o-Xylylene

Base Information

• Chemical Name: o-Xylylene
• CAS No.: 32796-95-5
• Molecular Formula: C8H8
• Molecular Weight: 104.152
• Hs Code.: 2902199090
• DSSTox Substance ID: DTXSID30954385
• Nikkaji Number: J247.761K,J795.268F
• Wikidata: Q27123422
• Metabolomics Workbench ID: 58246
• Mol file: 32796-95-5.mol

Synonyms:o-Xylylene;o-quinodimethane;5,6-dimethylidenecyclohexa-1,3-diene;32796-95-5;Methyl, 1,2-phenylenebis-;1,2-quinodimethane;32714-83-3;5,6-bis(methylene)-1,3-cyclohexadiene;o-Chinodimethan;CHEBI:52411;DTXSID30954385;(1,2-Phenylenebismethylene)radical;5,6-dimethylene-cyclohexa-1,3-diene;1,3-Cyclohexadiene, 5,6-bis(methylene)-;Q27123422

Chemical Property of o-Xylylene

Chemical Property:

• Vapor Pressure: 3.76mmHg at 25°C
• Boiling Point: 156.2°Cat760mmHg
• Flash Point: 25.6°C
• PSA: 0.00000
• Density: 0.87g/cm³
• LogP: 0.50720
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 104.062600255
• Heavy Atom Count: 8
• Complexity: 158

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C1C=CC=CC1=C

Technology Process of o-Xylylene

There total 34 articles about o-Xylylene 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: 48.0%

1,2-bis[(phenylseleno)methyl]benzene (78808-36-3) → 1,2-dimethylenebenzene (32796-95-5)

Guidance literature:

In acetonitrile; Flash photolysis;

DOI:10.1021/ja027653v

Reference yield:

1-(diazomethyl)-2-methylbenzene (698-20-4) → styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + 1,2-dimethylenebenzene (32796-95-5) + o-tolylmethylene biradical (35745-45-0) + 1-methylcyclohepta-1,2,4,6-tetraene (93000-99-8)

Guidance literature:

Product distribution; Mechanism; Irradiation; photolysis; variation of irradiation wavelength;

DOI:10.1021/ja00210a032

Reference yield:

indan-2-one propane-1,3-diol ketal → formaldehyd (50-00-0,30525-89-4,61233-19-0) + ethene (74-85-1) + carbon dioxide (124-38-9,18923-20-1) + carbon monoxide (201230-82-2) + benzocyclobutene (694-87-1) + 1,2-dimethylenebenzene (32796-95-5) + 2-indanone (615-13-4)

Guidance literature:

at 870 ℃; Pyrolysis; Inert atmosphere;

DOI:10.3762/bjoc.9.191

upstream raw materials:

α,α'-dibromo-o-xylene

benzocyclobutene

2-methoxymethyltoluene

1-(diazomethyl)-2-methylbenzene

Downstream raw materials:

2-Benzenesulfonyl-3-trifluoromethyl-1,2,3,4-tetrahydro-naphthalene

benzocyclobutene

spiro-(5,5)-2,3-benzo-6-methyleneundeca-7,9-diene

Refernces

• 1、 Steglich, Mathias,Custodis, Victoria B. F.,Trevitt, Adam J.,Dasilva, Gabriel,Bodi, Andras,Hemberger, Patrick. "Photoelectron Spectrum and Energetics of the meta-Xylylene Diradical". . p. 14348 - 14351. Retrieved 2017.
• 2、 Miranda, Miguel A.,Perez-Prieto, Julia,Font-Sanchis, Enrique,Scaiano. "Mechanistic studies on the photogeneration of o-and p-xylylenes from aαα′-dichloroxylenes". . p. 1541 - 1542. Retrieved 1998.
• 3、 Fujihara, Hisashi,Yabe, Masayoshi,Furukawa, Naomichi. "A New Mode for the Generation of o-Xylylene by peri-Selenium Participation from 8,13-Dihydrobenzonaphthodiselenonin under Irradiation". . p. 5291 - 5292. Retrieved 1993.
• 4、 Lohmiller, Thomas,Sarkar, Sujan K.,Tatchen, J?rg,Henkel, Stefan,Schleif, Tim,Savitsky, Anton,Sanchez-Garcia, Elsa,Sander, Wolfram. "Sequential Hydrogen Tunneling in o-Tolylmethylene". . p. 17873 - 17879. Retrieved 2021/09/14.
• 5、 Rys, Andrzej Z.,Schultz, Erwin K. V.,Harpp, David N.. "Quest for diatomic selenium". scheme or table. p. 351 - 371. Retrieved 2011/01/12.