Product Name

Stability

    Stable. Incompatible with strong oxidizing agents.

Toxicology

    Irritant.

    Toxicity data
    (The meaning of any toxicological abbreviations which

  • Melting Point 180-182 °C(lit.)
  • Formula C24H22
  • Boiling Point 463.1°Cat760mmHg
  • Molecular Weight 310.439
  • Flash Point 231.3°C
  • Transport Information
  • Appearance yellow-green crystals
  • Safety
    Safety Statements 24/25
    WGK Germany 3
    10-23
  • Risk Codes 22-36
  • Molecular Structure Molecular Structure of 13280-61-0 (1,4-Bis(2-methylstyryl)benzene)
  • Hazard Symbols Xn
  • Synonyms Benzene,p-bis(o-methylstyryl)- (7CI,8CI); 1,4-Bis(2-methylstyryl)benzene;1,4-Bis(o-methylstyryl)benzene; 1,4-Bis[2-(2-methylphenyl)ethenyl]benzene;Bis-MSB; DST; DST (hole transport material); p-Bis(2-methylstyryl)benzene;p-Bis(o-methylstyryl)benzene
  • PSA 0.00000
  • LogP 6.64420

Synthetic route

dimethyl 2-methylbenzylphosphonate
17105-62-3

dimethyl 2-methylbenzylphosphonate

terephthalaldehyde,
623-27-8

terephthalaldehyde,

1,4-bis[2-(2-methyl-phenyl)ethenyl]-benzene
13280-61-0

1,4-bis[2-(2-methyl-phenyl)ethenyl]-benzene

Conditions
ConditionsYield
With potassium hydroxide In ethanol; N,N-dimethyl-formamide at 60℃; for 0.5h;35%
1-chloromethyl-2-methylbenzene
552-45-4

1-chloromethyl-2-methylbenzene

1,4-bis[2-(2-methyl-phenyl)ethenyl]-benzene
13280-61-0

1,4-bis[2-(2-methyl-phenyl)ethenyl]-benzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: CH3ONa / methanol; benzene / 0.5 h / Heating
2: 35 percent / KOH / ethanol; dimethylformamide / 0.5 h / 60 °C
View Scheme
1,4-bis(bromomethyl)benzene
623-24-5

1,4-bis(bromomethyl)benzene

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

1,4-bis[2-(2-methyl-phenyl)ethenyl]-benzene
13280-61-0

1,4-bis[2-(2-methyl-phenyl)ethenyl]-benzene

Conditions
ConditionsYield
Stage #1: 1,4-bis(bromomethyl)benzene With triphenylphosphine at 20℃; for 3h; Reflux; Large scale;
Stage #2: 2-methylphenyl aldehyde With potassium isopropoxide at 20℃; Reagent/catalyst; Large scale;
133.6 kg
diethyl 2-methylbenzylphosphonate
62778-16-9

diethyl 2-methylbenzylphosphonate

terephthalaldehyde,
623-27-8

terephthalaldehyde,

1,4-bis[2-(2-methyl-phenyl)ethenyl]-benzene
13280-61-0

1,4-bis[2-(2-methyl-phenyl)ethenyl]-benzene

Conditions
ConditionsYield
Stage #1: diethyl 2-methylbenzylphosphonate With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 1h;
Stage #2: terephthalaldehyde, In tetrahydrofuran; mineral oil at 0℃; for 1h;
1,4-bis[2-(2-methyl-phenyl)ethenyl]-benzene
13280-61-0

1,4-bis[2-(2-methyl-phenyl)ethenyl]-benzene

A

terephthalaldehyde,
623-27-8

terephthalaldehyde,

B

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

Conditions
ConditionsYield
With oxygen at 130℃; for 12h; Sealed tube;A 83%
B 82%
With oxygen at 130℃; for 12h; Sealed tube; Overall yield = 89.7 percent;
With oxygen at 110℃; for 12h; Green chemistry;
silver perchlorate monohydrate
14242-05-8

silver perchlorate monohydrate

1,4-bis[2-(2-methyl-phenyl)ethenyl]-benzene
13280-61-0

1,4-bis[2-(2-methyl-phenyl)ethenyl]-benzene

[silver(I)2(1,4-bis(methylstyryl)benzene)(ClO4)2]

