5-(2-Bromoacetyl)-1,3-phenylene diacetate

Base Information

• Chemical Name: 5-(2-Bromoacetyl)-1,3-phenylene diacetate
• CAS No.: 36763-39-0
• Molecular Formula: C12H11BrO5
• Molecular Weight: 315.12
• Hs Code.: 2918300090
• European Community (EC) Number: 253-193-0
• UNII: 2WL393L9E6
• DSSTox Substance ID: DTXSID50190228
• Nikkaji Number: J332.347A
• Wikidata: Q72454004
• Mol file: 36763-39-0.mol

Synonyms:36763-39-0;5-(2-Bromoacetyl)-1,3-phenylene diacetate;2-Bromo-3',5'-diacetyloxyacetphenone;[3-acetyloxy-5-(2-bromoacetyl)phenyl] acetate;2-BROMO-3',5'-DIACETOXYACETOPHENONE;1-[3,5-bis(acetyloxy)phenyl]-2-bromoEthanone;EINECS 253-193-0;SCHEMBL6197131;DTXSID50190228;2WL393L9E6;2-Bromo-3,5-diacetoxyacetophenone;AKOS030255570;3',5'-diacetyloxy-2-bromoacetophenone;2-Bromo-3 inverted exclamation mark ,5 inverted exclamation mark -diacetyloxyacetphenone;5-(2-Bromoacetyl)-1,3-phenylenediacetate;DB-069437;NS00020515;Ethanone, 1-[3,5-bis(acetyloxy)phenyl]-2-bromo-;Q-200242

Chemical Property of 5-(2-Bromoacetyl)-1,3-phenylene diacetate

Chemical Property:

• Appearance/Colour: White to off-white solid
• Vapor Pressure: 3.05E-07mmHg at 25°C
• Melting Point: 62-64 °C
• Refractive Index: 1.549
• Boiling Point: 419.4 °C at 760 mmHg
• Flash Point: 207.4 °C
• PSA: 69.67000
• Density: 1.504 g/cm³
• LogP: 2.11480
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 313.97899
• Heavy Atom Count: 18
• Complexity: 317

Purity/Quality:

99% ^*data from raw suppliers

2-Bromo-3’,5’-diacetyloxyacetphenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1=CC(=CC(=C1)C(=O)CBr)OC(=O)C

Technology Process of 5-(2-Bromoacetyl)-1,3-phenylene diacetate

There total 4 articles about 5-(2-Bromoacetyl)-1,3-phenylene diacetate 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: 86.0%

1-(3',5'-diacetoxyphenyl)ethanone (35086-59-0) → 3',5'-diacetyloxy-2-bromoacetophenone (36763-39-0)

Guidance literature:

With bromine; In dichloromethane; at 20 ℃;

Reference yield:

1-(3',5'-diacetoxyphenyl)ethanone (35086-59-0) → 3',5'-diacetyloxy-2-bromoacetophenone (36763-39-0) + C12H10Br2O5 (92637-51-9)

Guidance literature:

With bromine; acetic acid; at 20 ℃; for 1h;

DOI:10.1016/j.molcatb.2012.01.020

Reference yield:

1-(3,5-diacetoxy-phenyl)-2-diazo-ethanone (53501-18-1) → 3',5'-diacetyloxy-2-bromoacetophenone (36763-39-0)

Guidance literature:

With hydrogen bromide; acetic acid; und Erwaermen des Reaktionsprodukts mit Acetanhydrid und wenig H₂SO₄;

DOI:10.1021/ja01619a043

upstream raw materials:

1-(3,5-diacetoxy-phenyl)-2-diazo-ethanone

1-(3',5'-diacetoxyphenyl)ethanone

Downstream raw materials:

(R)‐5‐(2‐(tert‐butylamino)‐1‐hydroxyethyl)benzene‐1,3‐diol hydrochloride

2-chloro-1-(3,5-dihydroxy-phenyl)-ethanone

C₁₉H₂₃NO₃*0.5H₂O₄S

Refernces

• 1、 Taketomi, Shohei,Asano, Masayoshi,Higashi, Toshinori,Shoji, Mitsuru,Sugai, Takeshi. "Chemo-enzymatic route for (R)-terbutaline hydrochloride based on microbial asymmetric reduction of a substituted α-chloroacetophenone derivative". . p. 83 - 88. Retrieved 2012/10/29.
• 2、 Klingler. "Synthesis of bronchospasmolytically effective β phenylethyl aminoalkyl xanthines". . p. 4 - 14. Retrieved 2007/10/05.