4-(4-Hydroxyphenyl)-3-buten-2-one

Base Information

• Chemical Name: 4-(4-Hydroxyphenyl)-3-buten-2-one
• CAS No.: 3160-35-8
• Molecular Formula: C₁₀H₁₀O₂
• Molecular Weight: 162.188
• Wikidata: Q105189467
• Mol file: 3160-35-8.mol

Synonyms:4-(4-Hydroxyphenyl)-3-buten-2-one;4-hydroxy-benzalacetone;4-Hydroxybenzilideneacetone;AKOS017269826;4-(4-hydroxy-phenyl)-but-3-en-2-one;FT-0618702;H1564

Chemical Property of 4-(4-Hydroxyphenyl)-3-buten-2-one

Chemical Property:

• Vapor Pressure: 0.000198mmHg at 25°C
• Melting Point: 108-111°C
• Refractive Index: 1.599
• Boiling Point: 318.1 °C at 760 mmHg
• PKA: 9.88±0.26(Predicted)
• Flash Point: 134.8 °C
• PSA: 37.30000
• Density: 1.138 g/cm³
• LogP: 1.99440
• Storage Temp.: Refrigerator
• Solubility.: Optimally soluble in aqueous solvents.
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 162.068079557
• Heavy Atom Count: 12
• Complexity: 176

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Hydroxybenzylideneacetone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: 36/37/38
• Safety Statements: 26-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C=CC1=CC=C(C=C1)O
• Uses: 4-Hydroxybenzylideneacetone is used in the synthesis of 4-(4-hydroxy-phenyl)-butan-2-one. This reaction needs the reagents of cyclohexane and AlCl3, and the solvent of CH2Cl2.

Technology Process of 4-(4-Hydroxyphenyl)-3-buten-2-one

There total 14 articles about 4-(4-Hydroxyphenyl)-3-buten-2-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) + 1-triphenylphosphoranylidene-2-propanone (1439-36-7) → 4-(4'-hydroxyphenyl)but-3-en-2-one (22214-30-8,59417-71-9,3160-35-8)

Guidance literature:

In N,N-dimethyl-formamide; at 210 ℃; Continuous flow;

DOI:10.1021/op2001047

Reference yield: 87.1%

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) + acetone (67-64-1) → 4-(4'-hydroxyphenyl)but-3-en-2-one (22214-30-8,59417-71-9,3160-35-8)

Guidance literature:

With sodium hydroxide; In water; at 0 - 20 ℃; for 10.5h;

Reference yield: 78.0%

p-Iodophenol (540-38-5) + methyl vinyl ketone (78-94-4,25038-87-3) → 4-(4'-hydroxyphenyl)but-3-en-2-one (22214-30-8,59417-71-9,3160-35-8)

Guidance literature:

With palladium diacetate; caesium carbonate; In water; N,N-dimethyl-formamide; at 160 ℃; Microwave irradiation;

DOI:10.1021/op2001047

upstream raw materials:

4-hydroxy-benzaldehyde

acetone

propargyl bromide

1-triphenylphosphoranylidene-2-propanone

Downstream raw materials:

(E)-4-[4-((E)-3,7-Dimethyl-octa-2,6-dienyloxy)-phenyl]-but-3-en-2-one

1-(4-nitrophenyl)-5-(4-hydroxyphenyl)-1,4-pentadien-3-one

C₂₂H₂₀N₄O₂

C₂₃H₂₂N₄O₃

Refernces

• 1、 Xing, Gang,Zhi, Zhengxing,Yi, Ce,Zou, Jitian,Jing, Xuefeng,Yiu-Ho Woo, Anthony,Lin, Bin,Pan, Li,Zhang, Yuyang,Cheng, Maosheng. "8-Hydroxyquinolin-2(1H)-one analogues as potential β2-agonists: Design, synthesis and activity study". . . Retrieved 2021/07/19.
• 2、 Chen, Liu Zeng,Han, Xu,Liu, Chao,Liu, Xin Hua,Xue, Wei,Yu, Pei Jing. "Synthesis and biological evaluation of myricetin-pentadienone hybrids as potential anti-inflammatory agents in vitro and in vivo". supporting information. . Retrieved 2020/02/04.