2,3-Dimethyl-2,3-diphenylbutane supplier

Name
2,3-Dimethyl-2,3-diphenyl butane
EINECS 217-568-2
CAS No. 1889-67-4
Article Data162
CAS DataBase
Density 0.95 g/cm³
Solubility insoluble in water
Melting Point 90-110 °C
Formula C₁₈H₂₂
Boiling Point 306.1 °C at 760 mmHg
Molecular Weight 238.373
Flash Point 142.7 °C
Transport Information
Appearance white to light yellow flakes, crystalline powder
Safety 24/25
Risk Codes R28
Molecular Structure
Hazard Symbols T+
Synonyms Bibenzyl, a,a,a',a'-tetramethyl- (6CI,8CI);1,1,2,2-Tetramethyl-1,2-diphenylethane;1,1'-(1,1,2,2-Tetramethyl-1,2-ethanediyl)bis[benzene];1,2-Diphenyltetramethylethane;2,3-Diphenyl-2,3-dimethylbutane;BC 90;Bicumyl;CCDFB 90;Dicumene;Dicumyl;Interox CC-DFB;NSC 34859;Nofmer BC;Nofmer BC 90;Perkadox 30;a,a,a',a'-Tetramethylbibenzyl;a,a'-Dicumyl;
PSA 0.00000
LogP 4.94200

Synthetic route

: 617-94-7
1-methyl-1-phenylethyl alcohol

: 1889-67-4
dicumene

Conditions

Conditions	Yield
With lithium aluminium tetrahydride; titanium(III) chloride In tetrahydrofuran Heating;	92%
With hydrogen bromide; zinc Reagens 4: Essigsaeure;
With hydrogenchloride; zinc Reagens 4: Essigsaeure;

: 98-83-9
isopropenylbenzene

A: 1889-67-4
dicumene

B: 617-94-7
1-methyl-1-phenylethyl alcohol

Conditions

Conditions	Yield
With sodium tetrahydroborate; (5,10,15,20-tetramesitylporphyrinato)manganese(III) chloride; oxygen In ethanol; benzene for 0.583333h; Ambient temperature;	A 8% B 92%
With sodium tetrahydroborate; oxygen; meso-tetraphenylporphyrin iron(III) chloride In methanol; benzene Ambient temperature;	A 41% B 40%

: 3457-58-7
2-nitro-2-phenylpropane

A: 98-82-8
Isopropylbenzene

B: 1889-67-4
dicumene

Conditions

Conditions	Yield
With sodium naphthalenide In tetrahydrofuran at 25℃; Product distribution; Mechanism;	A 8.8% B 91.2%
With potassium hydroxide; mercury In ethanol at 20℃; pH=13; Reduction; Electrolysis;	A 2 % Chromat. B 85 % Chromat.

: 98-88-4
benzoyl chloride

Me4(PrO)4(μ-PrO)2W2: Me4(PrO)4(μ-PrO)2W2

: 1889-67-4
dicumene

Conditions

Conditions	Yield
In tetrahydrofuran -78 deg C to 66 deg C in 1 h; 66 deg C, 3 h;	90%

: 98-83-9
isopropenylbenzene

: 1889-67-4
dicumene

Conditions

Conditions	Yield
With nitrous oxide; sodium tetrahydroborate; meso-tetraphenylporphyrin iron(III) chloride; tetramethyl ammoniumhydroxide In methanol; toluene for 14h; Reagent/catalyst; Time;	87%
Multi-step reaction with 4 steps 2: aq. NaOH / H2O 3: 47 percent / MgSO4, KMnO4 / acetone; H2O / 46 h / 25 - 30 °C 4: 9 percent / hexamethylphosphoric acid triamide / 45 h / Irradiation View Scheme

: 98-82-8
Isopropylbenzene

: 2167-23-9
2,2-bis(tert-butylperoxy)butane

A: 107-71-1
tert-butyl peroxyacetate

B: 1889-67-4
dicumene

C: 3457-61-2
tert-butyl cumyl peroxide

D: 67-64-1
acetone

E: 78-93-3
butanone

F: 75-65-0
tert-butyl alcohol

Conditions

Conditions	Yield
at 100℃; for 11h; Product distribution; Mechanism;	A 61% B 86% C 8% D 15% E 16% F 104 %
at 110℃; for 2h;

...Expand

: 98-82-8
Isopropylbenzene

: 1889-67-4
dicumene

Conditions

Conditions	Yield
With di-tert-butyl peroxide; sodium acetate at 120℃; for 10h; Schlenk technique; Green chemistry;	85%
With di-tert-butyl peroxide; sodium acetate at 120℃; for 10h;	85%
With trans-di-O-tert-butyl hyponitrite at 80℃; for 0.5h;	54.5%

