3,4-Dihydroxyphenylacetone

Base Information

• Chemical Name: 3,4-Dihydroxyphenylacetone
• CAS No.: 2503-44-8
• Molecular Formula: C9H10 O3
• Molecular Weight: 166.177
• Hs Code.: 2914501900
• European Community (EC) Number: 803-414-7
• UNII: 4161KA24ZB
• DSSTox Substance ID: DTXSID90179739
• Nikkaji Number: J600.660D
• Wikidata: Q27258404
• Metabolomics Workbench ID: 44698
• ChEMBL ID: CHEMBL3638320
• Mol file: 2503-44-8.mol

Synonyms:3,4-Dihydroxyphenylacetone;dhp-acetone

Chemical Property of 3,4-Dihydroxyphenylacetone

Chemical Property:

• Vapor Pressure: 6.01E-05mmHg at 25°C
• Melting Point: -30 °C (decomp)
• Boiling Point: 335.8°Cat760mmHg
• PKA: 9.59±0.10(Predicted)
• Flash Point: 171.1°C
• PSA: 57.53000
• Density: 1.251g/cm³
• LogP: 1.22930
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 166.062994177
• Heavy Atom Count: 12
• Complexity: 167

Purity/Quality:

99.5% ^*data from raw suppliers

3,4-dihydroxyphenylacetone 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)CC1=CC(=C(C=C1)O)O
• Description: 3'',4''-Dihydroxyphenylacetone (Item No. 19522) is an analytical reference standard. It is a minor metabolite of 3,4-MDEA (Item Nos. 14085 | 15689), MDMA, and α-methyldopa produced by oxidative deamination. This product is intended for forensic and research applications.
• Uses: 3',4'-Dihydroxyphenylacetone , MDMA, and α-methyldopa produced by oxidative deamination. This product is intended for forensic and research applications. A metabolite of racemic 3,4-methylenedioxyethylamphetamine. A metabolite of 3,4-methylenedioxyethylamphetamine.

Technology Process of 3,4-Dihydroxyphenylacetone

There total 10 articles about 3,4-Dihydroxyphenylacetone 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: 95.0%

guaiacylglycerol-β-guaiacyl ether (7382-59-4) → 1-(3,4-dihydroxyphenyl)-2-propanone (2503-44-8)

Guidance literature:

With methylimidazolium bromide; at 110 ℃; for 0.00277778h; Microwave irradiation; Green chemistry;

DOI:10.1002/cssc.201701668

Reference yield: 78.0%

guaiacylglycerol-β-guaiacyl ether (7382-59-4) → 1-(3,4-dihydroxyphenyl)-2-propanone (2503-44-8) + benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9)

Guidance literature:

With methylimidazolium bromide; at 110 ℃; for 0.333333h; Sealed tube; Inert atmosphere; Green chemistry;

DOI:10.1002/cssc.201701668

Reference yield: 73.0%

1-<3,4-di-(t-butyldimethylsilyloxy)-phenyl>-2-propanone (159423-47-9) → 1-(3,4-dihydroxyphenyl)-2-propanone (2503-44-8)

Guidance literature:

With triethylamine hydrofluoride; In tetrahydrofuran; for 2h; Ambient temperature;

upstream raw materials:

(+/-)-1-(3,4-dihydroxy-phenyl)-2-dimethylamino-propan-1-one

1-<3,4-di-(t-butyldimethylsilyloxy)-phenyl>-2-propanone

2-(3,4-dihydroxyphenyl)-1,3-propylenedithioacetal

2-<3,4-di-(t-butyldimethylsilyloxy)-phenyl>-1,3-propylenedithioacetal

Downstream raw materials:

3,4-dimethoxyphenylacetone

Refernces

• 1、 G?sowska-Bajger, Beata,Nishigaya, Yuki,Hirsz-Wiktorzak, Krystyna,Rybczyńska, Anna,Yamazaki, Toshimasa,Wojtasek, Hubert. "Interference of carbidopa and other catechols with reactions catalyzed by peroxidases". . p. 1626 - 1634. Retrieved 2018/04/26.
• 2、 Vickers,Stuart,Hucker,VandenHeuvel. "Further studies on the metabolism of carbidopa, (-) L α hydrazino 3,4 dihydroxy α methylbenzenepropanoic acid monohydrate, in the human, rhesus monkey, dog, and rat". . p. 134 - 138. Retrieved 2007/10/12.