2,3,6,7-Tetrahydrobenzo[1,2-b:4,5-b']difuran

Base Information

• Chemical Name: 2,3,6,7-Tetrahydrobenzo[1,2-b:4,5-b']difuran
• CAS No.: 81926-24-1
• Molecular Formula: C10H10 O2
• Molecular Weight: 162.188
• DSSTox Substance ID: DTXSID50450773
• Wikidata: Q82270591
• Mol file: 81926-24-1.mol

Synonyms:81926-24-1;2,3,6,7-Tetrahydrobenzo[1,2-b:4,5-b']difuran;2,3,6,7-Tetrahydrofuro[2,3-f][1]benzofuran;2,3,6,7-Tetrahydro-benzo[1,2-b:4,5-b']difuran;2,3,6,7-Tetrahydro-benzo[1,2-b;4,5-b']difuran;Benzo[1,2-b:4,5-b']difuran, 2,3,6,7-tetrahydro-;MFCD08436969;2,3,6,7-Tetrahydrobenzo[1,2-b;SCHEMBL984492;AMY7040;DTXSID50450773;AKOS006291616;AS-10667;CS-0155199;FT-0674966;C76624;EN300-747097;2,3,6,7-Tetrahydrobenzo[1,2-b:4,5-b/']difuran;Benzo[1,2-b:4,5-b']difuran,2,3,6,7-tetrahydro-;4,10-dioxatricyclo[7.3.0.0,3,7]dodeca-1,3(7),8-triene

Chemical Property of 2,3,6,7-Tetrahydrobenzo[1,2-b:4,5-b']difuran

Chemical Property:

• PSA: 18.46000
• LogP: 1.55640
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Acetone, Chloroform, Dichloromethane, Ethyl Acetate
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 162.068079557
• Heavy Atom Count: 12
• Complexity: 161

Purity/Quality:

99% ^*data from raw suppliers

2,3,6,7-Tetrahydro-benzo[1,2-b:4,5-b'']difuran ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC2=CC3=C(C=C21)OCC3
• Uses: 2,3,6,7-Tetrahydro-benzo[1,2-b:4,5-b']difuran can be reagent used in the preparation of potent 5-HT2 receptor agonists.

Technology Process of 2,3,6,7-Tetrahydrobenzo[1,2-b:4,5-b']difuran

There total 7 articles about 2,3,6,7-Tetrahydrobenzo[1,2-b:4,5-b']difuran 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: 80.0%

1,4-bis(2-chloroethoxy)-2,5-dibromobenzene (178557-12-5) → 4,10-dioxatricyclo[7.3.0.03,7]dodeca-1,3(7),8-triene (81926-24-1)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; for 0.166667h;

DOI:10.1021/jm960199j

Reference yield: 27.0%

trimethylsulfoxonium iodide (1774-47-6) + 1,4-dihydroxy-2,5-di-(trimethylammonium iodide-methyl)phenyl (81926-14-9) → 4,10-dioxatricyclo[7.3.0.03,7]dodeca-1,3(7),8-triene (81926-24-1)

Guidance literature:

With sodium hydride; In dimethyl sulfoxide; 1.) room temperature, 1.5 h, 2.) 60 deg C, 4 h;

Reference yield:

1,4-Bis(2-chloroethoxy)benzene (37142-37-3) → 4,10-dioxatricyclo[7.3.0.03,7]dodeca-1,3(7),8-triene (81926-24-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / Br₂; ZnCl₂ / acetic acid

2: 79 percent / Mg; EtMgBr / tetrahydrofuran / 3 h / Heating

With ethylmagnesium bromide; bromine; magnesium; zinc(II) chloride; In tetrahydrofuran; acetic acid;

DOI:10.1021/jm000491y

upstream raw materials:

trimethylsulfoxonium iodide

1,4-dihydroxy-2,5-di-(trimethylammonium iodide-methyl)phenyl

1,4-bis(2-chloroethoxy)-2,5-dibromobenzene

1,4-Bis(2-chloroethoxy)benzene

Downstream raw materials:

4,10-dioxatricyclo[7.3.0.0^3,7]dodeca-1⁽⁹⁾,2,7-triene-2-carbaldehyde

(S)-(-)-N-trifluoroacetyl-2,3,6,7-tetrahydro-4-alanylbenzo[1,2-b;4,5-b']difuran

(R)-(+)-N-trifluoroacetyl-2,3,6,7-tetrahydro-4-alanylbenzo[1,2-b;4,5-b']difuran

C₁₀H₉O₂Br