: 917-64-6
methyl magnesium iodide

: 98-82-8
Isopropylbenzene

: 62735-89-1
α-chloro-nitroso-2,2,6,6-tetramethylcyclohexane

A: 7007-40-1
2,2,6,6-Tetramethylcyclohexanone oxime

B: 1889-67-4
dicumene

C: 76014-60-3
C11H21NO

D: 76014-62-5
2,2,6,6-Tetramethyl-cyclohexanone O-(1-methyl-1-phenyl-ethyl)-oxime

Conditions

Conditions	Yield
Product distribution; Mechanism; Investigation of the reaction of the title compound with Grignard and organolithium reagents. The effect of various solvents is examined.;	A 85% B 22% C 2% D 3%

...Expand

: 917-64-6
methyl magnesium iodide

: 62735-89-1
α-chloro-nitroso-2,2,6,6-tetramethylcyclohexane

A: 109-72-8, 29786-93-4
n-butyllithium

B: 1889-67-4
dicumene

C: 76014-60-3
C11H21NO

D: 76014-62-5
2,2,6,6-Tetramethyl-cyclohexanone O-(1-methyl-1-phenyl-ethyl)-oxime

Conditions

Conditions	Yield
In various solvent(s)	A 85% B 22% C 2% D 3%

...Expand

: 98-82-8
Isopropylbenzene

: 62735-89-1
α-chloro-nitroso-2,2,6,6-tetramethylcyclohexane

A: 7007-40-1
2,2,6,6-Tetramethylcyclohexanone oxime

B: 1889-67-4
dicumene

C: 76014-60-3
C11H21NO

D: 76014-62-5
2,2,6,6-Tetramethyl-cyclohexanone O-(1-methyl-1-phenyl-ethyl)-oxime

Conditions

Conditions	Yield
	A 85% B 22% C 2% D 3%

...Expand

: 98-83-9
isopropenylbenzene

A: 98-82-8
Isopropylbenzene

B: 1889-67-4
dicumene

Conditions

Conditions	Yield
With titanium(III) citrate; Tris buffer; tetra(n-butyl)ammonium hydroxide; vitamin B-12 In ethanol pH=8;	A 7% B 85%
With methanol for 2h; UV-irradiation;	A 11% B 79%
With C51H71CoN4O14(1+)*ClO4(1-); trifluoroacetic acid In acetonitrile at 20℃; Electrolysis; Inert atmosphere;	A 11% B 63%
With hydrogen In acetone at -78℃; under 2 Torr; for 0.5h;

: 934-53-2
cumenyl chloride

: 1889-67-4
dicumene

Conditions

Conditions	Yield
With chlorotris(triphenylphosphine)cobalt(I) In benzene for 2h; Ambient temperature;	83%
Wurtz procedure;	30%

: 917-54-4
methyllithium

: 98-86-2
acetophenone

: 1889-67-4
dicumene

Conditions

Conditions	Yield
With <<(n-PrO)3WCl2>2> In tetrahydrofuran -78 deg C -> RT, 1 h, then reflux, 3 h;	83%

: 98-86-2
acetophenone

Me4(PrO)4(μ-PrO)2W2: Me4(PrO)4(μ-PrO)2W2

: 1889-67-4
dicumene

Conditions

Conditions	Yield
In tetrahydrofuran -78 deg C to 66 deg C in 1 h; 66 deg C, 3 h;	83%

: 1,3-dioxoisoindolin-2-yl 2-methyl-2-phenylpropanoate

: 1889-67-4
dicumene

Conditions

Conditions	Yield
With C55H46N4O4W; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 3h; Irradiation;	83%

: 93-89-0
benzoic acid ethyl ester

Me4(PrO)4(μ-PrO)2W2: Me4(PrO)4(μ-PrO)2W2

: 1889-67-4
dicumene

Conditions

Conditions	Yield
In tetrahydrofuran -78 deg C to 66 deg C in 1 h; 66 deg C, 3 h;	79%

: 1603-79-8
phenylglyoxylic acid ethyl ester

: 826-55-1
2-methyl-2-phenylpropionic acid

A: 1889-67-4
dicumene

B: ethyl 2-hydroxy-3-methyl-2,3-diphenylbutanoate

Conditions

Conditions	Yield
With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; caesium carbonate In dimethyl sulfoxide at 40℃; for 1h; Reagent/catalyst; Solvent; Glovebox; Inert atmosphere; Irradiation;	A 11% B 77%

