1,4-Diisopropenylbenzene

Base Information

• Chemical Name: 1,4-Diisopropenylbenzene
• CAS No.: 1605-18-1
• Molecular Formula: C12H14
• Molecular Weight: 158.243
• Hs Code.: 2902909090
• European Community (EC) Number: 216-515-0
• NSC Number: 84197
• UNII: C25D5LMF5S
• DSSTox Substance ID: DTXSID6038794
• Nikkaji Number: J24.308F
• Wikidata: Q27275089
• Mol file: 1605-18-1.mol

Synonyms:1,4-Diisopropenylbenzene;1605-18-1;BENZENE, 1,4-BIS(1-METHYLETHENYL)-;p-Diisopropenylbenzene;1,4-Di(prop-1-en-2-yl)benzene;Benzene, p-diisopropenyl-;1,4-bis(prop-1-en-2-yl)benzene;1,4-Bis(1-methylvinyl)benzene;1,4-Bis(1-methylethenyl)benzene;p-Isopropenyl-alpha-methylstyrene;EINECS 216-515-0;NSC 84197;UNII-C25D5LMF5S;BRN 1634094;C25D5LMF5S;NSC-84197;NSC84197;1,4-diisopropenyl-benzene;p-Diisopropenyl benzene,polymer;DTXSID6038794;Benzene,4-bis(1-methylethenyl)-;MFCD00043637;AKOS006229180;AS-61778;LS-29154;Benzene, p-diisopropenyl- (6CI,7CI,8CI);D1973;FT-0730936;D89965;Q27275089

Chemical Property of 1,4-Diisopropenylbenzene

Chemical Property:

• Melting Point: 65oC
• Refractive Index: 1.4840 (estimate)
• Boiling Point: 239.9°Cat760mmHg
• Flash Point: 93.3°C
• PSA: 0.00000
• Density: 0.873g/cm³
• LogP: 3.75280
• Storage Temp.: 0-10°C
• Solubility.: soluble in Acetone
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 158.109550447
• Heavy Atom Count: 12
• Complexity: 158

Purity/Quality:

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

1,4-Diisopropenylbenzene ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1,4-Diisopropenylbenzene

There total 15 articles about 1,4-Diisopropenylbenzene 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: 90.0%

4-chlorocarbonylbenzoic acid phenyl ester (25061-09-0) + trimethylaluminum (75-24-1) → 1,4-diisopropenyl-benzene (1605-18-1)

Guidance literature:

With bis-diphenylphosphinomethane; In toluene; at 120 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.9b01059

Reference yield: 87.0%

α,α,α',α'-tetramethyl-1,4-benzenedimethanol (2948-46-1) → 1,4-diisopropenyl-benzene (1605-18-1)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; at 110 ℃; Dean-Stark;

DOI:10.1021/acs.macromol.5b00575

Reference yield: 82.0%

trimethylaluminum (75-24-1) + terephthaloyl chloride (100-20-9) → 1,4-diisopropenyl-benzene (1605-18-1)

Guidance literature:

With bis-diphenylphosphinomethane; In toluene; at 120 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.9b01059

upstream raw materials:

1,4-bis(1-methylethyl)benzene

α,α,α',α'-tetramethyl-1,4-benzenedimethanol

α,α,α',α'-tetramethyl-1,4-benzene dimethylchloride

1.4-dibromobenzene

Downstream raw materials:

1,1,2,2-Tetracyano-3-methyl-3-(p-isopropenylphenyl)cyclobutane

1,4-bis(2-(p-tolyl)propan-2-yl)benzene

1,4-phenylenediamine

Refernces

• 1、 Sadeh,Gaoni. "". . p. C31. Retrieved 1975.
• 2、 Miller, Joseph A.,Dankwardt, John W.. "Nickel catalyzed cross-coupling of modified alkyl and alkenyl Grignard reagents with aryl- and heteroaryl nitriles: Activation of the C-CN bond". . p. 1907 - 1910. Retrieved 2007/10/03.