871940-23-7

Basic information

• Product Name: 3-ETHYNYL-2-METHOXY-PHENOL
• Synonyms: 3-ETHYNYL-2-METHOXY-PHENOL;Phenol, 5-ethynyl-2-Methoxy-;5-ethynyl-2-methoxyPhenol
• CAS NO: 871940-23-7
• Molecular Formula: C₉H₈O₂
• Molecular Weight: 148.15862
• Mol File: 871940-23-7.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-ETHYNYL-2-METHOXY-PHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 3-ETHYNYL-2-METHOXY-PHENOL(871940-23-7)
• EPA Substance Registry System: 3-ETHYNYL-2-METHOXY-PHENOL(871940-23-7)

Safety Data

• Hazardous Substances Data: 871940-23-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research and Development:
3-Ethynyl-2-methoxy-phenol is used as a building block for the synthesis of various pharmaceutical compounds. Its antioxidant and anti-inflammatory properties make it a promising candidate for the development of new drugs.
Used in Organic Chemical Synthesis:
3-Ethynyl-2-methoxy-phenol is utilized as a key intermediate in the synthesis of complex organic molecules, contributing to the advancement of organic chemistry.
Used in Materials Science:
In the field of materials science, 3-ethynyl-2-methoxy-phenol is used for the development of new organic electronic and optoelectronic devices, showcasing its potential in creating innovative technologies.

Upstream product

• 183593-98-8 5-iodo-2-methoxyphenyl acetate 
• 1066-54-2 trimethylsilylacetylene 
• 863479-34-9 3-(tert-butyldimethylsiloxy)-4-methoxyphenylacetylene 
• 388566-82-3 5-(2',2'-dibromoethenyl)-2-methoxyphenol 
• 621-59-0 isovanillin 
• 388566-83-4 1-(3-tert-butyldimethylsilyloxy-4-methoxyphenyl)-2,2-dibromoethene 
• 558-13-4 carbon tetrabromide 
• 105752-19-0 5-ethynyl-2-methoxyaniline 

Downstream Products

• 863479-40-7 (E)-2-(3-hydroxy-4-methoxyphenyl)vinylboronic acid 
• 863479-44-1 (1Z,3E)-1-(3',4',5'-trimethoxyphenyl)-4-(3''-hydroxy-4''-methoxyphenyl)-1,3-butadiene 
• 352330-51-9 C₈H₁₀N₂O₃ 
• 1642559-11-2 2-[(3-hydroxy-4-methoxyphenyl)ethynyl]-2-isopropyl-2H-furo[3,2-g]chromene-3,7-dione 
• 1642559-01-0 (Z)-2-(3-hydroxy-4-methoxystyryl)-2-isopropyl-2H-furo[3,2-g]chromene-3,7-dione 
• 185698-55-9 2-(3-hydroxy-4-methoxyphenyl)-1-(3',4',5'-trimethoxyphenyl)ethyne 
• 117048-62-1 combrestatin A₄ 

Relevant articles and documents

Structural Elucidation and Total Synthesis of Three 9-Norlignans from Curculigo capitulata

Capitulactones A-C, three unprecedented 9-norlignans featuring a unique 3,5-dihydrofuro[2,3-d]oxepin-7(2H)-one scaffold, were isolated from the roots of Curculigo capitulata. Their structures with absolute configurations were unambiguously established by

DBU-Mediated Synthesis of Aryl Acetylenes or 1-Bromoethynylarenes from Aldehydes

Two well known synthetic organic reactions Ramirez olefination and Corey-fuchs reactions are integrated in one-pot sequential manner for the synthesis of arylacetylenes and 1,3-enynes starting directly from commercially available aldehydes. The bicyclic amidine 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) along with additive NaOH not only exclusively afforded the terminal alkynes directly from the aldehydes, but also enhanced the reaction rate. The dynamic nature of DBU also facilitated the isolation of 1-bromoalkynes intermediate products. Selection of additive from NaOH and H2O served as a switch for the synthesis of terminal alkyne and 1-bromoalkynes, respectively. (Figure presented.).

A convenient synthesis of phenols

Anilines are rapidly, often within 60 minutes, converted into the corresponding phenols in up to 87% isolated yield. The presented experimentally simple protocol display broad compatibility with a variety of functional groups, and in particular, well suited for the preparation of methyl-substituted phenols. Such phenols are not easily available by other synthetic approaches. The formation of phenolic radical coupling products was not observed even for activated anilines using this open flask method.

1,2,3-Triazole analogs of combretastatin A-4 as potential microtubule-binding agents

A series of cis-restricted 1,4- and 1,5-disubstituted 1,2,3-triazole analogs of combretastatin A-4 (1) have been prepared. Cytotoxicity and tubulin inhibition studies showed that 2-methoxy-5-((5-(3,4,5-trimethoxyphenyl)-1H-1,2, 3-triazol-1-yl)methyl)aniline (5e) and 2-methoxy-5-(1-(3,4,5-trimethoxybenzyl)- 1H-1,2,3-triazol-5-yl)aniline (6e) were two of the most active compounds. Molecular modeling studies revealed that the N-2 and N-3 atoms in the triazole rings in 5e and 6e did not form hydrogen bonds with the amino acids in the anticipated pharmacophore.

Rapid synthesis of triazole-modified resveratrol analogues via click chemistry

Resveratrol is a phytoalexin able to display an array of biological activities. We decided to replace the double bond with a triazole ring using the archetypical click reaction: the Huisgen [3 + 2] cycloaddition. Seventy-two triazole derivatives were synt

Synthetic approach to enyne and enediyne analogues of anticancer agents

The synthesis and the anticancer activity of a new kind of enynes 2 and 3 and enediynes 4, analogues of Combretastatin A-4 1 are reported and discussed.

Synthesis and biological evaluation of vinylogous combretastatin A-4 derivatives

Stereospecific syntheses of the Z-E and E-Z vinylogues of combretastatin A-4, and two B-ring related analogues, were achieved through a Suzuki-Miyaura coupling. As compared to CA4, the derivative with a phenyl moiety has shown increased potency in its abi