5-Isopropylbicyclo[3.1.0]hexan-2-one

Base Information

• Chemical Name: 5-Isopropylbicyclo[3.1.0]hexan-2-one
• CAS No.: 513-20-2
• Deprecated CAS: 28892-21-9,38981-64-5
• Molecular Formula: C9H14 O
• Molecular Weight: 138.21
• Hs Code.: 2914299000
• European Community (EC) Number: 208-153-7
• DSSTox Substance ID: DTXSID80883414
• Nikkaji Number: J11.798F
• Wikidata: Q82862413
• Metabolomics Workbench ID: 46881
• Mol file: 513-20-2.mol

Synonyms:Sabinaketone;Sabina ketone;5-Isopropylbicyclo[3.1.0]hexan-2-one;513-20-2;5-Isopropylbicyclo(3.1.0)hexan-2-one;Bicyclo[3.1.0]hexan-2-one, 5-(1-methylethyl)-;5-(propan-2-yl)bicyclo[3.1.0]hexan-2-one;EINECS 208-153-7;5-isopropyl-bicyclo[3.1.0]hexan-2-one;Bicyclo[3.1.0]hexan-2-one, 5-isopropyl-;Bicyclo(3.1.0)hexan-2-one, 5-(1-methylethyl)-;5-(1-Methylethyl)-Bicyclo(3.1.0)hexan-2-one;5-(1-Methylethyl)-Bicyclo[3.1.0]hexan-2-one;Sabine ketone;5-propan-2-ylbicyclo[3.1.0]hexan-2-one;SCHEMBL11518938;DTXSID80883414;CHEBI:188423;5-(1-methylethyl)bicyclo[3.1.0]hexan-2-one;EN300-7356750;5-(1-Methylethyl)bicyclo[3.1.0]hexan-2-one, 9CI

Chemical Property of 5-Isopropylbicyclo[3.1.0]hexan-2-one

Chemical Property:

• Vapor Pressure: 0.454mmHg at 25°C
• Boiling Point: 193.9°Cat760mmHg
• Flash Point: 64°C
• PSA: 17.07000
• Density: 1.056g/cm³
• LogP: 2.01160
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 138.104465066
• Heavy Atom Count: 10
• Complexity: 183

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C12CCC(=O)C1C2

Technology Process of 5-Isopropylbicyclo[3.1.0]hexan-2-one

There total 23 articles about 5-Isopropylbicyclo[3.1.0]hexan-2-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: 81.0%

4-chloro-4-(1'-methylethyl)cyclohexan-1-one (113580-94-2) → sabinaketone (513-20-2)

Guidance literature:

With sodium ethanolate; In ethanol; for 3h;

Reference yield:

sabinene (2009-00-9,10408-16-9,15826-80-9,3387-41-5) → formaldehyd (50-00-0,30525-89-4,61233-19-0) + sabinaketone (513-20-2) + acetone (67-64-1)

Guidance literature:

With cis-nitrous acid; at 19.84 ℃; Further Variations:; Reagents; Product distribution; Photolysis;

DOI:10.1039/b604489a

Reference yield:

(7-Isopropyl-1,4-dioxa-spiro[4.4]non-7-yl)-methanol → sabinaketone (513-20-2)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. HCl / acetone

2: (i) DCC, Cu₂Cl₂, (ii) (heating)

With hydrogenchloride; In acetone;

DOI:10.1246/bcsj.45.2241

upstream raw materials:

5-isopropyl-bicyclo[3.1.0]hexan-2-one semicarbazone

oxalic acid

1-diazo-5-methylene-6-methylheptan-2-one

3-Hydroxymethyl-3-isopropan-cyclopentanon

Downstream raw materials:

1-methyl-4-isopropyl-1,3-cyclohexadiene

cryptone

4-chloro-4-(1'-methylethyl)cyclohexan-1-one

isopropyl-4 cyclohexene-3 one-1