2-Bromo-4'-hydroxyacetophenone

Base Information

• Chemical Name: 2-Bromo-4'-hydroxyacetophenone
• CAS No.: 2491-38-5
• Molecular Formula: C8H7BrO2
• Molecular Weight: 215.046
• Hs Code.: 2914700090
• European Community (EC) Number: 219-655-0
• UNII: 6H0QU4I6BA
• DSSTox Substance ID: DTXSID4034576
• Nikkaji Number: J7.592B
• Wikidata: Q27264894
• ChEMBL ID: CHEMBL102952
• Mol file: 2491-38-5.mol

Synonyms:1-(4-hydroxyphenyl)-2-bromoethanone;4-HBE

Chemical Property of 2-Bromo-4'-hydroxyacetophenone

Chemical Property:

• Appearance/Colour: clear colorless to light yellow liquid
• Melting Point: 123-126°C
• Refractive Index: 1.591
• Boiling Point: 338.7 °C at 760 mmHg
• PKA: 7.69±0.15(Predicted)
• Flash Point: 158.6 °C
• PSA: 37.30000
• Density: 1.622 g/cm³
• LogP: 1.96980
• Storage Temp.: -70°C
• Sensitive.: Lachrymatory
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 213.96294
• Heavy Atom Count: 11
• Complexity: 139

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): C
• Hazard Codes: C,Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Uses -> Biocides/Disinfectants
• Canonical SMILES: C1=CC(=CC=C1C(=O)CBr)O
• Description: PTP Inhibitor I is a cell-permeable, protein tyrosine phosphatase (PTP) inhibitor that covalently blocks the catalytic domain of the Src homology region 2 domain-containing phosphatase (SHP-1(ΔSH2)) with a Ki value of 43 μM and PTP1B with a Ki value of 42 μM. SHP-1 and PTP1B both have known roles in regulating insulin signaling as well as myeloid and lymphoid cell differentiation, making inhibitors of these phosphatases of interest in diabetes, cancer, allergy, and inflammation research.
• Uses: A covalent inhibitor of protein tyrosine phosphatases (PTPs)

Technology Process of 2-Bromo-4'-hydroxyacetophenone

There total 28 articles about 2-Bromo-4'-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: 100.0%

→ 2-bromo-1-(4'-hydroxyphenyl)-1-ethanone (2491-38-5)

Guidance literature:

Reference yield: 99.3%

4-Hydroxyacetophenone (99-93-4) → 2-bromo-1-(4'-hydroxyphenyl)-1-ethanone (2491-38-5)

Guidance literature:

With copper(ll) bromide; In ethanol; chloroform; for 3.5h; Reflux;

Reference yield: 96.0%

4-acetyloxyacetophenone (13031-43-1) → 2-bromo-1-(4'-hydroxyphenyl)-1-ethanone (2491-38-5)

Guidance literature:

With bis(dimethylacetamide)hydrogen tribromide; In methanol; at 20 - 45 ℃; for 0.25h;

upstream raw materials:

acetic acid 4-(2-bromoacetyl)phenyl ester

methoxybenzene

2-Bromoacetyl bromide

4-Hydroxyacetophenone

Downstream raw materials:

2-Nitrobenzoesaeure-(4-hydroxyphenacylester)

4-methoxyphenylacetone

1-[(4-hydroxy)phenyl]-2-methyl-2-propanol

alpha-methoxy-4-hydroxyacetophenone

Refernces

• 1、 Kishimoto, Takao,Uraki, Yasumitsu,Ubukata, Makoto. "Easy synthesis of β-O-4 type lignin related polymers". . p. 1067 - 1073. Retrieved 2005.
• 2、 Bantzi, Marina,Augsburger, Fiona,Loup, Jérémie,Berset, Yan,Vasilakaki, Sofia,Myrianthopoulos, Vassilios,Mikros, Emmanuel,Szabo, Csaba,Bochet, Christian G.. "Novel Aryl-Substituted Pyrimidones as Inhibitors of 3-Mercaptopyruvate Sulfurtransferase with Antiproliferative Efficacy in Colon Cancer". . p. 6221 - 6240. Retrieved 2021/05/06.
• 3、 Quoc, Thang Nguyen,Thanh, Tung Truong,Xuan, Huy Luong. "Benzo[d]thiazole-2-thiol bearing 2-oxo-2-substituted-phenylethan-1-yl as potent selectivelasBquorum sensing inhibitors of Gram-negative bacteria". . p. 28797 - 28808. Retrieved 2021/09/22.