Octahydro-1H-inden-1-one

Base Information

• Chemical Name: Octahydro-1H-inden-1-one
• CAS No.: 16783-22-5
• Molecular Formula: C₉H₁₄O
• Molecular Weight: 138.21
• DSSTox Substance ID: DTXSID50937397
• Nikkaji Number: J113.875H
• Mol file: 16783-22-5.mol

Synonyms:Octahydro-1H-inden-1-one;29927-85-3;1H-Inden-1-one, octahydro-;1-Indanone, hexahydro-;16783-22-5;Bicyclo[4.3.0]nonan-7-one;1H-Inden-1-one, octahydro-, cis-;1-Hydrindanone;BICYCLO(4.3.0)NONAN-7-ONE;perhydroindanone;starbld0045753;Octahydro-1H-inden-1-one #;SCHEMBL6903135;DTXSID50937397;ATKSQUYIHKMKTG-UHFFFAOYSA-N;AKOS023808731;2826-65-5;2,3,3a,4,5,6,7,7a-octahydro-inden-1-one;EN300-1663473

Chemical Property of Octahydro-1H-inden-1-one

Chemical Property:

• Vapor Pressure: 0.117mmHg at 25°C
• Boiling Point: 219.8°C at 760 mmHg
• Flash Point: 79.6°C
• PSA: 17.07000
• Density: 1.007g/cm³
• LogP: 2.15570
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 138.104465066
• Heavy Atom Count: 10
• Complexity: 151

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2C(C1)CCC2=O

Technology Process of Octahydro-1H-inden-1-one

There total 72 articles about Octahydro-1H-inden-1-one 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: 96.0%

inden-1-one (83-33-0) → cis-octahydro-1H-inden-1-one (16783-22-5,29927-85-3,89398-22-1,89398-23-2,2826-65-5)

Guidance literature:

With C₃₃H₄₉ClNRh; hydrogen; In 2,2,2-trifluoroethanol; at 20 ℃; for 24h; under 13501.4 Torr; Autoclave; Molecular sieve;

DOI:10.1021/jacs.5b05868

Reference yield: 86.0%

Se-phenyl 3-(3-cyclohexenyl)propaneselenoate (115033-77-7) → cis-octahydro-1H-inden-1-one (16783-22-5,29927-85-3,89398-22-1,89398-23-2,2826-65-5)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; at 80 ℃; for 0.5h;

DOI:10.1021/jo00031a021

Reference yield: 83.0%

cis-3a,4,5,6,7,7a-hexahydro-1H-inden-1-one (81255-91-6) → cis-octahydro-1H-inden-1-one (16783-22-5,29927-85-3,89398-22-1,89398-23-2,2826-65-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In acetic acid; Ambient temperature;

DOI:10.1002/hlca.19830660802

upstream raw materials:

4,5,6,7-tetrahydroindan-1-one

1-vinylcyclohexene

carbon monoxide

trans-bicyclo<4.3.0>non-3-en-7-one

Downstream raw materials:

(+/-)-trans-hexahydro-indanone-⁽¹⁾-(O-benzoyl oxime )

(+/-)-cis-hexahydro-indanone-⁽¹⁾-(O-benzoyl oxime )

(+/-)-4-nitro-benzoic acid-((3ar,7ac)-hexahydroindan-1c-yl ester)

(+/-)-4-nitro-benzoic acid-((3ar,7ac)-hexahydroindan-1t-yl ester)

Refernces

• 1、 Tolstikov,G.A. et al.. "-". . . Retrieved 1976.
• 2、 Kunai,A. et al.. "-". . p. 1679 - 1681. Retrieved 1973.
• 3、 Rosenmund,Trommer,Dorn-Zachertz,Ewerdwalbesloh. "Contributions to the chemistry of indole. XIII. Syntheses in the β-carboline series, II; (±)-Yohimban and (±)-epialloyohimban by a novel indole synthesis". . p. 1643 - 1656. Retrieved 1979.
• 4、 Monti,S.A. et al.. "-". . p. 858 - 862. Retrieved 1975.
• 5、 Hintz, Sandra,Mattay, Jochen,Van Eldik, Rudi,Fu, Wen-Fu. "Regio- and stereoselective cyclization reactions of unsaturated silyl enol ethers by photoinduced electron transfer - Mechanistic aspects and synthetic approach". . p. 1583 - 1596. Retrieved 2007/10/03.
• 6、 Boger, Dale L.,Mathvink, Robert J.. "Acyl Radicals: Functionalized Free Radicals for Intramolecular Cyclization Reactions". . p. 3377 - 3379. Retrieved 2007/10/02.