62924-31-6

Basic information

• Product Name: (E)-(4-methoxy-2,3,6-trimethylphenyl)-3-buten-2-one
• Synonyms: (E)-(4-methoxy-2,3,6-trimethylphenyl)-3-buten-2-one;(E)-4-(2,3,6-Trimethyl-4-methoxyphenyl)-3-butene-2-one;(E)-4-(4-Methoxy-2,3,6-trimethylphenyl)-3-buten-2-one;(4-Methoxy-2,3,6-triMethylphenyl)-3-buten-2-one
• CAS NO: 62924-31-6
• Molecular Formula: C₁₄H₁₈O₂
• Molecular Weight: 218.29152
• EINECS: 263-760-4
• Mol File: 62924-31-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 347.4oC at 760 mmHg
• Flash Point: 149.1oC
• Appearance: /
• Density: 1.006
• Vapor Pressure: 5.4E-05mmHg at 25°C
• Refractive Index: 1.51
• CAS DataBase Reference: (E)-(4-methoxy-2,3,6-trimethylphenyl)-3-buten-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-(4-methoxy-2,3,6-trimethylphenyl)-3-buten-2-one(62924-31-6)
• EPA Substance Registry System: (E)-(4-methoxy-2,3,6-trimethylphenyl)-3-buten-2-one(62924-31-6)

Safety Data

• Hazardous Substances Data: 62924-31-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H18O2/c1-6-12(15)8-13-9(2)7-14(16-5)11(4)10(13)3/h6-7H,1,8H2,2-5H3

Upstream product

• 697-82-5 2,3,5-trimethylphenol 
• 5469-19-2 1-bromo-2,4,5-trimethylbenzene 
• 20469-61-8 2,3,5-trimethylanisole 
• 154406-54-9 4-(4-methoxy-2,3,6-trimethylphenyl)-3-bromobutan-2-one 
• 54344-92-2 2,3,6-trimethyl-4-methoxy-benzaldehyde 
• 67-64-1 acetone 
• 1706-11-2 2,5-Dimethyl-anisol 
• 154406-46-9 7-methoxy-2,5,8-trimethyl-1-tetralol 
• 154406-47-0 7-methoxy-2,5,8-trimethyl-3,4-dihydronaphthalene 
• 154406-44-7 4-(2,5-dimethyl-4-methoxy-1-phenylyl)-2-methylbutanoic acid 
• 154406-43-6 3-(2,5-dimethyl-4-methoxybenzoyl)-2-methylpropanoic acid 
• 154406-45-8 7-methoxy-2,5,8-trimethyl-1-tetralone 
• 57399-32-3 4-(4-methoxy-2,3,6-trimethylphenyl)butan-2-one 
• 154152-57-5 4-bromo-3-nitro-1,2,5-trimethylbenzene 

Downstream Products

• 63651-08-1 (2E,4E)-2-Fluoro-5-(4-methoxy-2,3,6-trimethyl-phenyl)-3-methyl-penta-2,4-dienal 
• 63651-09-2 (2Z,4E)-2-fluoro-3-methyl-5-(4-methoxy-2,3,6-trimethylphenyl)-2,4-pentadien-1-al 
• 63651-04-7 (E,E/Z)-2-fluoro-3-methyl-5-(2,3,6-trimethyl-4-methoxyphenyl)-2,4-pentadienoate 
• 57399-32-3 4-(4-methoxy-2,3,6-trimethylphenyl)butan-2-one 
• 69877-38-9 5-(4-methoxy-2,3,6-trimethylphenyl)-3-methyl-2(E),4(E)-pentadien-1-al 
• 1621284-01-2 4,4’-((1E,3E,5E,7E,9E,11E,13E)-3,7,12-trimethyltetradeca-1,3,5,7,9,11,13-heptaene-1,14-diyl)bis(1-methoxy-2,3,5-trimethylbenzene) 
• 58508-38-6 (2E,4E,6E,8E)-9-(4-methoxyl-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,4,6,8-tetraenal 
• 61630-49-7 (2E,4E,6E,8E)-9-(4-methoxyl-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,4,6,8-tetraen-1-ol 
• 54350-48-0 etretinate 
• 1621283-96-2 4,4’-((1E,3E,5E,7E,9E)-3,8-dimethyldeca-1,3,5,7,9-pentaene-1,10-diyl)bis(2,3,5-trimethylphenol) 
• 1621284-00-1 4,4’-((1E,3E,5E,7E,9E)-3,8-dimethyldeca-1,3,5,7,9-pentaene-1,10-diyl)bis(1-methoxy-2,3,5-trimethylbenzene) 
• 1621283-95-1 4,4’-((1E,3E,5E)-3-methylhexa-1,3,5-triene-1,6-diyl)bis(2,3,5-trimethylphenol) 
• 1621283-99-5 4,4’-((1E,3E,5E)-3-methylhexa-1,3,5-triene-1,6-diyl)bis(1-methoxy-2,3,5-trimethylbenzene) 

Relevant articles and documents

Tailoring 3,3'-dihydroxyisorenieratene to hydroxystilbene: Finding a resveratrol analogue with increased antiproliferation activity and cell selectivity

Four novel compounds were designed by "tailoring" 3,3'-dihydroxyisorenieratene (a natural carotenoid) based on an isoprene unit retention truncation strategy. Among them, the smallest molecule 1 (2,3,6,2',3',6'-hexamethyl-4,4'-dihydroxy-trans-stilbene) was concisely synthesized in a one-pot Stille-Heck tandem sequence, and surfaced as a promising lead molecule in terms of its selective antiproliferative activity mediated by blocking the NCI-H460 cell cycle in G1 phase. Additionally, theoretical calculations and cell uptake experiments indicate that the unique polymethylation pattern of compound 1 significantly induces a conformational change shift out of planarity and increases its cell uptake and metabolic stability. The observation should be helpful to rationally design resveratrol-inspired antiproliferative agents. Four novel compounds were designed by "tailoring" 3,3'-dihydroxyisorenieratene (a natural carotenoid) based on an isoprene unit retention truncation strategy. Among them, the smallest molecule 1 was concisely synthesized by a one-pot Stille-Heck tandem sequence, and surfaced as a promising lead molecule in terms of its selective antiproliferative activity (see figure).

SYNTHETHIC INVESTIGATIONS ON THE CHEMISTRY OF POLYENE COMPOUNDS. LVI. SYNTHESIS OF (ALL-E)-9-(4-METHOXY-2,3,6-TRIMETHYLPHENYL)-3,7-DIMETHYLNONA-2,4,6,8-TETRAENOIC ACID

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STEREOSELECTIVE SYNTHESIS OF 5-ARYL-3-METHYL-2E,4E-PENTADIENALS

A series of 5-aryl-3-methyl-2E,4E-pentadienals were synthesized stereoselectively from 4-aryl-3E-buten-2-ones and methylmagnesium iodide followed by formylation of the obtained tertiary dimethylstyrylcarbinols by the formylating complex produced from dimethylformamide and phosphorus oxychloride.A synthesis of 2,3,6-trimethyl-4-methoxybenzaldehyde, starting from pseudocumene, is proposed.