beta-Hydroxypropiovanillone

Base Information

• Chemical Name: beta-Hydroxypropiovanillone
• CAS No.: 2196-18-1
• Molecular Formula: C10H12O4
• Molecular Weight: 196.203
• Hs Code.: 2914509090
• UNII: M22UI268J1
• DSSTox Substance ID: DTXSID10176366
• Nikkaji Number: J102.027G
• Wikidata: Q27283375
• Metabolomics Workbench ID: 138443
• ChEMBL ID: CHEMBL485875
• Mol file: 2196-18-1.mol

Synonyms:beta-Hydroxypropiovanillone;2196-18-1;Propiophenone, 3,4'-dihydroxy-3'-methoxy-;3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-1-one;1-Propanone, 3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-;M22UI268J1;Omega-Hydroxypropioguaiacone;.beta.-Hydroxypropiovanillone;UNII-M22UI268J1;4-HYDROXYPROPIOGUAIACONE;3,4'-DIHYDROXY-3'-METHOXYPROPIOPHENONE;omega-Hydroxypropioguaiacone;CHEMBL485875;SCHEMBL4545341;DTXSID10176366;CAA19618;HY-N2929;.OMEGA.-HYDROXYPROPIOGUAIACONE;AKOS022645250;3,4'-dihydroxy-3'-methoxy-propiophenone;MS-23061;CS-0023543;3-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-1-propanone;Q27283375;3-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-1-propanone #

Chemical Property of beta-Hydroxypropiovanillone

Chemical Property:

• Vapor Pressure: 2.14E-07mmHg at 25°C
• Boiling Point: 408.2°Cat760mmHg
• Flash Point: 165.4°C
• PSA: 66.76000
• Density: 1.246g/cm³
• LogP: 0.96590
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 196.07355886
• Heavy Atom Count: 14
• Complexity: 193

Purity/Quality:

99.5% ^*data from raw suppliers

β-Hydroxypropiovanillone 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)C(=O)CCO)O

Technology Process of beta-Hydroxypropiovanillone

There total 13 articles about beta-Hydroxypropiovanillone 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: 100.0%

3-chloro-1-(4-hydroxy-3-methoxyphenyl)-1-propanone (7182-42-5) → 3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-1-propanone (2196-18-1)

Guidance literature:

With sodium hydroxide; In water; at 20 - 65 ℃; for 1.5h; Reagent/catalyst; Temperature; Solvent; Industrial scale;

Reference yield: 99.0%

β-hydroxy-α-(2-methoxyphenoxy)4-hydroxy-3-methoxypropiophenone (22317-34-6) → 3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-1-propanone (2196-18-1) + 2-methoxy-phenol (90-05-1)

Guidance literature:

With formic acid; N-ethyl-N,N-diisopropylamine; Lumogen F Orange 240; In acetonitrile; at 25 ℃; for 8h; Reagent/catalyst; UV-irradiation; Inert atmosphere;

DOI:10.1039/d0cc01127d

Reference yield:

guaiacylglycerol-β-guaiacyl ether (7382-59-4) → 3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-1-propanone (2196-18-1) + 2-methoxy-phenol (90-05-1) + 1-(3-methoxy-4-hydroxyphenyl)ethanone (498-02-2)

Guidance literature:

With oxygen; rose bengal; In acetonitrile; at 13 ℃; Irradiation;

DOI:10.1016/S0040-4020(97)00460-2

upstream raw materials:

guaiacylglycerol-β-guaiacyl ether

4-benzyloxy-3-methoxyacetophenone

β-hydroxy-α-(2-methoxyphenoxy)4-hydroxy-3-methoxypropiophenone

3-methoxy-4-benzyloxy-α-bromoacetophenone

Downstream raw materials:

3-bromo-1-(4-hydroxy-3-methoxyphenyl)propan-1-one

ficuseptamine A

Refernces

• 1、 Lin, Jinchi,Wu, Xuejiao,Xie, Shunji,Chen, Liangyi,Zhang, Qinghong,Deng, Weiping,Wang, Ye. "Visible-Light-Driven Cleavage of C?O Linkage for Lignin Valorization to Functionalized Aromatics". . p. 5023 - 5031. Retrieved 2019/12/02.
• 2、 Luo, Jian,Zhang, Xiang,Lu, Jingzhi,Zhang, Jian. "Fine Tuning the Redox Potentials of Carbazolic Porous Organic Frameworks for Visible-Light Photoredox Catalytic Degradation of Lignin β-O-4 Models". . p. 5062 - 5070. Retrieved 2017/08/17.