2,5-Dimethylstyrene

Base Information

• Chemical Name: 2,5-Dimethylstyrene
• CAS No.: 2039-89-6
• Molecular Formula: C10H12
• Molecular Weight: 132.205
• Hs Code.: 29029090
• European Community (EC) Number: 218-028-9
• NSC Number: 73477
• UNII: RTM6P5K8CA
• DSSTox Substance ID: DTXSID6074702
• Nikkaji Number: J43.383G
• Mol file: 2039-89-6.mol

Synonyms:2,5-DIMETHYLSTYRENE;2039-89-6;1,4-Dimethyl-2-vinylbenzene;Benzene, 2-ethenyl-1,4-dimethyl-;Styrene, 2,5-dimethyl-;2-ethenyl-1,4-dimethylbenzene;1,4-Dimethyl-2-ethenylbenzene;EINECS 218-028-9;UNII-RTM6P5K8CA;NSC 73477;RTM6P5K8CA;BRN 2203656;NSC-73477;4-05-00-01385 (Beilstein Handbook Reference);NSC73477;Styrene,5-dimethyl-;1,4-dimethyl-2-vinyl-benzene;DTXSID6074702;WLN: 1U1R B1 E1;1,4-Dimethyl-2-ethenyl benzene;MFCD00008614;AKOS009157096;AS-61158;LS-147216;FT-0610481;D97352;EN300-388620;Q27288284;2,5-Dimethylstyrene, contains 500 ppm tert-Butylcatechol as stabilizer, 98%

Chemical Property of 2,5-Dimethylstyrene

Chemical Property:

• Vapor Pressure: 0.628mmHg at 25°C
• Melting Point: -35 °C
• Refractive Index: n20/D 1.539(lit.)
• Boiling Point: 194.1 °C at 760 mmHg
• Flash Point: 58.8 °C
• PSA: 0.00000
• Density: 0.893 g/cm³
• LogP: 2.94640
• Storage Temp.: Keep Cold
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 132.093900383
• Heavy Atom Count: 10
• Complexity: 115

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,5-Dimethylstyrene(stabilizedwith4-tert-butylcatechol) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)C)C=C

Technology Process of 2,5-Dimethylstyrene

There total 13 articles about 2,5-Dimethylstyrene 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: 73.0%

2-chloro-1,4-dimethyl-benzene (95-72-7) + tri-n-butyl(vinyl)tin (7486-35-3) → 2,5-dimethylstyrene (2039-89-6)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; tri-tert-butyl phosphine; cesium fluoride; In 1,4-dioxane; at 100 ℃; for 36h;

DOI:10.1021/ja020012f

Reference yield: 69.0%

1-bromo-2,5-dimethyl-4-vinylbenzene (1835-85-4) + acetic anhydride (108-24-7) → S-2,5-dimethyl-4-vinylphenyl ethanethioate (1004519-12-3) + bis(2,5-dimethyl-4-vinylphenyl)sulfane (1004519-21-4) + 2,5-dimethylstyrene (2039-89-6)

Guidance literature:

1-bromo-2,5-dimethyl-4-vinylbenzene; With n-butyllithium; In tetrahydrofuran; hexane; Petroleum ether; at -78 ℃; for 0.666667h;

With sulfur; In tetrahydrofuran; hexane; Petroleum ether; at -85 - -75 ℃;

acetic anhydride; In tetrahydrofuran; hexane; Petroleum ether; at -80 ℃; for 0.05h; Further stages.;

DOI:10.1016/j.tetlet.2007.10.118

Reference yield: 54.0%

vinyl acetate (108-05-4,9003-20-7) + 4-bromo-m-xylene (553-94-6) → 2,5-dimethylstyrene (2039-89-6)

Guidance literature:

With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); lithium iodide; zinc; at 65 ℃; for 8h; Inert atmosphere; Sealed tube; Green chemistry;

DOI:10.1021/acs.orglett.1c04018

upstream raw materials:

1,1-bis-(2,5-dimethyl-phenyl)-ethane

2,5-Dimethylphenyl-methyl-carbinol

bis-[1-(2,5-dimethyl-phenyl)-ethyl]-ether

2-chloro-1,4-dimethyl-benzene

Downstream raw materials:

(E)-2-(2,5-dimethylstyryl)benzaldehyde

3-(2,5-dimethylphenyl)propanoic acid

2-(2,5-dimethylphenyl)propanoic acid

(E)-N,N-dibenzyl-3-(2,5-dimethylphenyl)prop-2-en-1-amine

Refernces

• 1、 Greenhalgh, Mark D.,Thomas, Stephen P.. "Iron-catalyzed, highly regioselective synthesis of α-aryl carboxylic acids from styrene derivatives and CO2". supporting information; experimental part. p. 11900 - 11903. Retrieved 2012/09/07.
• 2、 Su, Weiping,Urgaonkar, Sameer,Verkade, John G.. "Pd2(dba)3/P(i-BuNCH2CH2) 3N-catalyzed Stille cross-coupling of aryl chlorides". . p. 1421 - 1424. Retrieved 2007/10/03.