1,3-Dioxol-2-one, 4-(bromomethyl)-5-phenyl-

Base Information

• Chemical Name: 1,3-Dioxol-2-one, 4-(bromomethyl)-5-phenyl-
• CAS No.: 80715-20-4
• Molecular Formula: C10H7BrO3
• Molecular Weight: 255.068
• European Community (EC) Number: 830-786-8
• DSSTox Substance ID: DTXSID50448498
• Nikkaji Number: J693.556G
• Wikidata: Q82267512
• Mol file: 80715-20-4.mol

Synonyms:1,3-Dioxol-2-one, 4-(bromomethyl)-5-phenyl-;80715-20-4;4-(bromomethyl)-5-phenyl-1,3-dioxol-2-one;4-(bromomethyl)-5-phenyl-2h-1,3-dioxol-2-one;SCHEMBL2721048;DTXSID50448498;EN300-1387251

Chemical Property of 1,3-Dioxol-2-one, 4-(bromomethyl)-5-phenyl-

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 253.95786
• Heavy Atom Count: 14
• Complexity: 267

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=C(OC(=O)O2)CBr

Technology Process of 1,3-Dioxol-2-one, 4-(bromomethyl)-5-phenyl-

There total 6 articles about 1,3-Dioxol-2-one, 4-(bromomethyl)-5-phenyl- 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: 66.0%

4-phenyl-5-methyl-1,3-dioxol-4-en-2-one (40352-53-2) → 4-bromomethyl-1,3-dioxa-5-phenyl-cyclopenten-2-one (80715-20-4)

Guidance literature:

With N-Bromosuccinimide; azobisisobutyronitrile; In tetrachloromethane; for 1.5h; Heating;

DOI:10.1248/cpb.32.2241

Reference yield:

2-hydroxypropiophenone (5650-40-8) → 4-bromomethyl-1,3-dioxa-5-phenyl-cyclopenten-2-one (80715-20-4)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-dimethyl-aniline / toluene / 7 h / 20 °C / Cooling with ice; Reflux

2: dibenzoyl peroxide; N-Bromosuccinimide / tetrachloromethane / 6 h / 77 °C

With N-Bromosuccinimide; N,N-dimethyl-aniline; dibenzoyl peroxide; In tetrachloromethane; toluene;

Reference yield:

2-bromo-1-phenyl-1-propanone (2114-00-3) → 4-bromomethyl-1,3-dioxa-5-phenyl-cyclopenten-2-one (80715-20-4)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine / acetonitrile / 5 h / 20 °C / Cooling with ice

2: hydrogenchloride / water; methanol / 4 h / 20 - 50 °C

3: N,N-dimethyl-aniline / toluene / 7 h / 20 °C / Cooling with ice; Reflux

4: dibenzoyl peroxide; N-Bromosuccinimide / tetrachloromethane / 6 h / 77 °C

With hydrogenchloride; N-Bromosuccinimide; N,N-dimethyl-aniline; triethylamine; dibenzoyl peroxide; In methanol; tetrachloromethane; water; toluene; acetonitrile;

upstream raw materials:

4-phenyl-5-methyl-1,3-dioxol-4-en-2-one

2-bromo-1-phenyl-1-propanone

2-hydroxypropiophenone

1-phenyl-propan-1-one

Downstream raw materials:

1,1-dioxopenicillanic acid (5-phenyl-2-oxo-1,3-dioxolen-4-yl)-methyl ester

ampicillin (2-oxo-5-phenyl-1,3-dioxolen-4-yl)methyl ester hydrochloride

4-(hydroxymethyl)-5-phenyl-1,3-dioxol-4-en-2-one

(5-phenyl-2-oxo-1,3-dioxol-4-en-4-yl)methyl p-nitrophenyl carbonate