1,4-Diethylbenzene

Base Information

• Chemical Name: 1,4-Diethylbenzene
• CAS No.: 105-05-5
• Molecular Formula: C10H14
• Molecular Weight: 134.221
• Hs Code.: 2902 90 00
• European Community (EC) Number: 203-265-2
• UNII: 0PSM16X42D
• DSSTox Substance ID: DTXSID4026711
• Nikkaji Number: J43.478G
• Wikidata: Q27115785
• Metabolomics Workbench ID: 130671
• ChEMBL ID: CHEMBL3187283
• Mol file: 105-05-5.mol

Synonyms:1,4-diethylbenzene

Chemical Property of 1,4-Diethylbenzene

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 0.99 mm Hg ( 20 °C)
• Melting Point: -43 °C
• Refractive Index: n20/D 1.495(lit.)
• Boiling Point: 183.1 °C at 760 mmHg
• Flash Point: 56.7 °C
• PSA: 0.00000
• Density: 0.865 g/cm³
• LogP: 2.81140
• Storage Temp.: Store below +30°C.
• Solubility.: 24.8mg/l
• Water Solubility.: It is insoluble in water. But soluble in ethanol, benzene,carbon tetrachloride.
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 134.109550447
• Heavy Atom Count: 10
• Complexity: 66

Purity/Quality:

99% ^*data from raw suppliers

1,4-Diethylbenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Aromatic Solvents
• Canonical SMILES: CCC1=CC=C(C=C1)CC
• Uses: 1,4-Diethylbenzene, is used as a solvent and an intermediate in the manufacture of other organic compounds for the finished products of such as curing agents, engineering plastics andcross-linking agents.

Technology Process of 1,4-Diethylbenzene

There total 80 articles about 1,4-Diethylbenzene 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: 30.0%

trifluoromethanesulfonic acid ethyl ester (425-75-2) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → ethylbenzene (100-41-4,27536-89-6) + 1,4-diethylbenzene (105-05-5) + ortho-diethylbenzene (253185-02-3,135-01-3)

Guidance literature:

for 2h; Yields of byproduct given; Heating;

Reference yield: 12.0%

4-methyl-4-phenylcyclohex-2-enone (17429-36-6) → o-xylene (95-47-6) + 1-Methyl-3-ethylbenzene (620-14-4) + 2-Ethyltoluene (611-14-3) + ethylbenzene (100-41-4,27536-89-6) + m-diethylbenzene (141-93-5) + 1,4-diethylbenzene (105-05-5)

Guidance literature:

With chloranil; Product distribution; 1.) 510 deg C, 12 Torr; 2.) benzene, reflux, 20 h; other conditions investigated;

DOI:10.1002/hlca.19810640319

Reference yield: 10.0%

4-methyl-4-phenylcyclohex-2-enone (17429-36-6) → 1-Methyl-3-ethylbenzene (620-14-4) + 2-Ethyltoluene (611-14-3) + m-diethylbenzene (141-93-5) + 1,4-diethylbenzene (105-05-5) + ortho-diethylbenzene (253185-02-3,135-01-3) + 3-ethyl-o-xylene (933-98-2)

Guidance literature:

With chloranil; Product distribution; 1.) 510 deg C, 12 Torr; 2.) benzene, reflux, 20 h; other conditions investigated;

DOI:10.1002/hlca.19810640319

upstream raw materials:

4-chloro(ethylbenzene)

ethyl bromide

ethylbenzene

4-ethylacetophenone

Downstream raw materials:

4-(2,5-diethyl-phenyl)-4-oxo-butyric acid

2,4-diethyl-benzenesulfonic acid

4-ethylacetophenone

1,4-diethyl-2-nitro-benzene

Refernces

• 1、 Allinger,Shih-En Hu. "". . p. 370. Retrieved 1962.
• 2、 Kim, Jong-Ho,Namba, Seitaro,Yashima, Tatsuaki. "Shape Selectivity of ZSM-5 Type Zeolite for Alkylation of Ethylbenzene with Ethanol". . p. 1051 - 1056. Retrieved 1988.
• 3、 Lail, Marty,Arrowood, Benjamin N.,Gunnoe, T. Brent. "Addition of arenes to ethylene and propene catalyzed by ruthenium". . p. 7506 - 7507. Retrieved 2003.
• 4、 Rudham, Robert,Winstanley, Alastair W.. "Effects of Dry-air Calcination on the Physico-chemical and Catalytic Properties of HZSM-5 Zeolite". . p. 3191 - 3200. Retrieved 1994.
• 5、 Xue, Bing,Zhang, Gen,Liu, Na,Xu, Jie,Shen, Qingming,Li, Yongxin. "Highly selective synthesis of para-diethylbenzene by alkylation of ethylbenzene with diethyl carbonate over boron oxide modified HZSM-5". . p. 384 - 391. Retrieved 2014.
• 6、 Shibata, Tohru,Tsuji, Takashi,Nishida, Shinya. "The Thermal Cycloaddition of Dispirodeca-4,9-diene to Isolated Carbon-Carbon Multiple Bonds". . p. 709 - 716. Retrieved 1980.
• 7、 Pushparaj, Hemalatha,Mani, Ganesh,Muthiahpillai, Palanichamy,Velayutham, Murugesan,Park, Yong-Ki,Choi, Won Choon,Jang, Hyun Tae. "Effects of crystallinity of ZSM-5 zeolite on para-selective tert-butylation of ethylbenzene". . p. 294 - 304. Retrieved 2013.
• 8、 Tontisirin, Supak,Ernst, Stefan. "Zeolite SSZ-53: An extra-large-pore zeolite with interesting catalytic properties". . p. 7304 - 7306. Retrieved 2007.
• 9、 Geng, Jiao,Hu, Xingbang,Liu, Qiang,Wu, Youting,Yang, Liu,Yao, Chenfei. "Controlling the Lewis Acidity and Polymerizing Effectively Prevent Frustrated Lewis Pairs from Deactivation in the Hydrogenation of Terminal Alkynes". . p. 3685 - 3690. Retrieved 2021/05/31.
• 10、 Bordet, Alexis,Goclik, Lisa,Leitner, Walter,Offner-Marko, Lisa. "Selective hydrodeoxygenation of hydroxyacetophenones to ethyl-substituted phenol derivatives using a FeRu?SILP catalyst". supporting information. p. 9509 - 9512. Retrieved 2020/09/02.