...Expand

: 934-53-2
cumenyl chloride

A: 98-82-8
Isopropylbenzene

B: 1889-67-4
dicumene

Conditions

Conditions	Yield
With sodium naphthalenide In tetrahydrofuran at 25℃; Product distribution; Mechanism;	A 23.9% B 76.1%
With dipotassium hydrogenphosphate; benzaldehyde; silver nitrate; zinc In water at 30℃; for 1h;	A 32% B 61%

: 3457-58-7
2-nitro-2-phenylpropane

: 28735-55-9
lithium 1-nitroethan-1-ide

A: 1889-67-4
dicumene

B: 65253-35-2
2-phenyl-2-methyl-3-nitrobutane

Conditions

Conditions	Yield
In N,N,N,N,N,N-hexamethylphosphoric triamide for 45h; Irradiation;	A 9% B 74%

...Expand

: 75-77-4
chloro-trimethyl-silane

: 3457-58-7
2-nitro-2-phenylpropane

A: 1889-67-4
dicumene

B: 18028-00-7
2-phenyl-2-(trimethylsilyl)propane

Conditions

Conditions	Yield
With sodium naphthalenide In tetrahydrofuran at 25℃; Product distribution; Mechanism;	A 73% B 1%

...Expand

: 98-82-8
Isopropylbenzene

A: 1889-67-4
dicumene

B: 617-94-7
1-methyl-1-phenylethyl alcohol

Conditions

Conditions	Yield
With sodium tetrahydroborate; tetramethyl ammoniumhydroxide; oxygen; polymer 1-A In methanol for 1h; Product distribution; various catalysts;	A 12% B 71%
With sodium tetrahydroborate; tetramethyl ammoniumhydroxide; oxygen; polymer 1-A In methanol for 1h;	A 12% B 71%
With sodium tetrahydroborate; tetramethyl ammoniumhydroxide; oxygen; (5-p-acetamidophenyl-10,15,20-triphenylporphinato)iron(III) chloride In methanol for 1h;	A 46% B 41%

: 98-82-8
Isopropylbenzene

: 85684-59-9
percarbonate de O,O-t-butyle et O-vinyle

A: 625-34-3
3-oxobutyraldehyde

B: 638-37-9
butanedial

C: 1889-67-4
dicumene

D: 75-07-0
acetaldehyde

E: 67-64-1
acetone

F: 75-65-0
tert-butyl alcohol

Conditions

Conditions	Yield
at 140℃; for 3.5h; Product distribution; Mechanism; sealed tube;	A 15% B 10% C n/a D n/a E 25% F 69%

...Expand

: 98-82-8
Isopropylbenzene

A: 1889-67-4
dicumene

B: 91734-14-4
meso 2,3-bis(tert-butylthio)-2,3-diethyl-1,4-butanedinitrile

Conditions

Conditions	Yield
With di-tert-butyl diperoxyoxalate; 2-(t-butylthio)acrylonitrile at 130℃; for 12h;	A 63% B 5%

: 544-97-8
dimethyl zinc(II)

: 98-86-2
acetophenone

: 1889-67-4
dicumene

Conditions

Conditions	Yield
Stage #1: dimethyl zinc(II) With vanadiumtetrachloride In tetrahydrofuran; hexane at 0℃; for 0.5h; complexation; Stage #2: acetophenone In tetrahydrofuran; hexane for 12h; Methylation; dimerization; Heating;	61%

: 98-82-8
Isopropylbenzene

: 24569-89-9
1,3-dehydroadamantane

A: 1889-67-4
dicumene

B: 3732-31-8
1,1'-Biadamantane

C: 2-(adamantan-1-yl)-2-phenylpropane

Conditions

Conditions	Yield
at 110℃; for 1h; Inert atmosphere;	A 18% B 21% C 61%

...Expand

: 98-82-8
Isopropylbenzene

: 80-43-3
bis(1-methyl-1-phenylethyl)peroxide

: 1889-67-4
dicumene

Conditions

Conditions	Yield
Stage #1: Isopropylbenzene; bis(1-methyl-1-phenylethyl)peroxide at 130℃; for 0.5h; Stage #2: With N,N-dimethyl-aniline at 130℃; for 8h; Temperature;	60.4%

: 93-97-0
benzoic acid anhydride

Me4(PrO)4(μ-PrO)2W2: Me4(PrO)4(μ-PrO)2W2

A: 1889-67-4
dicumene

B: 617-94-7
1-methyl-1-phenylethyl alcohol

Conditions

Conditions	Yield
In tetrahydrofuran -78 deg C to 66 deg C in 1 h; 66 deg C, 3 h;	A 56% B 20%

