• Name

  1,2-DIMETHYL-4-(1-PHENYL-ETHYL)-BENZENE

• EINECS 228-249-2
• CAS No. 6196-95-8
• Article Data35
• CAS DataBase
• Density 0.961 g/cm³
• Solubility
• Melting Point -56 °C
• Formula C₁₆H₁₈
• Boiling Point 306.4 °C at 760 mmHg
• Molecular Weight 210.319
• Flash Point 143 °C
• Transport Information
• Appearance
• Safety
• Risk Codes
• Molecular Structure
• Hazard Symbols
• Synonyms Ethane,1-phenyl-1-(3,4-xylyl)- (7CI,8CI);1-(3,4-Dimethylphenyl)-1-phenylethane;1,2-Dimethyl-4-(1-phenylethyl)benzene;1-PHENYL-1-(3,4-DIMETHYLPHENYL)ETHANE;Ethane, 1-phenyl-1-(3,4-xylyl)-;1-PHENYL-1-(3,4-XYLYL)ETHANE;4-(1-phenylethyl)-o-xylene;
• PSA 0.00000
• LogP 4.45520

Synthetic route

95-47-6

o-xylene

93-96-9

bis(1-phenylethyl)ether

6196-95-8

1,2-dimethyl-4-(1-phenylethyl)benzene

Conditions

Conditions	Yield
With iron(III) chloride; chloro-trimethyl-silane In 1,2-dichloro-ethane at 20℃; for 0.166667h; Friedel-Crafts Alkylation; Inert atmosphere;	100%

100-42-5

styrene

95-47-6

o-xylene

6196-95-8

1,2-dimethyl-4-(1-phenylethyl)benzene

Conditions

Conditions	Yield
With cross-linked poly acidic ionic liquids In N,N-dimethyl-formamide at 120℃; for 3h; Solvent; Temperature; High pressure;	99.67%
With phosphotungstic acid at 120℃; for 3h; Reagent/catalyst;	98.3%
With 12-tungstophosphoric acid supported 30percent triethylammonium acetate, P123 in micro/mesoporous silica at 119.84℃; for 3h; Catalytic behavior; Reagent/catalyst; Temperature; Friedel-Crafts Alkylation;	93.8%

100-42-5

styrene

95-47-6

o-xylene

A

81749-28-2

1,2-dimethyl-2-(1-phenylethyl)benzene

B

6196-95-8

1,2-dimethyl-4-(1-phenylethyl)benzene

Conditions

Conditions	Yield
With immobilized 30percent 12-tungstophosphoric acid-imidazole(1H)-3-ium-3-triethoxysilylpropyl-1-(propyl-3-sulfonate) on mesoporous silica SBA-15 at 120℃; for 3h; Reagent/catalyst;	A n/a B 93.9%
With iron(III) chloride at 80℃; for 4h;
With SiO2-supported InCl2 at 80℃; for 3h;
With gold(III) chloride; silver hexafluoroantimonate In 1,2-dichloro-ethane at 50℃; for 5h; Inert atmosphere; Darkness; regioselective reaction;
With aminosilane-modified lanthanum-substituted mesoporous silica-supported phosphotungstic acid at 120℃; for 3h; regioselective reaction;

...Expand

95-47-6

o-xylene

92976-56-2

tert-butyldimethyl(1-phenylethoxy)silane

6196-95-8

1,2-dimethyl-4-(1-phenylethyl)benzene

Conditions

Conditions	Yield
With iron(III) chloride In 1,2-dichloro-ethane at 20℃; for 2.5h; Friedel-Crafts Alkylation; Inert atmosphere; regioselective reaction;	93%

95-47-6

o-xylene

14856-75-8

1-phenyl-1-trimethylsilyloxyethane

6196-95-8

1,2-dimethyl-4-(1-phenylethyl)benzene

Conditions

Conditions	Yield
With iron(III) chloride In 1,2-dichloro-ethane at 20℃; for 1h; Reagent/catalyst; Time; Friedel-Crafts Alkylation; Inert atmosphere; regioselective reaction;	92%

95-47-6

o-xylene

112473-30-0, 18442-52-9

triethyl(1-phenylethoxy)silane

6196-95-8

1,2-dimethyl-4-(1-phenylethyl)benzene

Conditions

Conditions	Yield
With iron(III) chloride In 1,2-dichloro-ethane at 20℃; for 1.5h; Friedel-Crafts Alkylation; Inert atmosphere; regioselective reaction;	91%

