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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+%

CAS Number
999-78-0
Synonyms
tert-Butyl methyl acetylene

Size Price ($) Quantity Availability
1g 44.91
5g 112.80
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4,4-Dimethyl-2-pentyne, 97+%

MDL
MFCD00041613

Chemical Properties

Formula
C7H12
Formula Weight
96.17
Boiling Point
82°
Flash Point
-10°(14°F)
Density
0.718
Refractive Index
1.4085
Solubility
Immiscible with water.

Applications

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.

Notes

Incompatible with oxidizing agents.

Literature References

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.

GHS Hazard and Precautionary Statements

Hazard Statements: H225-H304

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

Precautionary Statements: P210-P243-P301+P330+P331-P315-P403

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Take precautionary measures against static discharge. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. Get immediate medical advice/attention. Store in a well-ventilated place.

Other References

Beilstein
1733540
Hazard Class
3
Packing Group
II
Harmonized Tariff Code
2901.29
TSCA
No

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