Name: BENZENE,1,1'-(3-METHYL-1-PROP
SKU: 7614-93-9

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Pharmaceutical (18)
Others (9)
Organic Chemicals (1)

Basic Information

Molecular Structure:
CAS No.:	7614-93-9
Name:	BENZENE,1,1'-(3-METHYL-1-PROP

Formula:	C₁₆H₁₆
Molecular Weight:	208.303
Synonyms:	1,3-Diphenyl-1-butene;Benzene, 1,1‘-(3-methyl-1-propene-1,3-diyl)bis-;distyrene;
Density:	0.999g/cm³
Melting Point:	47.5°C
Boiling Point:	309.3°Cat760mmHg
Flash Point:	145.2°C
PSA:	0.00000
LogP:	4.50350

Synthetic route

: 292638-84-7
styrene

: 7614-93-9
1,3-diphenyl-1-butene

Conditions

Conditions	Yield
With C13H17N3Ni(1+)*C32H12BF24(1-) In 1,2-dichloro-ethane at 60℃; for 1h; Inert atmosphere;	99%
With self-supported Fe2O(NTf2)5 on Ag nanoparticles In 1,4-dioxane at 80℃; for 24h; regioselective reaction;	96%
<η3-C3H6Pd(MeNO2)2>(BF4) In nitromethane; chloroform at 25℃; for 24h;	94%

: 98-85-1, 13323-81-4
1-Phenylethanol

: 7614-93-9
1,3-diphenyl-1-butene

Conditions

Conditions	Yield
With Snβ zeolite In 1,2-dichloro-ethane at 80℃; for 15h; Catalytic behavior; Reagent/catalyst; Sealed tube; Green chemistry; regioselective reaction;	90%
With 4H(1+)O40SiW12(4-)C5H9NO In 1,2-dichloro-ethane at 80℃; for 1.5h;	62%
With 2-Bromobutyric acid; sulfuric acid at 80℃; for 1h; Neat (no solvent);	60%
With sodium hydrogen sulfate; silica gel In 1,2-dichloro-ethane at 80℃; for 1h;	58%

: 292638-84-7
styrene

: 98-85-1, 13323-81-4
1-Phenylethanol

: 7614-93-9
1,3-diphenyl-1-butene

Conditions

Conditions	Yield
With 1-methyl-2-oxopyrrolidinium hydrogen sulfate In neat (no solvent) at 80℃; for 6h; Sealed tube; Green chemistry;	90%
With 10% Moβ zeolite In neat (no solvent) at 70℃; for 4h; Sealed tube;	61%
With sodium hydrogen sulfate; silica gel In 1,2-dichloro-ethane at 60℃; for 4h;	55%

: 292638-84-7
styrene

: 123-54-6
acetylacetone

A: 5186-08-3
3-(1-phenyl-ethyl)-pentane-2,4-dione

B: 7614-93-9
1,3-diphenyl-1-butene

Conditions

Conditions	Yield
With gold(III) chloride; silver trifluoromethanesulfonate In dichloromethane at 20℃; Reagent/catalyst; Solvent; Inert atmosphere;	A 89% B n/a
With Amberlyst-15 at 80℃; for 5h; Ionic liquid;	A 79% B n/a

...Expand

: 292638-84-7
styrene

: 108-86-1
bromobenzene

A: 103-30-0
(E)-1,2-diphenyl-ethene

B: 7614-93-9
1,3-diphenyl-1-butene

Conditions

Conditions	Yield
With pyridine; zinc; bis(triphenylphosphine)nickel(II) chloride In acetonitrile at 65℃; for 4h;	A 86% B 17 % Chromat.

...Expand

: 292638-84-7
styrene

: 98-10-2
benzenesulfonamide

A: 7614-93-9
1,3-diphenyl-1-butene

B: 1146-47-0
N-(α-methylbenzyl)benzenesulfonamide

Conditions

Conditions	Yield
With C13H17ClN3O2Pd(1-); toluene-4-sulfonic acid In toluene at 100℃; for 18h; chemoselective reaction;	A n/a B 84%
With 1-butyl-3-methylimidazolium Tetrafluoroborate at 80℃; for 5h;	A 45 %Chromat. B 52 %Chromat.

...Expand

: 292638-84-7
styrene

: 5720-07-0
4-methoxyphenylboronic acid

A: 7614-93-9
1,3-diphenyl-1-butene

B: 2605-18-7
1-methoxy-4-(1-phenylethyl)benzene

C: 14310-21-5
1-(4-methoxyphenyl)-2-phenylethane

Conditions

Conditions	Yield
With bis(1,5-cyclooctadiene)nickel (0); tricyclohexylphosphine In tetrahydrofuran at 80℃; for 12h; Inert atmosphere; Glovebox;	A 84% B n/a C n/a

...Expand

: 98-85-1, 13323-81-4
1-Phenylethanol

: 6783-05-7
trans-2-phenylvinylboronic acid

: 7614-93-9
1,3-diphenyl-1-butene

Conditions

Conditions	Yield
With calcium(II) bis(trifluoromethanesulfonyl)imide; tert-butylammonium hexafluorophosphate(V) In dichloromethane at 20℃; for 1.25h; Temperature; Sealed tube;	82%