2-Bromo-4'-methoxyacetophenone

Base Information

• Chemical Name: 2-Bromo-4'-methoxyacetophenone
• CAS No.: 2632-13-5
• Molecular Formula: C9H9BrO2
• Molecular Weight: 229.073
• Hs Code.: 29147090
• European Community (EC) Number: 220-118-8
• NSC Number: 129010
• UNII: PV5M69J53H
• DSSTox Substance ID: DTXSID20180934
• Nikkaji Number: J192.152E
• Wikidata: Q72451195
• ChEMBL ID: CHEMBL103009
• Mol file: 2632-13-5.mol

Synonyms:2-bromo-1-(4-methoxyphenyl)ethan-1-one

Chemical Property of 2-Bromo-4'-methoxyacetophenone

Chemical Property:

• Appearance/Colour: off-white to light brown crystals
• Vapor Pressure: 0.00076mmHg at 25°C
• Melting Point: 69-72 °C
• Refractive Index: 1.554
• Boiling Point: 306.7 °C at 760 mmHg
• Flash Point: 139.3 °C
• PSA: 26.30000
• Density: 1.448 g/cm³
• LogP: 2.27280
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: It is soluble in DMSO, water (partly miscible), most organic solvents, and methanol.
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 227.97859
• Heavy Atom Count: 12
• Complexity: 151

Purity/Quality:

98% ^*data from raw suppliers

2-Bromo-4''-methoxyacetophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,Xi
• Hazard Codes: C,Xi
• Statements: 34-36/37-36/37/38
• Safety Statements: 26-27-28-36/37/39-45-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Aromatic Ketones, Halogenated
• Canonical SMILES: COC1=CC=C(C=C1)C(=O)CBr
• Uses: 2-Bromo-4'-methoxyacetophenone is a α-haloacetophenone derivatives tested for inhibition of protein tyrosine phosphatases SHP-1 and PTP1B. 2-Bromo-4'-methoxyacetophenone, is used as a cell-permeable, covalent and potent protein tyrosine phosphatase inhibitor.

Technology Process of 2-Bromo-4'-methoxyacetophenone

There total 27 articles about 2-Bromo-4'-methoxyacetophenone 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: 93.0%

1-bromo-2-(4-methoxyphenyl)acetylene (33675-41-1) → 2-Bromo-4'-methoxyacetophenone (2632-13-5)

Guidance literature:

With tetrafluoroboric acid; water; In 2,2,2-trifluoroethanol; at 80 ℃; for 2h;

DOI:10.1016/j.tetlet.2016.09.088

Reference yield: 89.0%

2-bromo-1-(4-methoxyphenyl)ethanol (117340-79-1,19922-83-9) → 2-Bromo-4'-methoxyacetophenone (2632-13-5)

Guidance literature:

With tert.-butylhydroperoxide; In ethanol; water; at 20 ℃; for 12h; Inert atmosphere; Irradiation;

DOI:10.1039/d1gc01729b

Reference yield: 87.0%

4-methoxyphenylacetylen (768-60-5) → 2-Bromo-4'-methoxyacetophenone (2632-13-5)

Guidance literature:

With N,N'-ethylenethiourea; 1,3-dibromo-5,5-dimethylhydantoin; water; In acetone; at 45 ℃;

DOI:10.1039/c7gc00283a

upstream raw materials:

1-bromo-2-(4-methoxyphenyl)acetylene

acetic acid

methoxybenzene

2-Bromoacetyl bromide

Downstream raw materials:

3-bromo-1-(4-methoxy-phenacyl)-pyridinium; bromide

3,5-dibromo-1-(4-methoxy-phenacyl)-pyridinium; bromide

(1-benzofuran-2-yl)(4-methoxyphenyl)methanone

2-diisopropylamino-1-(4-methoxy-phenyl)-ethanone

Refernces

• 1、 Macarini, Anelise F.,Sobrinho, Thales U. C.,Rizzi, Gerusa W.,Corrêa, Rogério. "Pyrazole–chalcone derivatives as selective COX-2 inhibitors: design, virtual screening, and in vitro analysis". . p. 1235 - 1245. Retrieved 2019.
• 2、 Abinaya, R.,Balasubramaniam, K. K.,Baskar, B.,Divya, P.,Mani Rahulan, K.,Rahman, Abdul,Sridhar, R.,Srinath, S.. "Visible light mediated selective oxidation of alcohols and oxidative dehydrogenation of N-heterocycles using scalable and reusable La-doped NiWO4nanoparticles". . p. 5990 - 6007. Retrieved 2021/08/24.
• 3、 Louglin, Wendy A.,Muderawan, I Wayan,Young, David J.. "Synthesis of a New Phorbazole and Its Derivatives". . . Retrieved 2021/11/30.