95-47-6

o-xylene

98-85-1, 13323-81-4

1-Phenylethanol

6196-95-8

1,2-dimethyl-4-(1-phenylethyl)benzene

Conditions

Conditions	Yield
[Ir2(COD)2(SnCl3)2(Cl)2)(μ-Cl)2] In 1,2-dichloro-ethane at 80℃; for 12h;	89%
With 2,3,4,5-tetrafluorophenyl(dihydroxy)borane In nitromethane at 20℃; for 1h; Friedel-Crafts Alkylation;	88%
With triphenylphosphine ditriflate In dichloromethane at 20℃; for 1h; Friedel-Crafts benzylation;	79%

95-47-6

o-xylene

7214-61-1

(1-nitroethyl)benzene

6196-95-8

1,2-dimethyl-4-(1-phenylethyl)benzene

Conditions

Conditions	Yield
With tin(IV) chloride for 1h; Ambient temperature;	65%

95-47-6

o-xylene

93-96-9

bis(1-phenylethyl)ether

A

98-85-1, 13323-81-4

1-Phenylethanol

B

6196-95-8

1,2-dimethyl-4-(1-phenylethyl)benzene

Conditions

Conditions	Yield
With iron(III) chloride; Hexamethyldisiloxane In 1,2-dichloro-ethane at 20℃; for 0.5h; Friedel-Crafts Alkylation; Inert atmosphere;	A 14% B 22%
With iron(III) chloride In 1,2-dichloro-ethane at 20℃; for 0.5h; Friedel-Crafts Alkylation; Inert atmosphere;	A 11% B 9%

...Expand

100-42-5

styrene

95-47-6

o-xylene

A

56525-86-1

1,3-diphenyl-1-(o-xylyl)butane

B

6196-95-8

1,2-dimethyl-4-(1-phenylethyl)benzene

Conditions

Conditions	Yield
With toluene-4-sulfonic acid; hydroquinone at 110℃; for 11.5h; Yield given. Yields of byproduct given;

...Expand

95-47-6

o-xylene

93-92-5, 50373-55-2

1-phenylethyl acetate

6196-95-8

1,2-dimethyl-4-(1-phenylethyl)benzene

Conditions

Conditions	Yield
With dihydrogen hexachloroplatinate at 80℃; for 1h; Friedel-Crafts alkylation;	99 % Chromat.
gold(III) chloride In nitromethane at 80℃; for 20h; Product distribution; Further Variations:; Catalysts; Solvents; Temperatures; Friedel-Crafts reaction;	99 % Chromat.
With iron(III) chloride at 50℃; for 20h; Friedel-Crafts alkylation;	99 % Chromat.
With 1-butyl-3-methylimidazolium tetrachloridoferrate(III) at 80℃; for 12h; Friedel-Crafts type benzylation; regioselective reaction;	98 %Chromat.

95-47-6

o-xylene

98-85-1, 13323-81-4

1-Phenylethanol

A

81749-28-2

1,2-dimethyl-2-(1-phenylethyl)benzene

B

6196-95-8

1,2-dimethyl-4-(1-phenylethyl)benzene

Conditions

Conditions	Yield
With iron(III) chloride at 80℃; for 24h; Friedel-Crafts alkylation;

...Expand

95-47-6

o-xylene

98-85-1, 13323-81-4

1-Phenylethanol

A

7614-93-9

1,3-diphenyl-1-butene

B

81749-28-2

1,2-dimethyl-2-(1-phenylethyl)benzene

C

6196-95-8

1,2-dimethyl-4-(1-phenylethyl)benzene

Conditions

Conditions	Yield
With bismuth(lll) trifluoromethanesulfonate at 100℃; for 1h; Friedel-Crafts-type benzylation;

...Expand

100-42-5

styrene

95-47-6

o-xylene

A

7614-93-9

1,3-diphenyl-1-butene

B

81749-28-2

1,2-dimethyl-2-(1-phenylethyl)benzene

C

6196-95-8

1,2-dimethyl-4-(1-phenylethyl)benzene

Conditions

Conditions	Yield
With iodine at 130℃; for 2h; Friedel-Crafts Reaction;

...Expand

98-85-1, 13323-81-4

1-Phenylethanol

6196-95-8

1,2-dimethyl-4-(1-phenylethyl)benzene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: pyridine / dichloromethane / 0 - 20 °C 2: 1-butyl-3-methylimidazolium tetrachloridoferrate(III) / 12 h / 80 °C View Scheme

