Methylenecyclooctane

Base Information

• Chemical Name: Methylenecyclooctane
• CAS No.: 3618-18-6
• Molecular Formula: C9H16
• Molecular Weight: 124.226
• NSC Number: 120746
• DSSTox Substance ID: DTXSID60189749
• Nikkaji Number: J570.831A
• Wikidata: Q83061955
• Mol file: 3618-18-6.mol

Synonyms:Methylenecyclooctane;Cyclooctane, methylene-;3618-18-6;NSC120746;DTXSID60189749;GQRWNDZUODCEAJ-UHFFFAOYSA-N;AKOS013991951;NSC 120746;NSC-120746;InChI=1/C9H16/c1-9-7-5-3-2-4-6-8-9/h1-8H

Chemical Property of Methylenecyclooctane

Chemical Property:

• Vapor Pressure: 2.64mmHg at 25°C
• Boiling Point: 163.9°Cat760mmHg
• Flash Point: 38.8°C
• Density: 0.8g/cm³
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 124.125200510
• Heavy Atom Count: 9
• Complexity: 82.2

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C1CCCCCCC1

Technology Process of Methylenecyclooctane

There total 6 articles about Methylenecyclooctane 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: 52.0%

1-ethynylcyclooctan-1-ol (55373-76-7) + benzoic acid (65-85-0,8013-63-6) → methylenecyclooctane (3618-18-6) + 1-acetylcyclooctyl benzoate (1266134-12-6)

Guidance literature:

With trans-[RuCl2(η3:η3-2,7-dimethylocta-2,6-diene-1,8-diyl)(PPh3)]; In water; at 60 ℃; for 24h; Sealed tube; Inert atmosphere;

DOI:10.1021/om1010325

Reference yield:

C8H14CH2PtCl2(C5H5N)2 → cis-Cyclooctene (931-88-4,931-87-3,25267-51-0) + bicyclo[6.1.0]nonane (286-60-2) + methylenecyclooctane (3618-18-6) + 1-methylcyclooctene (15840-64-9)

Guidance literature:

With diazomethane; In chloroform; addn. of a large excess of CH2N2 via a stream of N2; vac. distn.; detn. by NMR, chromy.;

DOI:10.1021/ja00247a023

Reference yield:

C8H14CH2PtCl2(C5H5N)2 → dichloro-bis(pyridine)-platinum(II) (14024-97-6,15227-42-6,14872-21-0) + methylenecyclooctane (3618-18-6)

Guidance literature:

With pyridine; In chloroform-d1; addn. of 2 equivalents pyridine, 6h;

DOI:10.1021/ja00247a023

upstream raw materials:

cycloactanone

N,N,P-trimethyl-P-phenylphosphinothioic amide

1-ethynylcyclooctan-1-ol

benzoic acid

Downstream raw materials:

methylcyclooctene

1-methylcyclooctanol

1-methylcyclooctene

C₂₇H₃₅NO₂

Refernces

• 1、 -. "CYCLOPROPANATION". Page/Page column 4; 5; 7. . Retrieved 2015/05/26.
• 2、 Cadierno, Victorio,Francos, Javier,Gimeno, Jose. "Ruthenium(IV)-catalyzed markovnikov addition of carboxylic acids to terminal alkynes in aqueous medium". experimental part. p. 852 - 862. Retrieved 2011/04/15.