1,3-Methano-1H-indene, 2,3-dihydro-

Base Information

• Chemical Name: 1,3-Methano-1H-indene, 2,3-dihydro-
• CAS No.: 13938-73-3
• Molecular Formula: C10H10
• Molecular Weight: 130.1864
• DSSTox Substance ID: DTXSID70161031
• Nikkaji Number: J1.840.208D
• Wikidata: Q83029394
• Mol file: 13938-73-3.mol

Synonyms:1,3-Methano-1H-indene, 2,3-dihydro-;13938-73-3;DTXSID70161031

Chemical Property of 1,3-Methano-1H-indene, 2,3-dihydro-

Chemical Property:

• Vapor Pressure: 0.304mmHg at 25°C
• Boiling Point: 208.7°Cat760mmHg
• Flash Point: 69.9°C
• Density: 1.11g/cm³
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 130.078250319
• Heavy Atom Count: 10
• Complexity: 124

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2CC1C3=CC=CC=C23

Technology Process of 1,3-Methano-1H-indene, 2,3-dihydro-

There total 5 articles about 1,3-Methano-1H-indene, 2,3-dihydro- 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: 22.0%

5,6-dichloro-2,3-dihydro-1,3-methano-1H-indene → 2,3-dihydro-1,3-methano-1H-indene (13938-73-3) + 5-amino-2,3-dihydro-1,3-methano-1H-indene

Guidance literature:

With ammonia; sodium; In diethyl ether; at -78 ℃; for 6h; Inert atmosphere;

DOI:10.1002/ejoc.201500831

Reference yield:

4,5,6,7-tetrachloro-2,3,3a,7a-tetrahydro-1,3-methano-1H-indene → 2,3-dihydro-1,3-methano-1H-indene (13938-73-3) + 5-amino-2,3-dihydro-1,3-methano-1H-indene

Guidance literature:

4,5,6,7-tetrachloro-2,3,3a,7a-tetrahydro-1,3-methano-1H-indene; With potassium tert-butylate; In dimethyl sulfoxide; at 20 ℃; for 1.75h;

With ammonia; sodium; In diethyl ether; at -78 ℃; for 6h; Inert atmosphere;

DOI:10.1002/ejoc.201500831

Reference yield:

bicyclo[2.1.1]hex-2-ene (822-41-3) → 2,3-dihydro-1,3-methano-1H-indene (13938-73-3) + 5-amino-2,3-dihydro-1,3-methano-1H-indene

Guidance literature:

Multi-step reaction with 2 steps

1.1: diethyl ether / 168 h / 90 °C / Autoclave; Inert atmosphere

2.1: potassium tert-butylate / dimethyl sulfoxide / 1.75 h / 20 °C

2.2: 6 h / -78 °C / Inert atmosphere

With potassium tert-butylate; In diethyl ether; dimethyl sulfoxide;

DOI:10.1002/ejoc.201500831

upstream raw materials:

bicyclo[2.1.1]hex-2-ene

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