1-Benzoxepin-3,5(2H,4H)-dione

Base Information

• Chemical Name: 1-Benzoxepin-3,5(2H,4H)-dione
• CAS No.: 62557-53-3
• Molecular Formula: C10H8 O3
• Molecular Weight: 176.172
• European Community (EC) Number: 263-595-8
• NSC Number: 264430
• DSSTox Substance ID: DTXSID80211596
• Nikkaji Number: J307.069G
• Wikidata: Q83086558
• Mol file: 62557-53-3.mol

Synonyms:1-benzoxepin-3,5(2H,4H)-dione

Chemical Property of 1-Benzoxepin-3,5(2H,4H)-dione

Chemical Property:

• Vapor Pressure: 3.54E-05mmHg at 25°C
• Boiling Point: 353.6°C at 760 mmHg
• Flash Point: 160.7°C
• PSA: 43.37000
• Density: 1.276g/cm³
• LogP: 1.22090
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 176.047344113
• Heavy Atom Count: 13
• Complexity: 234

Purity/Quality:

2,3,4,5-tetrahydro-1-benzoxepine-3,5-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=O)COC2=CC=CC=C2C1=O

Technology Process of 1-Benzoxepin-3,5(2H,4H)-dione

There total 8 articles about 1-Benzoxepin-3,5(2H,4H)-dione 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: 63.0%

methyl 2-(2-acetylphenoxy)acetate (77956-92-4) → 2,3,4,5-tetrahydro-1-benzoxepine-3,5-dione (62557-53-3)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at -20 - -10 ℃; for 0.75h;

Reference yield: 40.0%

C17H14O2 → 2,3,4,5-tetrahydro-1-benzoxepine-3,5-dione (62557-53-3)

Guidance literature:

C₁₇H₁₄O₂; With ozone; In dichloromethane; at -50 - -20 ℃; for 0.166667h;

With triphenylphosphine; In dichloromethane; at 20 ℃;

DOI:10.1002/ange.202008317

Reference yield: 33.0%

2-(2'-acetylphenoxy)acetic acid ethyl ester (63815-27-0) → 3-methyl-benzofuran (21535-97-7) + 2,3,4,5-tetrahydro-1-benzoxepine-3,5-dione (62557-53-3) + Ethyl trans-3-hydroxy-3-methyl-2,3-dihydro-2-benzofuryncarboxylate (137514-49-9,137514-50-2,137556-68-4,137556-69-5) + Ethyl cis-3-hydroxy-3-methyl-2,3-dihydro-2-benzofuryncarboxylate (137514-49-9,137514-50-2,137556-68-4,137556-69-5)

Guidance literature:

With potassium hydroxide; In 1,4-dioxane; at 60 ℃; for 6h; Yield given. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts;

upstream raw materials:

2-(2'-acetylphenoxy)acetic acid ethyl ester

methyl 2-(2-acetylphenoxy)acetate

Downstream raw materials:

trans-3-methylamino-2,3,4,5-tetrahydro-1-benzoxepine-5-ol

cis-3-methylamino-2,3,4,5-tetrahydro-1-benzoxepine-5-ol

(3R,5R)-3-Morpholin-4-yl-2,3,4,5-tetrahydro-benzo[b]oxepin-5-ol; compound with toluene-4-sulfonic acid

(3S,5R)-3-Morpholin-4-yl-2,3,4,5-tetrahydro-benzo[b]oxepin-5-ol; compound with toluene-4-sulfonic acid