14856-75-8

1-phenyl-1-trimethylsilyloxyethane

6196-95-8

1,2-dimethyl-4-(1-phenylethyl)benzene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: o-xylene; iron(III) chloride / 1,2-dichloro-ethane / 0.12 h / 20 °C / Inert atmosphere 2: iron(III) chloride; chloro-trimethyl-silane / 1,2-dichloro-ethane / 0.17 h / 20 °C / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1: o-xylene; iron(III) chloride / 1,2-dichloro-ethane / 0.12 h / 20 °C / Inert atmosphere 2: iron(III) chloride; Hexamethyldisiloxane / 1,2-dichloro-ethane / 0.5 h / 20 °C / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1: o-xylene; indium(III) chloride / 1,2-dichloro-ethane / 3 h / 20 °C / Inert atmosphere 2: iron(III) chloride / 1,2-dichloro-ethane / 6 h / 20 °C / Inert atmosphere View Scheme

95-47-6

o-xylene

14856-75-8

1-phenyl-1-trimethylsilyloxyethane

A

93-96-9

bis(1-phenylethyl)ether

B

6196-95-8

1,2-dimethyl-4-(1-phenylethyl)benzene

Conditions

Conditions	Yield
With aluminum (III) chloride In 1,2-dichloro-ethane at 20℃; for 3h; Inert atmosphere;	A 58 %Spectr. B 42 %Spectr.

...Expand

2571-39-3

(3,4-dimethylphenyl)(phenyl)methanone

6196-95-8

1,2-dimethyl-4-(1-phenylethyl)benzene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C 1.2: -78 - 20 °C 2.1: (di-p-tolylmethyl)triethylsilane; C18H15FP(1+)*C24H20B(1-); bromobenzene-d5 / 24 h / 100 °C / 3040.2 Torr / Schlenk technique; Inert atmosphere; Cooling with liquid nitrogen View Scheme

38112-01-5

1-phenyl-1-(3,4-dimethylphenyl)ethylene

6196-95-8

1,2-dimethyl-4-(1-phenylethyl)benzene

Conditions

Conditions	Yield
With bromobenzene-d5; (di-p-tolylmethyl)triethylsilane; C18H15FP(1+)*C24H20B(1-) at 100℃; under 3040.2 Torr; for 24h; Schlenk technique; Inert atmosphere; Cooling with liquid nitrogen;

100-42-5

styrene

95-47-6

o-xylene

A

bis(1-phenyl ethanyl)orthoxylene

B

6196-95-8

1,2-dimethyl-4-(1-phenylethyl)benzene

Conditions

Conditions	Yield
With aluminum (III) chloride; 1-n-butyl-3-methylimidazolim bromide at 30℃; for 1h; Catalytic behavior; Reagent/catalyst; Temperature; Overall yield = 98 %Chromat.;

...Expand

6196-95-8

1,2-dimethyl-4-(1-phenylethyl)benzene

A

95-65-8

3,4-Dimethylphenol

B

98-86-2

acetophenone

C

3637-01-2

3,4-dimethylacetophenone

D

108-95-2

phenol

Conditions

Conditions	Yield
Stage #1: 1,2-dimethyl-4-(1-phenylethyl)benzene With oxygen; N-hydroxyphthalimide; 2,2'-azobis(isobutyronitrile) In acetonitrile at 75℃; under 760.051 Torr; for 6h; Stage #2: With sulfuric acid In water; acetonitrile at 0℃; for 0.5h;	A 46% B 50% C 2.7% D n/a
Stage #1: 1,2-dimethyl-4-(1-phenylethyl)benzene With oxygen; N-hydroxyphthalimide; 2,2'-azobis(isobutyronitrile) In acetonitrile at 75℃; under 760.051 Torr; for 6h; Stage #2: In acetonitrile at 0℃; for 1h; Product distribution / selectivity;	A 50% B 50% C 1% D n/a

...Expand

6196-95-8

1,2-dimethyl-4-(1-phenylethyl)benzene

C16H18O2

Conditions

Conditions	Yield
With N-hydroxyphthalimide; 2,2'-azobis(isobutyronitrile); oxygen In acetonitrile at 75℃; under 760.051 Torr;

Benzene,1,2-dimethyl-4-(1-phenylethyl)- Specification