115-19-5 | 2-Methyl-3-butyn-2-ol

Packsize	Purity	Availability	Price	Discounted Price
5g	98%	in stock	$25.00	$17.00
25g	98%	in stock	$33.00	$23.00
100g	98%	in stock	$73.00	$51.00
500g	98%	in stock	$249.00	$175.00

Description

• Catalog Number: AB50042
• Chemical Name: 2-Methyl-3-butyn-2-ol
• CAS Number: 115-19-5
• Molecular Formula: C5H8O
• Molecular Weight: 84.1164
• MDL Number: MFCD00004467
• SMILES: C#CC(O)(C)C
• NSC Number: 523

Computed Properties

• Complexity: 83.4
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 6
• Hydrogen Bond Acceptor Count: 1
• Hydrogen Bond Donor Count: 1
• Rotatable Bond Count: 1
• XLogP3: 0.3

Upstream Synthesis Route

2-Methyl-3-butyn-2-ol, also known as tert-butyl acetylene alcohol, plays a crucial role in chemical synthesis as a versatile building block. This compound serves as a key intermediate in the synthesis of various organic compounds due to its unique structural properties. Its alkynyl and hydroxyl functional groups enable it to participate in a wide range of chemical reactions, making it an essential reagent in organic synthesis.In chemical transformations, 2-Methyl-3-butyn-2-ol can undergo reactions such as nucleophilic addition, elimination, and substitution, leading to the formation of diverse products with different functional groups. Its alkyne moiety can be further modified through reactions like Sonogashira coupling, hydrogenation, and hydroboration, allowing for the introduction of various substituents and functional groups.Furthermore, 2-Methyl-3-butyn-2-ol is commonly utilized in the synthesis of pharmaceuticals, agrochemicals, and fine chemicals. Its versatile reactivity and compatibility with a wide range of reaction conditions make it a valuable tool for organic chemists seeking to access complex molecular structures. This compound's role in chemical synthesis extends to the production of specialty chemicals, materials, and bioactive molecules, highlighting its significance in modern organic chemistry practices.

Literature

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  Acta crystallographica. Section E, Structure reports online 20111201

• A computational study on the role of chiral N-oxides in enantioselective Pauson-Khand reactions.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20110829

• Structure sensitivity of alkynol hydrogenation on shape- and size-controlled palladium nanocrystals: which sites are most active and selective?

  Journal of the American Chemical Society 20110817

• Basic reactivity of CaO: investigating active sites under operating conditions.

  Physical chemistry chemical physics : PCCP 20101128

• 4,4'-[2,5-Bis(dodec-yloxy)-p-phenyl-ene]bis-(2-methyl-but-3-yn-2-ol).

  Acta crystallographica. Section E, Structure reports online 20100701

• 4-(4-Meth-oxy-phen-yl)-2-methyl-but-3-yn-2-ol.

  Acta crystallographica. Section E, Structure reports online 20100701

• 9-Isopropenyl-4-methyl-2H-thieno[2,3-h]chromen-2-one.

  Acta crystallographica. Section E, Structure reports online 20090601

• 2,2'-Dimethyl-4,4'-(sulfonyldi-p-phenyl-ene)dibut-3-yn-2-ol dihydrate.

  Acta crystallographica. Section E, Structure reports online 20090201

• 4-(9-Anthryl)-2-methylbutyn-2-ol.

  Acta crystallographica. Section E, Structure reports online 20080201

• Ligand accelerated indium(III)-catalyzed asymmetric alkynylation of aldehydes with 2-methyl-3-butyn-2-ol as an ethyne equivalent donor.

  Chemical communications (Cambridge, England) 20070307

• Hydride-alkenylcarbyne to alkenylcarbene transformation in bisphosphine-osmium complexes.

  Journal of the American Chemical Society 20050810

• Tandem Sonogashira coupling: an efficient tool for the synthesis of diarylalkynes.

  Organic letters 20041223

• Six- and eightfold palladium-catalyzed cross-coupling reactions of hexa- and octabromoarenes.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20041217

• Regioselective synthesis of 6-alkyl- and 6-prenylpolyhydroxyisoflavones and 6-alkylcoumaronochromone derivatives.

  Chemical & pharmaceutical bulletin 20041101

• Synthesis, X-ray crystal structure and biological properties of acetylenic flavone derivatives.

  Farmaco (Societa chimica italiana : 1989) 20030901

• One step Pd(0)-catalyzed synthesis, X-ray analysis, and photophysical properties of cyclopent[hi]aceanthrylene: fullerene-like properties in a nonalternant cyclopentafused aromatic hydrocarbon.

  Journal of the American Chemical Society 20020109