2-Bromo-3'-hydroxyacetophenone

Base Information

• Chemical Name: 2-Bromo-3'-hydroxyacetophenone
• CAS No.: 2491-37-4
• Molecular Formula: C8H7 Br O2
• Molecular Weight: 215.046
• Hs Code.: 29147000
• European Community (EC) Number: 626-298-8
• DSSTox Substance ID: DTXSID90426038
• Nikkaji Number: J1.502.046F
• Wikidata: Q82239018
• Mol file: 2491-37-4.mol

Synonyms:2491-37-4;2-bromo-1-(3-hydroxyphenyl)ethanone;2-Bromo-3'-hydroxyacetophenone;3-Hydroxyphenacyl bromide;2-Bromo-1-(3-hydroxyphenyl)ethan-1-one;Ethanone, 2-bromo-1-(3-hydroxyphenyl)-;2-Bromo-3`-hydroxyacetophenone;2-Bromo-3-Hydroxyacetophenone;SCHEMBL1361623;2-Bromo-3?-hydroxyacetophenone;2-Bromo-3/'-hydroxyacetophenone;DTXSID90426038;IEPSGFQQGKPTPM-UHFFFAOYSA-N;alpha-Bromo-3'-hydroxyacetophenone;AM874;MFCD05664326;2-bromo-1-(3-hydroxylphenyl)ethanone;AKOS008901359;2-bromo-1-(3-hydroxyphenyl)-ethanone;CS-W014906;2-Bromo-1-(3-hydroxy-phenyl)-ethanone;PS-10011;FT-0663750;A817546;J-015726;3'-HYDROXYPHENACYL BROMIDE

Chemical Property of 2-Bromo-3'-hydroxyacetophenone

Chemical Property:

• Vapor Pressure: 0.000103mmHg at 25°C
• Melting Point: 70-74 °C(lit.)
• Refractive Index: 1.608
• Boiling Point: 327.8°Cat760mmHg
• PKA: 8.97±0.10(Predicted)
• Flash Point: 152.1°C
• PSA: 37.30000
• Density: 1.622g/cm³
• LogP: 1.96980
• Storage Temp.: 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 213.96294
• Heavy Atom Count: 11
• Complexity: 147

Purity/Quality:

99%, ^*data from raw suppliers

2-Bromo-3''-hydroxyacetophenone ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 22-34-43
• Safety Statements: 26-36/37/39-45

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)O)C(=O)CBr
• Uses: Reactant involved in the synthesis of: Pyrrole-3-carboxylic acidsN-aryl-N-thiazolyl compounds via the Hantzsch reactionDisubstituted oxadiazolylindole derivatives with antiinflammatory, analgesic and nitric oxide releasing activityAnilino-aryl-thiazoles with inhibitory activity toward valosin-containing proteinsTyrosine kinase erythropoietin inhibitorsE. coli methionine aminopeptidase inhibitors

Technology Process of 2-Bromo-3'-hydroxyacetophenone

There total 7 articles about 2-Bromo-3'-hydroxyacetophenone 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: 89.0%

3-(bromoethynyl)phenol (1370031-23-4) → 2-bromo-1-(3-hydroxyphenyl)ethanone (2491-37-4)

Guidance literature:

With cerium(IV) sulphate; sulfuric acid; water; In dichloromethane; at 80 ℃; for 12h; regioselective reaction; Sealed tube;

DOI:10.1002/cjoc.201600417

Reference yield: 89.0%

3-Hydroxyacetophenone (121-71-1) → 2-bromo-1-(3-hydroxyphenyl)ethanone (2491-37-4)

Guidance literature:

With aluminium trichloride; Montmorillonite K₁₀; bromine; In ethyl acetate; at 20 ℃; for 2h;

Reference yield: 81.0%

3-(t-butoxy)acetophenone (99376-84-8) → 2-bromo-1-(3-hydroxyphenyl)ethanone (2491-37-4)

Guidance literature:

With bromine; In chloroform;

DOI:10.1021/jm1000248

upstream raw materials:

3-Hydroxyacetophenone

2-bromo-3'-methoxyacetophenone

3-(t-butoxy)acetophenone

3-(bromoethynyl)phenol

Downstream raw materials:

3-(imidazo[1,2-a]pyridin-2-yl)phenol

methyl 4-[4-(3-hydroxyphenyl)(1,3-thiazol-2-yl)]-5-methylthiothiophene-2-carboxylate

4-[1,3-dihydro-4-(3-hydroxyphenyl)-2(2H)-oxoimidazol-1-yl]-1-(1,1-dimethylethoxycarbonyl)-piperidine

C₁₂H₁₅BrO₂

Refernces

• 1、 González-Chávez, Marco Martín,González-Chávez, Rodolfo,Méndez, Francisco,Martínez, Roberto,Ni?o-Moreno, Perla Del Carmen,Ojeda-Fuentes, Luis Enrique,Richaud, Arlette,Zerme?o-Macías, María de los ángeles. "Nucleus-independent chemical shift (NICS) as a criterion for the design of new antifungal benzofuranones". . . Retrieved 2021/08/30.
• 2、 Sahin, Zafer,Ertas, Merve,Berk, Bark?n,Biltekin, Sevde Nur,Yurttas, Leyla,Demirayak, Seref. "Studies on non-steroidal inhibitors of aromatase enzyme; 4-(aryl/heteroaryl)-2-(pyrimidin-2-yl)thiazole derivatives". . p. 1986 - 1995. Retrieved 2018/03/12.