Rose oxide

Base Information

• Chemical Name: Rose oxide
• CAS No.: 16409-43-1
• Deprecated CAS: 2377533-88-3
• Molecular Formula: C10H18O
• Molecular Weight: 154.252
• Hs Code.: 29329990
• European Community (EC) Number: 240-457-5
• DSSTox Substance ID: DTXSID1051771
• Nikkaji Number: J39.625G
• Wikipedia: Rose_oxide
• Wikidata: Q417155
• Metabolomics Workbench ID: 47190
• Mol file: 16409-43-1.mol

Synonyms:rose oxide;rose-oxide

Chemical Property of Rose oxide

Chemical Property:

• Vapor Pressure: 0.551mmHg at 25°C
• Refractive Index: 1.496
• Boiling Point: 196.744 °C at 760 mmHg
• Flash Point: 66.804 °C
• PSA: 9.23000
• Density: 0.909 g/cm³
• LogP: 2.76770
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility.: 920mg/L at 20℃
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 154.135765193
• Heavy Atom Count: 11
• Complexity: 145

Purity/Quality:

99.9% ^*data from raw suppliers

(4S)-4-methyl-2-(2-methylprop-1-en-1-yl)oxane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 38-36/37/38
• Safety Statements: 36-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCOC(C1)C=C(C)C

Technology Process of Rose oxide

There total 43 articles about Rose oxide 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: 94.0%

(+/-)-(E)-2-methoxy-2,6-dimethyl-3-octen-8-ol (868552-84-5) → rose oxide (16409-43-1)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; Ambient temperature;

DOI:10.1016/S0040-4039(00)92830-2

Reference yield: 86.0%

2-(2,4-Dichlorphenoxy)-3,4,5,6-tetrahydro-4-methyl-2H-pyran (57745-77-4) + 2-methylpropen-1-ylmagnesium bromide (38614-36-7) → rose oxide (16409-43-1)

Guidance literature:

In benzene; for 0.5h; Ambient temperature;

DOI:10.1246/bcsj.54.776

Reference yield:

Citronellol (106-22-9) → rose oxide (16409-43-1) + 3,7-dimethyl-oct-6-enal (106-23-0,26489-02-1) + isopulegone (29606-79-9) + Isopulegol (89-79-2)

Guidance literature:

With CrO₃/silica gel; In various solvent(s); at 40 ℃; for 4h; under 165013 Torr;

DOI:10.1021/jo052137j

upstream raw materials:

2-(2,4-Dichlorphenoxy)-3,4,5,6-tetrahydro-4-methyl-2H-pyran

2-methylpropen-1-ylmagnesium bromide

Acetic acid 6-chloro-3,7-dimethyl-oct-7-enyl ester

8-hydroxy-2,6-dimethyl-2-octen-4-one

Downstream raw materials:

2-isobutyl-4-methyl-tetrahydro-pyran

Refernces

• 1、 Snowden, Roger L.,Linder, Simon M.,Muller, Bernard L.,Schulte, Karl H.. "173. β-Cleavage of Bis(homoallylic) Potassium Alkoxides. Preparation of 3-Hydroxypropyl and 4-Hydroxybutyl Propenyl Ketones from γ- and δ-Lactones. Synthesis of (+/-)-Rose Oxide". . p. 1879 - 1885. Retrieved 1987.
• 2、 -. "PROCESS FOR THE PREPARATION OF CIS-ROSE OXIDE". Paragraph 0085. . Retrieved 2013/05/09.
• 3、 Agrawal, Manoj K.,Adimurthy, Subbarayappa,Ganguly, Bishwajit,Ghosh, Pushpito K.. "Comparative study of the vicinal functionalization of olefins with 2:1 bromide/bromate and iodide/iodate reagents". experimental part. p. 2791 - 2797. Retrieved 2009/08/08.