1-(2-Hydroxybiphenyl-3-YL)ethanone

Base Information

• Chemical Name: 1-(2-Hydroxybiphenyl-3-YL)ethanone
• CAS No.: 21424-82-8
• Molecular Formula: C14H12O2
• Molecular Weight: 212.24388
• DSSTox Substance ID: DTXSID10529818
• Nikkaji Number: J1.362.003B
• Wikidata: Q82400528
• Mol file: 21424-82-8.mol

Synonyms:21424-82-8;1-(2-HYDROXYBIPHENYL-3-YL)ETHANONE;3-Aceto-2-hydroxybiphenyl;1-(2-HYDROXY-3-PHENYLPHENYL)ETHANONE;1-(2-Hydroxy-[1,1'-biphenyl]-3-yl)ethanone;1-{2-hydroxy-[1,1'-biphenyl]-3-yl}ethan-1-one;SCHEMBL2827858;DTXSID10529818;XFRAXOKMMRIWKK-UHFFFAOYSA-N;MFCD13192641;AKOS022650750;AS-61901;W11380;1-(2-Hydroxy[1,1'-biphenyl]-3-yl)ethan-1-one

Chemical Property of 1-(2-Hydroxybiphenyl-3-YL)ethanone

Chemical Property:

• Boiling Point: 350.2±30.0 °C(Predicted)
• PKA: 10.19±0.10(Predicted)
• PSA: 37.30000
• Density: 1.149±0.06 g/cm3(Predicted)
• LogP: 3.26180
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 212.083729621
• Heavy Atom Count: 16
• Complexity: 243

Purity/Quality:

99% ^*data from raw suppliers

3-Aceto-2-hydroxybiphenyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC=CC(=C1O)C2=CC=CC=C2
• Uses: 3-Aceto-2-hydroxybiphenyl is used as a reactant or reagent in the synthesis of flavonoids. Reagent in the synthesis of a nonselective inhibitors of trypsin-like serine proteases.

Technology Process of 1-(2-Hydroxybiphenyl-3-YL)ethanone

There total 12 articles about 1-(2-Hydroxybiphenyl-3-YL)ethanone 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: 99.0%

3-phenylsalicylic acid (304-06-3) + methyllithium (917-54-4) → 1-(2-hydroxy-[1,1'-biphenyl]-3-yl)ethanone (21424-82-8)

Guidance literature:

In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/adsc.201900749

Reference yield: 96.0%

chloro-trimethyl-silane (75-77-4) + N,N-diethyl-2-hydroxy-[1,1'-biphenyl]-3-carboxamide (63992-45-0) → 1-(2-hydroxy-[1,1'-biphenyl]-3-yl)ethanone (21424-82-8)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at 0 - 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/anie.201404495

Reference yield: 93.0%

chloro-trimethyl-silane (75-77-4) + Diethylcarbamic acid, <1,1'-biphenyl>-2-yl ester (132939-03-8) → 1-(2-hydroxy-[1,1'-biphenyl]-3-yl)ethanone (21424-82-8)

Guidance literature:

Diethylcarbamic acid, <1,1'-biphenyl>-2-yl ester; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; Inert atmosphere;

chloro-trimethyl-silane; In tetrahydrofuran; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/anie.201404495

upstream raw materials:

2-acetoxybiphenyl

methyllithium

2-hydroxybiphenyl-3-carboxylic acid N-methoxy-N-methylamide

acetyl chloride

Downstream raw materials:

(E)-1-(2-Hydroxy-biphenyl-3-yl)-3-p-tolyl-propenone

2'-hydroxy-3'-phenylchalcone

(E)-1-(2-Hydroxy-biphenyl-3-yl)-3-(4-methoxy-phenyl)-propenone

2-benzyloxy-3-phenylacetophenone

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