[silver(I)2(1,4-bis(methylstyryl)benzene)(ClO4)2]

Conditions
ConditionsYield
In toluene under Ar; soln. of Ag salt in toluene added to ligand; stirred for 10 min; layered with n-pentane; sealed under Ar; wrapped with tin foil; crystd. at room temp. in the dark for 3 d; elem. anal.;31%
silver tetrafluoroborate
14104-20-2

silver tetrafluoroborate

1,4-bis[2-(2-methyl-phenyl)ethenyl]-benzene
13280-61-0

1,4-bis[2-(2-methyl-phenyl)ethenyl]-benzene

[silver(I)2(1,4-bis(methylstyryl)benzene)(H2O)4](BF4)2

[silver(I)2(1,4-bis(methylstyryl)benzene)(H2O)4](BF4)2

Conditions
ConditionsYield
In 1,3,5-trimethyl-benzene under Ar; soln. of Ag salt in mesitylene added to ligand; stirred for 5 min; filtered; filtrate layered with n-pentane; sealed under Ar; wrapped withtin foil; crystd. at room temp. in the dark for 3 d; elem. anal.;28%

1,4-Bis(2-methylstyryl)benzene Chemical Properties

IUPAC Name: 1,4-Bis[(E)-2-(2-methylphenyl)ethenyl]benzene 
Molecular Formula: C24H22
Molecular Weight: 310.46
Density: 1.076 g/cm3 
Properties: yellow-green crystals
Melting Point:  180-182 °C(lit.)
Boiling Point: 463.1 °C at 760 mmHg
Flash Point: 231.3 °C
Freely Rotating Bonds: 4
Polar Surface Area: 0 Å2
Index of Refraction: 1.693
Molar Refractivity: 110.69 cm3
Molar Volume: 288.3 cm3
Polarizability: 43.88× 10-24 cm3
Surface Tension: 46.2 dyne/cm
Enthalpy of Vaporization: 69.66 kJ/mol
Vapour Pressure: 2.58E-08 mmHg at 25°C 
Stability: Stable. Incompatible with strong oxidizing agents.
The Cas Register Number  of 4-Bis(2-methylstyryl)benzene  is 13280-61-0.The chemical synonyms of 4-Bis(2-methylstyryl)benzene (CAS NO.13280-61-0) are 1,4-Di(2-methylstyryl)benzene ; 1,4-Bis(2-methylstyryl)benzene ; Bis(msb) ;1 ,4-bis[2-(2-methylphenyl)ethenyl]-benzen ; 1,4-Bis[2-(2-methylphenyl)ethenyl]-Benzene ; Benzene,1,4-bis[2-(2-methylphenyl)ethenyl]-;p-bis(o-methylstyryl)benzene ; 2-Menthylstyrene .Product categories of 4-Bis(2-methylstyryl)benzene (CAS NO.13280-61-0) are Scintillators ; Stilbenes .The molecular structure of 4-Bis(2-methylstyryl)benzene (CAS NO.13280-61-0) is.

1,4-Bis(2-methylstyryl)benzene Uses

 4-Bis(2-methylstyryl)benzene (CAS NO.13280-61-0) is used in organic synthesis.

1,4-Bis(2-methylstyryl)benzene Production

Its raw materials are N,N-Dimethylformamide ; Trimethyl phosphite ; 1,4-Phthalaldehyde ; 2-Methylbenzyl bromide .

1,4-Bis(2-methylstyryl)benzene Safety Profile

Questionable carcinogen with experimental tumorigenic data. When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes: HarmfulXn
Safety Statements: 24/25-36-26 
S24/25: Avoid contact with skin and eyes. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36: Wear suitable protective clothing.
WGK Germany: 3
F: 10-23

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