4-Hydroxyphenyl acetate

Base Information

• Chemical Name: 4-Hydroxyphenyl acetate
• CAS No.: 3233-32-7
• Molecular Formula: C8H8 O3
• Molecular Weight: 152.15
• Hs Code.: 2918290090
• European Community (EC) Number: 844-197-9
• NSC Number: 47899
• UNII: 6GIM3882KV
• DSSTox Substance ID: DTXSID70186062
• Nikkaji Number: J83.249I
• Wikidata: Q27114157
• Metabolomics Workbench ID: 54341
• ChEMBL ID: CHEMBL3039093
• Mol file: 3233-32-7.mol

Synonyms:4-hydroxyphenylacetate

Chemical Property of 4-Hydroxyphenyl acetate

Chemical Property:

• Vapor Pressure: 0.00441mmHg at 25°C
• Melting Point: 62-63 °C
• Boiling Point: 269.3°C at 760 mmHg
• PKA: 9.55±0.26(Predicted)
• Flash Point: 118.6°C
• PSA: 46.53000
• Density: 1.212g/cm³
• LogP: 1.31750
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 152.047344113
• Heavy Atom Count: 11
• Complexity: 136

Purity/Quality:

99%, ^*data from raw suppliers

4-Acetoxyphenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1=CC=C(C=C1)O
• Uses: 4-Acetoxyphenol is a differential urinary metabolite related with severity of major depressive disorder.

Technology Process of 4-Hydroxyphenyl acetate

There total 61 articles about 4-Hydroxyphenyl acetate 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: 99.0%

benzene-1,4-diyl diacetate (1205-91-0) + hydroquinone (123-31-9,8027-02-9) → hydroquinone monoacetate (3233-32-7)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; at 25 ℃; regioselective reaction; Green chemistry;

DOI:10.1016/j.tet.2016.05.048

Reference yield: 98.0%

(4-acetoxyphenyl)boronic acid (177490-82-3) → hydroquinone monoacetate (3233-32-7)

Guidance literature:

With menadione; sodium hydrogencarbonate; sodium L-ascorbate; In ethanol; water; at 20 ℃; for 24h; under 760.051 Torr; pH=8.5; Darkness; Green chemistry;

DOI:10.1039/c5cc01519g

Reference yield: 97.0%

4-[(t-butyldimethylsilyl)oxy]phenyl acetate → hydroquinone monoacetate (3233-32-7)

Guidance literature:

With potassium hydrogen difluoride; In methanol; at 20 ℃; for 1h;

DOI:10.1055/s-0036-1588350

upstream raw materials:

carbonic acid-(4-acetoxy-phenyl ester)-benzyl ester

peracetic acid

acetic anhydride

4-hydroxy-benzaldehyde

Downstream raw materials:

3-(5-Acetoxy-2-hydroxy-phenyl)-3-(2-methoxycarbonyl-ethylsulfanyl)-propionic acid methyl ester

4-acetoxyphenyl tosylate

2-vinyl-1,4-dihydroxybenzene

acetic acid 4-(1-ethynyl-1,5-dimethyl-hex-4-enyloxy)-phenyl ester

Refernces

• 1、 Chen, Huan,Li, Xiao-Huan,Gong, Jing,Song, Hao,Liu, Xiao-Yu,Qin, Yong. "Synthetic approach to the functionalized tricyclic core of atropurpuran". . p. 347 - 353. Retrieved 2016.
• 2、 D?ring, Manuel,Sieber, Volker,Simon, Robert C.,Tafertshofer, Georg,Zachos, Ioannis. "carba Nicotinamide Adenine Dinucleotide Phosphate: Robust Cofactor for Redox Biocatalysis". supporting information. p. 14701 - 14706. Retrieved 2021/05/13.
• 3、 Wang, Jiming,Zhang, Xiangyu,Yan, Jiangkun,Li, Wei,Jiang, Qinwen,Wang, Xinran,Zhao, Dongmei,Cheng, Maosheng. "Design, synthesis and biological evaluation of curcumin analogues as novel LSD1 inhibitors". supporting information. . Retrieved 2019/10/22.