1,5-Dihydro-3-methoxy-2,4-benzodioxepin

Base Information

• Chemical Name: 1,5-Dihydro-3-methoxy-2,4-benzodioxepin
• CAS No.: 67461-24-9
• Molecular Formula: C10H12O3
• Molecular Weight: 180.203
• DSSTox Substance ID: DTXSID50396521
• Wikidata: Q82197279
• Mol file: 67461-24-9.mol

Synonyms:1,5-DIHYDRO-3-METHOXY-2,4-BENZODIOXEPIN;67461-24-9;3-methoxy-1,5-dihydro-2,4-benzodioxepine;SCHEMBL6382455;DTXSID50396521;DEZKUXIMXCVQEH-UHFFFAOYSA-N;AKOS006228664;3-methoxy-1,5-dihydro-3H-2,4 benzodioxepine;3-methoxy-1,5-dihydrobenzo[e][1,3]dioxepine;3-methoxy-3,5-dihydro-1H-2,4-benzodioxepine

Chemical Property of 1,5-Dihydro-3-methoxy-2,4-benzodioxepin

Chemical Property:

• Vapor Pressure: 0.00344mmHg at 25°C
• Melting Point: 42-44 °C(lit.)
• Boiling Point: 75-78 °C0.2 mm Hg(lit.)
• Flash Point: >230 °F
• PSA: 27.69000
• Density: 1.15g/cm³
• LogP: 1.66340
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 180.078644241
• Heavy Atom Count: 13
• Complexity: 144

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1OCC2=CC=CC=C2CO1

Technology Process of 1,5-Dihydro-3-methoxy-2,4-benzodioxepin

There total 3 articles about 1,5-Dihydro-3-methoxy-2,4-benzodioxepin 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%

phthalyl alcohol (612-14-6) + trimethyl orthoformate (149-73-5) → 3-methoxy-1,5-dihydro-3H-2,4-benzodioxepine (67461-24-9)

Guidance literature:

With toluene-4-sulfonic acid; In 1,2-dimethoxyethane; for 0.5h; Ambient temperature;

DOI:10.1016/S0040-4039(00)99349-3

Reference yield:

Diethyl phthalate (84-66-2) → 3-methoxy-1,5-dihydro-3H-2,4-benzodioxepine (67461-24-9)

Guidance literature:

Multi-step reaction with 2 steps

1: LiAlH₄ / diethyl ether / Ambient temperature

2: 86 percent / p-toluenesulfonic acid / 1,2-dimethoxy-ethane / 0.5 h / Ambient temperature

With lithium aluminium tetrahydride; toluene-4-sulfonic acid; In 1,2-dimethoxyethane; diethyl ether;

DOI:10.1016/S0040-4039(00)99349-3

Reference yield:

→ 3-methoxy-1,5-dihydro-3H-2,4-benzodioxepine (67461-24-9)

Guidance literature:

aus 1,2-Benzol-dimethanol, Trimethylorthoformiat;

DOI:10.1021/ja00481a012

upstream raw materials:

phthalyl alcohol

trimethyl orthoformate

Diethyl phthalate

Downstream raw materials:

7-phenyl-5,9-dihydro-6,8-dioxabenzenecycloheptene

7-(2-phenylethyl)-5,9-dihydro-6,8-dioxabenzenecycloheptene

N-[3-(7-Propyl-5,9-dihydro-6,8-dioxa-benzocyclohepten-7-yl)-propyl]-benzamide

3-Vinyl-1,5-dihydro-3H-2,4-benzodioxepine

Refernces

• 1、 Batt, Frederic,Fache, Fabienne. "Towards the synthesis of the 4,19-diol derivative of (-)-mycothiazole: Synthesis of a potential key intermediate". experimental part. p. 6039 - 6055. Retrieved 2011/12/15.
• 2、 El-Qisairi, Arab K,Qaseer, Hanan A,Henry, Patrick M. "Oxidation of olefins by palladium(II). 18. Effect of reaction conditions, substrate structure and chiral ligand on the bimetallic palladium(II) catalyzed asymmetric chlorohydrin synthesis". . p. 168 - 176. Retrieved 2007/10/03.