

Proprietà chimiche

Formula
C7H12
Peso formula
96.17
Punto di ebollizione
82°
Punto di infiammabilità
-10°(14°F)
Densità
0.718
Indice di rifrazione
1.4085
Solubilità
Immiscible with water.

Applicazioni

4,4-Dimethyl-2-pentyne is used in organometallic reactions for regioselectivity of its insertion into the Pd-C bond of cyclopalladated complexes. It is also used to prepare pyrimidine-dione by reacting with isocyanate in the presence of nickel/ N-heterocyclic carbene.

Note

Incompatible with oxidizing agents.

Letteratura

Pd-catalyzed coupling of acetylenes with iodoaromatic compounds with in situ cyclization has been employed as a route to various heterocycles. Several examples were reported with this alkyne in which a substituted oxygen heterocycle was obtained with good regioselectivity from o-iodo phenols, o-iodo benzyl alcohols or o-iodobenzoic acid derivatives: J. Org. Chem., 60, 3270 (1995):

For similar reactions, see 2-Iodoaniline, A13059, 2-Iodobenzoic acid, A10563 and 2-Iodophenol, A13599.

Zhao, D.; Zhang, J.; Xie, Z. Facial Synthesis of o-Carborane-Substituted Alkenes and Allenes by a Regioselective Ene Reaction of 1,3-Dehydro-o-carborane. Chem. Eur. J. 2015, 21 (29), 10334-10337.

Villuendas, P.; Urriolabeitia, E. P. Ru-Catalyzed Regioselective CH-Hydroarylation of Alkynes with Benzylthioethers Using Sulfur as Directing Group. Org. Lett. 2015, 17 (12), 3178-3181.

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H225-H304

Highly flammable liquid and vapour. May be fatal if swallowed and enters airways.

Dichiarazioni precauzionali: P260-P201-P280-P304+P340-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Obtain special instructions before use. Wear protective gloves/protective clothing/eye protection/face protection. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Beilstein
1733540
Classe di rischio
3
Gruppo di imballaggio
II
Codice tariffe armonizzato
2901.29
TSCA
No

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