2'-Hydroxybutyrophenone

Base Information

• Chemical Name: 2'-Hydroxybutyrophenone
• CAS No.: 2887-61-8
• Molecular Formula: C10H12O2
• Molecular Weight: 164.204
• Hs Code.: 2914501900
• European Community (EC) Number: 220-749-9
• UNII: D3R09N552F
• DSSTox Substance ID: DTXSID10183070
• Nikkaji Number: J306.809I
• Wikidata: Q27276053
• Mol file: 2887-61-8.mol

Synonyms:2'-Hydroxybutyrophenone;2887-61-8;1-(2-hydroxyphenyl)butan-1-one;Fenjuntong;1-Butanone, 1-(2-hydroxyphenyl)-;1-(2-Hydroxyphenyl)-1-butanone;UNII-D3R09N552F;D3R09N552F;EINECS 220-749-9;AI3-11702;Butyrophenone, 2'-hydroxy-;2-Butyrylphenol;o-hydroxybutyrophenone;2-Hydroxybutyrophenone;SCHEMBL289555;2-Hydroxy-5-nitrobutyrophenone;DTXSID10183070;CAA88761;1-(2-Hydroxyphenyl)-1-butanone #;MFCD00020041;AKOS006272584;AS-12463;CS-0152466;FT-0656294;A18580;D86507;W-107023;Q27276053

Chemical Property of 2'-Hydroxybutyrophenone

Chemical Property:

• Appearance/Colour: Colorless to pale yellow
• Melting Point: 10°C
• Refractive Index: 1.5379 (estimate)
• Boiling Point: 253.7 °C at 760 mmHg
• PKA: 8.07±0.30(Predicted)
• Flash Point: 104.7 °C
• PSA: 37.30000
• Density: 1.077 g/cm³
• LogP: 2.37500
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 164.083729621
• Heavy Atom Count: 12
• Complexity: 154

Purity/Quality:

99% ^*data from raw suppliers

1-(2-Hydroxyphenyl)butan-1-one 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(=O)C1=CC=CC=C1O

Technology Process of 2'-Hydroxybutyrophenone

There total 25 articles about 2'-Hydroxybutyrophenone 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: 82.0%

salicylonitrile (611-20-1) + propyl bromide (106-94-5) → 2-hydroxybutyrophenone (2887-61-8)

Guidance literature:

propyl bromide; With magnesium; In tetrahydrofuran; for 2h; Reflux;

salicylonitrile; In tetrahydrofuran; for 2h; Reflux;

With sulfuric acid; water; In tetrahydrofuran; at 80 ℃; for 1h; Cooling with ice;

DOI:10.1371/journal.pone.0112059

Reference yield: 82.0%

2-(1-methyliminobutyl) phenol → 2-hydroxybutyrophenone (2887-61-8)

Guidance literature:

With acetic acid; In tetrahydrofuran; water; at 40 ℃; for 4h;

DOI:10.1016/S0040-4020(98)00985-5

Reference yield: 80.0%

chlorotripropylsilane (995-25-5) + O-phenyl N,N-diethylcarbamate (65009-00-9) → 2-hydroxybutyrophenone (2887-61-8)

Guidance literature:

O-phenyl N,N-diethylcarbamate; With lithium diisopropyl amide; In tetrahydrofuran; at -78 - 20 ℃; for 12h; Inert atmosphere;

chlorotripropylsilane; In tetrahydrofuran; at 0 - 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/anie.201404495

upstream raw materials:

2-methylchromone

phenyl butanoate

butyryl chloride

phenol

Downstream raw materials:

1-(2-allyloxy-phenyl)-butan-1-one

(2-butyryl-phenyl)-[tetra-O-acetyl-β-D-glucopyranoside

2-<1-Propyl-hepten-(1)-yl>-phenol

2-<1-Propyl-octen-(1)-yl>-phenol

Refernces

• 1、 Wen, Chunxiao,Chen, Qian,He, Zhenwen,Yan, Xinxing,Zhang, Changyuan,Du, Zhiyun,Zhang, Kun. "The insertion of arynes into the O-H bond of aliphatic carboxylic acids". supporting information. p. 5470 - 5473. Retrieved 2015/09/15.
• 2、 Potuckova, Eliska,Hruskova, Katerina,Bures, Jan,Kovarikova, Petra,Spirkova, Iva A.,Pravdikova, Katerina,Kolbabova, Lucie,Hergeselova, Tereza,Haskova, Pavlna,Jansova, Hana,Machacek, Miloslav,Jirkovska, Anna,Richardson, Vera,Lane, Darius J. R.,Kalinowski, Danuta S.,Richardson, Des R.,Vavrova, Katerina,Simunek, Tomas. "Structure-activity relationships of novel salicylaldehyde isonicotinoyl hydrazone (SIH) analogs: Iron chelation, anti-oxidant and cytotoxic properties". . . Retrieved 2015/02/19.