2-Bromoacetophenone

Base Information

• Chemical Name: 2-Bromoacetophenone
• CAS No.: 70-11-1
• Molecular Formula: C8H7BrO
• Molecular Weight: 199.047
• Hs Code.: 29143990
• European Community (EC) Number: 200-724-9
• NSC Number: 9807
• UN Number: 2645
• UNII: 754Y0U325I
• DSSTox Substance ID: DTXSID2049426
• Nikkaji Number: J4.874G
• Wikipedia: Phenacyl_bromide
• Wikidata: Q310709
• Metabolomics Workbench ID: 57924
• ChEMBL ID: CHEMBL102953
• Mol file: 70-11-1.mol

Synonyms:alpha-bromoacetophenone;bromoacetophenone;omega-bromoacetophenone;phenacyl bromide;phenacylbromide

Chemical Property of 2-Bromoacetophenone

Chemical Property:

• Appearance/Colour: off-white crystalline powder
• Vapor Pressure: 0.0184mmHg at 25°C
• Melting Point: 48-51 °C(lit.)
• Refractive Index: 1.57
• Boiling Point: 253.4 °C at 760 mmHg
• Flash Point: 78.4 °C
• PSA: 17.07000
• Density: 1.483 g/cm³
• LogP: 2.26420
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: PRACTICALLY INSOLUBLE
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 197.96803
• Heavy Atom Count: 10
• Complexity: 116
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

2-Bromoacetophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-20/21/22
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Aromatic Ketones, Halogenated
• Canonical SMILES: C1=CC=C(C=C1)C(=O)CBr
• Uses: 2-Bromoacetophenone is a brominated acteophenone derivative. 2-Bromoacetophenone has been shown to completely and irreversibly inactivate human liver aldehyde dehydrogenase (EC 1.2.1.3) isoenzymes E1 and E2. 2-Bromoacetophenone and its derivatives display some inhibitory activity on neutral protein tyrosine.inhibitors Preparation of crystalline esters from acids It is used in preparation of crystalline esters from acids. 2-Bromoacetophenone is a complete and irreversible inactivator of human liver aldehyde dehydrogenase isoenzymes E1 and E2.

Technology Process of 2-Bromoacetophenone

There total 189 articles about 2-Bromoacetophenone 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%

1-phenyl-2-bromoethane (103-63-9) → α-bromoacetophenone (70-11-1)

Guidance literature:

With Iron(III) nitrate nonahydrate; 1-hydroxy-pyrrolidine-2,5-dione; oxygen; In benzonitrile; at 90 ℃; for 20h;

DOI:10.1039/d0ra10475b

Reference yield: 58.0%

2,3-Dimethyl-2-butene (563-79-1) + 3-(bromomethyl)-3-phenyl-1,2-dioxetane (136132-07-5) → 2,3-dimethyl-2,3-epoxybutane (5076-20-0) + 2-(bromomethyl)-2-phenyloxirane (64398-73-8) + 1-Bromo-2-phenyl-3-(1,1,2-trimethyl-allyloxy)-propan-2-ol (136132-05-3) + α-bromoacetophenone (70-11-1)

Guidance literature:

In dichloromethane; at -10 ℃; for 2h;

Reference yield: 36.0%

diphenyl(phenylethynyl)selenium trifluoromethanesulfonate → diphenylselenide (1132-39-4) + 1-Bromo-2-phenylacetylene (932-87-6) + α-bromoacetophenone (70-11-1)

Guidance literature:

With tetrabutylammomium bromide; In dichloromethane; for 72h; Ambient temperature;

DOI:10.1016/S0040-4039(98)02492-7

upstream raw materials:

diazomethane

Benzoyl bromide

1,4-dioxane

acetophenone

Downstream raw materials:

(4-phenylthiazol-2-yl)methyl benzoate

N-phenacylpyridinium bromide

2-methyl-1-(2-oxo-2-phenylethyl)pyridinium bromide

4-methyl-1-(2-oxo-2-phenylethyl)pyridinium bromide

Refernces

• 1、 Geng, Haoxing,Liu, Xin,Zhu, Qing. "Visible light-mediated, high-efficiency oxidation of benzyl to acetophenone catalyzed by fluorescein". supporting information. . Retrieved 2021/12/20.
• 2、 Ding, Ling,Liu, Yuxiu,Niu, Kaikai,Shi, Xiaodi,Song, Hongjian,Wang, Qingmin. "HCl-Catalyzed Aerobic Oxidation of Alkylarenes to Carbonyls". . . Retrieved 2021/12/13.