4'-Hydroxyacetophenone

Base Information

• Chemical Name: 4'-Hydroxyacetophenone
• CAS No.: 99-93-4
• Molecular Formula: C8H8O2
• Molecular Weight: 136.15
• Hs Code.: 29145000
• European Community (EC) Number: 202-802-8
• NSC Number: 3698
• UNII: G1L3HT4CMH
• DSSTox Substance ID: DTXSID0029133
• Nikkaji Number: J4.976J,J2.233.995H
• Wikipedia: Piceol
• Wikidata: Q7190613
• RXCUI: 1541733
• Metabolomics Workbench ID: 51565
• ChEMBL ID: CHEMBL201083
• Mol file: 99-93-4.mol

Synonyms:1-(4-hydroxyphenyl)ethanone;4-hydroxyacetophenone;p-hydroxyacetophenone;para-hydroxyacetophenone;piceol

Chemical Property of 4'-Hydroxyacetophenone

Chemical Property:

• Appearance/Colour: almost white to beige crystalline powder
• Vapor Pressure: 0.002Pa at 20℃
• Melting Point: 132-135 °C(lit.)
• Refractive Index: 1.5577 (estimate)
• Boiling Point: 313 °C at 760 mmHg
• PKA: 8.05(at 25℃)
• Flash Point: 121.2 °C
• PSA: 37.30000
• Density: 1.14 g/cm³
• LogP: 1.59480
• Storage Temp.: Refrigerator
• Solubility.: methanol: 0.1 g/mL, clear
• Water Solubility.: 10 g/L (22 ºC)
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 136.052429494
• Heavy Atom Count: 10
• Complexity: 123

Purity/Quality:

99% ^*data from raw suppliers

4''-Hydroxyacetophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-22
• Safety Statements: 26-36/37-37/39-24/25-22-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aromatic Ketones
• Canonical SMILES: CC(=O)C1=CC=C(C=C1)O
• Uses: 4?-Hydroxyacetophenone has been used as ketone component in the preparation of 1-aryl-3-phenethylamino-1-propanone hydrochlorides, potential cytotoxic agents, via Mannich reactions. 4′-Hydroxyacetophenone has been used as ketone component in the preparation of 1-aryl-3-phenethylamino-1-propanone hydrochlorides, potential cytotoxic agents, via Mannich reactions. p-Hydroxyacetophenone is widely used in medicine, cosmetics and industrial fields. It is a natural plant extract, which naturally exists in the stems and leaves of the Compositae plant, Artemisia annua, the roots of plants such as Artemisia annua, Rhododendron, and Panax ginseng. It has a good effect on yellow eyes caused by diseases such as hepatitis, and also has a good auxiliary effect on yellow eyes caused by various reasons. Due to its weak molecular activity, high temperature resistance, melting point of 95-97 °C and boiling point of 296 °C, it is widely used in various liquid pharmaceuticals and can prolong the shelf life of other active ingredients under high temperature conditions. It has no harm to human skin and is the safest high-temperature auxiliary active stabilizer in the pharmaceutical industry.

Technology Process of 4'-Hydroxyacetophenone

There total 319 articles about 4'-Hydroxyacetophenone 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: 37.0%

2,2,6,6-Tetramethyl-1-piperidinyloxy free radical (2564-83-2,45842-10-2,126517-51-9,25657-03-8,26933-82-4,54637-06-8,64104-42-3) + 2-(4-(1-hydroxyethyl)phenoxy)-1-(4-methoxyphenyl)propane-1,3-diol → C27H33NO6 + C17H14O5 + 4-methoxybenzoic acid (100-09-4) + 4-Hydroxyacetophenone (99-93-4) + 4-methoxy-benzoic acid 2,2,6,6-tetramethyl-piperidin-1-yl ester

Guidance literature:

With hydrogenchloride; sodium chloride; sodium nitrite; In dichloromethane; water; at 25 ℃; for 14h; under 735.576 Torr;

DOI:10.1016/j.tetlet.2016.05.105

Reference yield:

1,2-bis(1-(4-methoxyphenyl)ethylidene)hydrazine (21399-34-8) → 4-cyanophenol (767-00-0) + 4-methoxybenzonitrile (874-90-8) + 1-(4-methoxyphenyl)ethanone (100-06-1) + 4-Hydroxyacetophenone (99-93-4) + 4-Methoxypropiophenone (121-97-1) + phenol (108-95-2,27073-41-2)

Guidance literature:

at 20 - 350 ℃; Product distribution;

Reference yield:

1-methoxy-4-(1-methylethyl)benzene (4132-48-3) → para-methoxynitrobenzene (100-17-4) + 4-isopropyl-2-nitrophenol (1576-10-9) + 4,6-di-isopropyl-2-nitrophenol (16928-17-9) + 4-isopropyl-2-nitro-anisole (1706-61-2) + 1-(4-methoxyphenyl)ethanone (100-06-1) + 4-Hydroxyacetophenone (99-93-4)

Guidance literature:

With nitric acid; 4-aminobenzene sulfonic acid; In sulfuric acid; at 25 ℃; Product distribution; Rate constant; various concentrations and molar ratios of HNO₃ and H₂SO₄;

DOI:10.1039/P29800001606

upstream raw materials:

vitexin

1,1,1-trichloroethane

sodium phenoxide

5-acetylsalicylic acid

Downstream raw materials:

1-(4-ethoxycarbonyloxy-phenyl)-ethanone

4-acetyloxyacetophenone

4'-benzyloxy-acetophenone

4-benzoyloxyacetophenone

Refernces

• 1、 Anderson,Lucas, Linda J. H.,Widlanski, Theodore S.. "Molecular recognition in biological systems: Phosphate esters vs sulfate esters and the mechanism of action of steroid sulfatases". . p. 3889 - 3890. Retrieved 1995.
• 2、 Chechik, Victor,Greener, Andrew J.,James, Michael J.,Oca?a, Ivan,Owens-Ward, Will,Smith, George,Ubysz, Patrycja,Whitwood, Adrian C.. "Radical-anion coupling through reagent design: hydroxylation of aryl halides". . p. 14641 - 14646. Retrieved 2021/11/17.
• 3、 -. "Aryl phenol compound as well as synthesis method and application thereof". Paragraph 0237-0240. . Retrieved 2021/05/12.