33432-52-9

Basic information

• Product Name: 2-methyl-4-(3-nitrophenyl)-3-butyn-2-ol
• Synonyms: 3-Butyn-2-ol, 2-methyl-4-(3-nitrophenyl)-; 2-Methyl-4-(3-nitrophenyl)-3-butyn-2-ol; 2-methyl-4-(3-nitrophenyl)but-3-yn-2-ol
• CAS NO: 33432-52-9
• Molecular Formula: C₁₁H₁₁NO₃
• Molecular Weight: 205.2099
• EINECS: 251-520-1
• Mol File: 33432-52-9.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 338.4°C at 760 mmHg
• Flash Point: 144.8°C
• Density: 1.24g/cm³
• Vapor Pressure: 3.83E-05mmHg at 25°C
• Refractive Index: 1.585
• CAS DataBase Reference: 2-methyl-4-(3-nitrophenyl)-3-butyn-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methyl-4-(3-nitrophenyl)-3-butyn-2-ol(33432-52-9)
• EPA Substance Registry System: 2-methyl-4-(3-nitrophenyl)-3-butyn-2-ol(33432-52-9)

Safety Data

• Hazardous Substances Data: 33432-52-9(Hazardous Substances Data)

Usage

General Description

2-Methyl-4-(3-nitrophenyl)-3-butyn-2-ol is a chemical compound with the molecular formula C11H11NO3. It is a yellow crystalline solid that is used in organic synthesis and as a reagent in chemical reactions. The compound is a derivative of 3-butyn-2-ol, with a methyl group and a nitrophenyl group attached to the carbon chain. It is also known as 2-methyl-4-(3-nitrophenyl)-3-butyn-2-ol and is commonly used in the manufacture of pharmaceuticals and agrochemicals. The compound has potential uses in medicinal chemistry and as a building block in the synthesis of various organic compounds.

Upstream product

• 50624-25-4 4-hydroxy-4-methyl-2-pentynoic acid 
• 585-79-5 m-nitrobromobenzene 
• 645-00-1 m-iodonitrobenzene 
• 115-19-5 2-methyl-but-3-yn-2-ol 
• 33432-46-1 Aethyl(4-mnitrophenyl-2-methyl-3-butyn-2-yl)acetal (IIb) 

Downstream Products

• 3034-94-4 3-nitrophenylacetylene 
• 125600-44-4 C₁₃H₁₁NO₃ 
• 125600-39-7 C₁₀H₅NO₂ 
• 183319-69-9 erlotinib hydrochloride 
• 54060-30-9 3-acetylenephenylamine 
• 69088-96-6 2-methyl-4-(3-aminophenyl)-3-butyn-2-ol 
• 1621104-69-5 3-hydroxy-3-methyl-1-(3-nitrophenyl)butan-2-one 
• 299912-59-7 3-butyn-2-ol, 4-[3-[[6,7-bis(2-methoxyethoxy)-4-quinazolinyl]amine]phenyl]-2-methyl, hydrochloride 

Relevant articles and documents

Topochemical polymerization of unsymmetrical aryldiacetylene supramolecules with nitrophenyl substituents utilizing C-H...π interactions

Diacetylenes are versatile building blocks, in which many functional groups can be incorporated for the construction of new materials with desirable properties. In this study, 6-(p or m-nitrophenyl)-3,5-hexadiyne-1-ol (4a or 4b) containing nitrophenyl groups (host) and 2-hydroxyethyl groups (guest) in different diacetylene terminals were designed to establish an ordered supramolecular assembly that is complied with the strict requirements for the topochemical polymerization of diacetylenes. Crystal film and bulk crystals of compound 4b were obtained successfully by cast film and re-precipitation methods. Both of these could photopolymerize to the corresponding regular poly(diacetylene) polymer, as evidenced by UV-vis, IR, FL and Raman spectroscopy. The electrochemical properties and behaviors of 4a and 4b were also investigated, and the results show that the differences between the para and meta positions of the mono-phenylacetylene substituents probably result from the topochemical polymerization. Thus, m-nitrophenylbutadiyne derivatives with sizeable C-H...π interactions seemed to be effective for the formation of a polymerizable packing, which is appropriate for topochemical polymerization.

New method for the preparation of erlotinib

The present invention refers to an alternative method for the preparation of Erlotinib through a new chemical reaction for the preparation of the 4-(3-aminophenyl)-2-methyl-3-butyn-2-ol key intermediate of formula (IV) according to the following scheme.

A rapid and efficient synthetic route to terminal arylacetylenes by tetrabutylammonium hydroxide- and methanol-catalyzed cleavage of 4-aryl-2-methyl-3-butyn-2-ols

Tetrabutylammonium hydroxide with methanol as an additive was found to be a highly active catalyst for the cleavage of 4-aryl-2-methyl-3-butyn-2-ols. The reaction was performed at 55-75 °C and gave terminal arylacetylenes in good to excellent yields within several minutes. Compared with the usual reaction conditions (normally >110 °C, several hours), this novel catalyst system can dramatically decrease the reaction time under much milder conditions.