4-Methoxybenzoin

Base Information

• Chemical Name: 4-Methoxybenzoin
• CAS No.: 4254-17-5
• Molecular Formula: C15H14O3
• Molecular Weight: 242.274
• Hs Code.: 2914509090
• NSC Number: 57856,26659
• DSSTox Substance ID: DTXSID00274406
• Nikkaji Number: J1.178.301E
• Mol file: 4254-17-5.mol

Synonyms:4-METHOXYBENZOIN;4254-17-5;2-hydroxy-1-(4-methoxyphenyl)-2-phenylethanone;2-hydroxy-1-(4-methoxyphenyl)-2-phenyl-ethanone;NSC26659;HDInhib_000076;SCHEMBL812736;DTXSID00274406;NSC57856;NSC 26659;NSC 57856;NSC-26659;NSC-57856;AKOS000365287;AKOS016038142;CS-0117112;2-hydroxy-1-(4-methoxyphenyl)-2-phenylethan-1-one

Chemical Property of 4-Methoxybenzoin

Chemical Property:

• Vapor Pressure: 7.69E-08mmHg at 25°C
• Melting Point: 108 °C
• Boiling Point: 421°C at 760 mmHg
• PKA: 12.07±0.20(Predicted)
• Flash Point: 159.5°C
• PSA: 46.53000
• Density: 1.188g/cm³
• LogP: 2.61150
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 242.094294304
• Heavy Atom Count: 18
• Complexity: 263

Purity/Quality:

99% ^*data from raw suppliers

4-Methoxybenzoin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C(=O)C(C2=CC=CC=C2)O
• Uses: 4-Methoxybenzoin is used in preparation of Benzofuran-2-one compounds useful for the treatment of cancer.

Technology Process of 4-Methoxybenzoin

There total 33 articles about 4-Methoxybenzoin 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: 88.0%

(4-methoxybenzoyl)trimethylsilane (75748-09-3) + benzaldehyde (100-52-7) → 4-methoxybenzoin (4254-17-5)

Guidance literature:

In dichloromethane; at 20 ℃; for 24h; Solvent; Wavelength; Time; Inert atmosphere; Irradiation; Schlenk technique;

DOI:10.1002/adsc.202100186

Reference yield: 87.0%

C18H20O2S2 → 4-methoxybenzoin (4254-17-5)

Guidance literature:

With N-chloro-succinimide; silver nitrate; In water; acetonitrile; at 20 ℃;

DOI:10.1021/acs.orglett.1c02390

Reference yield: 82.0%

α-benzoyloxy-4-methoxy-deoxybenzoin (38828-29-4) → 4-methoxybenzoin (4254-17-5)

Guidance literature:

With sodium hydroxide; In water; acetonitrile; Ambient temperature;

DOI:10.1016/S0040-4020(01)96667-0

upstream raw materials:

4'-methoxybenzoin

α-benzoyloxy-4-methoxy-deoxybenzoin

sodium ethanolate

4-Methoxybenzoin benzoate

Downstream raw materials:

α-anilino-4-methoxy-deoxybenzoin

(+/-)-4-methoxy-benzoin-seqtrans-oxime

(1RS:2SR)-2-phenyl-1-(4-methoxy-phenyl)-ethanediol-(1,2)

(1RS:2RS)-2-phenyl-1-(4-methoxy-phenyl)-ethanediol-(1,2)

Refernces

• 1、 Li, Ling,Zhang, Shiqi,Deng, Xiongfei,Li, Guangxun,Tang, Zhuo,Zhao, Gang. "Preparation and Application of α-Imino Ketones through One-Pot Tandem Reactions Based on Heyns Rearrangement". . p. 6819 - 6824. Retrieved 2021/09/08.
• 2、 Zheng, Lewei,Huang, Hongli,Yang, Chao,Xia, Wujiong. "UV light-mediated difunctionalization of alkenes through aroyl radical addition/1,4-/1,2-Aryl shift cascade reactions". supporting information. p. 1034 - 1037. Retrieved 2015/03/30.