2-Bromo-2-phenylacetophenone

Base Information

• Chemical Name: 2-Bromo-2-phenylacetophenone
• CAS No.: 1484-50-0
• Deprecated CAS: 147749-68-6
• Molecular Formula: C14H11BrO
• Molecular Weight: 275.145
• Hs Code.: 29147000
• European Community (EC) Number: 216-057-1
• DSSTox Substance ID: DTXSID30883681
• Nikkaji Number: J206.691B
• Mol file: 1484-50-0.mol

Synonyms:2-Bromo-2-phenylacetophenone;1484-50-0;Desyl bromide;2-Bromo-1,2-diphenylethanone;Ethanone, 2-bromo-1,2-diphenyl-;2-Bromo-1,2-diphenylethan-1-one;EINECS 216-057-1;Ethanone,2-bromo-1,2-diphenyl-;desylbromide;potassiumamide;2-bromo-1,2-diphenyl-ethanone;MFCD00000136;alpha-Bromodeoxybenzoin;Desyl bromide, 97%;alpha-bromodesoxibenzoine;SCHEMBL627867;2-bromo-1,2-bis-phenylethanone;DTXSID30883681;2-Bromo-1,2-diphenylethanone #;alpha-Bromo-alpha-phenylacetophenone;AMY22042;GEO-02902;omega-bromo-omega-phenyl-acetophenone;AKOS000210896;AKOS016038907;s10963;B4471;FT-0624529;A808769;J-008469

Chemical Property of 2-Bromo-2-phenylacetophenone

Chemical Property:

• Appearance/Colour: Beige-brown crystalline powder
• Vapor Pressure: 6.41E-05mmHg at 25°C
• Melting Point: 53-58 °C
• Refractive Index: 1.617
• Boiling Point: 344.8 °C at 760 mmHg
• Flash Point: 57.3 °C
• PSA: 17.07000
• Density: 1.406 g/cm³
• LogP: 4.00550
• Storage Temp.: 0-6°C
• Solubility.: soluble in Toluene
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 273.99933
• Heavy Atom Count: 16
• Complexity: 227

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Bromo-2-phenylacetophenone >95.0%(GC) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Aromatic Ketones, Halogenated
• Canonical SMILES: C1=CC=C(C=C1)C(C(=O)C2=CC=CC=C2)Br
• Uses: Desyl bromide has been used in:synthesis of phosphate esters of benzoin and benzoinyl N-carbobenzyloxyglycylphenylalanatenovel chemiluminogenic reaction for the sensitive determination of Arg-containing peptides

Technology Process of 2-Bromo-2-phenylacetophenone

There total 26 articles about 2-Bromo-2-phenylacetophenone 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: 81.0%

stilbene (588-59-0) → desyl bromide (1484-50-0)

Guidance literature:

With dibromamine-T; sodium thiosulfate; In water; acetone; at 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2014.11.096

Reference yield: 77.0%

stilbene (588-59-0) → 2-bromo-1,2-diphenylethanol (2425-29-8) + 1,2-dibromo-1,2-diphenylethane (13440-24-9) + desyl bromide (1484-50-0)

Guidance literature:

With sodium bromate; sulfuric acid; sodium bromide; In 1,4-dioxane; water; at 20 ℃; for 7h;

DOI:10.1016/j.tetlet.2009.03.047

Reference yield: 75.0%

2-hydroxy-2-phenylacetophenone (119-53-9,579-44-2) → benzil (134-81-6) + desyl bromide (1484-50-0)

Guidance literature:

With triethylamine; dibromotriphenylphosphorane; In dichloromethane; at 20 ℃; for 48h;

DOI:10.1080/10426509808045488

upstream raw materials:

phenyl benzyl ketone

methanol

(E)-1-bromo-1,2-diphenylethene

diethyl ether

Downstream raw materials:

1,2-diphenyl-2-(1-piperidinyl)ethanone

2,3-diphenyl-10H-imidazo<1,2-b>-1,2,4-triazino<5,6-b>indole

2,3-diphenyl-benzo[4,5]thieno[2,3-e]imidazo[1,2-b][1,2,4]triazine

2-(3-methyl-3H-benzothiazol-2-ylidene)-1,2-diphenyl-ethanone

Refernces

• 1、 Guo, Chang-Qiu,Liu, Ren-Rong,Lu, Chuan-Jun,Wang, Xiao-Mei,Xu, Qi,Zhang, De-Bing,Zhang, Peng. "Enantioselective Synthesis of Nitrogen-Nitrogen Biaryl Atropisomers via Copper-Catalyzed Friedel-Crafts Alkylation Reaction". supporting information. p. 15005 - 15010. Retrieved 2021/09/30.
• 2、 -. "High yield preparation method of selexipag intermediate compound under middle conditions". Paragraph 0054-0055; 0061-0062. . Retrieved 2019/03/15.