...Expand

: 98-83-9
isopropenylbenzene

A: 98-82-8
Isopropylbenzene

B: 1889-67-4
dicumene

C: 617-94-7
1-methyl-1-phenylethyl alcohol

Conditions

Conditions	Yield
With sodium tetrahydroborate; (5,10,15,20-tetraphenylporphyrinato)manganese(III) chloride; oxygen In ethanol; benzene for 1h; Ambient temperature;	A 4% B 34% C 53%

...Expand

: 67-63-0
isopropyl alcohol

: 98-83-9
isopropenylbenzene

A: 1889-67-4
dicumene

B: 103230-00-8
2,4,5-Trimethyl-4,5-diphenyl-hexan-2-ol

C H2: H2

Conditions

Conditions	Yield
With europium(III) chloride In methanol for 3h; Irradiation;	A 13% B 53% C n/a

...Expand

: 826-55-1
2-methyl-2-phenylpropionic acid

: 1889-67-4
dicumene

Conditions

Conditions	Yield
With C44H32N4(2+)*2F6P(1-); sodium hydroxide In water; acetonitrile at 20℃; for 3h; Catalytic behavior; Reagent/catalyst; Irradiation;	52%

: 1889-67-4
dicumene

A: 3910-35-8
1,1,3-trimethyl-3-phenylindane

B: 98-86-2
acetophenone

Conditions

Conditions	Yield
With nitrosonium hexachloroantimonate In dichloromethane at 23℃; for 12h; Mechanism; Quantum yield; Product distribution; Irradiation; other solvent; other reactant; without irradiation;	A 90% B 2%
With nitrosonium hexachloroantimonate In dichloromethane at 23℃; for 12h; Irradiation;	A 90% B 2%

: 1889-67-4
dicumene

: 712-74-3
1,2,4,5-tetracyanobenzene

A: 935-67-1
Cumyl methyl ether

B: 5-(1-methyl-1-phenylethyl)benzene-1,2,4-tricarbonitrile

Conditions

Conditions	Yield
In methanol; acetonitrile for 4h; Irradiation;	A 50% B 87%

...Expand

: 1889-67-4
dicumene

: 98-83-9
isopropenylbenzene

Conditions

Conditions	Yield
With Nitrogen dioxide at -78℃; for 2h; Irradiation;	85%

: 1889-67-4
dicumene

: 98-86-2
acetophenone

Conditions

Conditions	Yield
With naphthalene-1,4-dicarbonitrile; oxygen for 63h; Irradiation;	61%

2,3-Dimethyl-2,3-diphenylbutane Specification

The Benzene,1,1'-(1,1,2,2-tetramethyl-1,2-ethanediyl)bis-, with CAS registry number 1889-67-4, has the systematic name of 1,1'-(2,3-dimethylbutane-2,3-diyl)dibenzene. This chemical is a kind of white to light yellow flakes, crystalline powder. When use this chemical, avoid contact with skin and eyes. What's more, its EINECS is 217-568-2.

Physical properties of Benzene,1,1'-(1,1,2,2-tetramethyl-1,2-ethanediyl)bis-: (1)ACD/LogP: 6.09; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 6.09; (4)ACD/LogD (pH 7.4): 6.09; (5)ACD/BCF (pH 5.5): 25150.25; (6)ACD/BCF (pH 7.4): 25150.25; (7)ACD/KOC (pH 5.5): 49146.61; (8)ACD/KOC (pH 7.4): 49146.61; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 0 Å²; (13)Index of Refraction: 1.534; (14)Molar Refractivity: 77.96 cm³; (15)Molar Volume: 250.6 cm³; (16)Polarizability: 30.9×10^-24cm³; (17)Surface Tension: 32.5 dyne/cm; (18)Enthalpy of Vaporization: 52.47 kJ/mol; (19)Vapour Pressure: 0.00143 mmHg at 25°C.

Preparation: this chemical can be prepared by isopropylbenzene. This reaction will need reagents aluminium-powder, air. The reaction temperature is 148 ℃.

You can still convert the following datas into molecular structure:
(1)SMILES: c1ccccc1C(C(c2ccccc2)(C)C)(C)C
(2)InChI: InChI=1/C18H22/c1-17(2,15-11-7-5-8-12-15)18(3,4)16-13-9-6-10-14-16/h5-14H,1-4H3
(3)InChIKey: HGTUJZTUQFXBIH-UHFFFAOYAM
(4)Std. InChI: InChI=1S/C18H22/c1-17(2,15-11-7-5-8-12-15)18(3,4)16-13-9-6-10-14-16/h5-14H,1-4H3
(5)Std. InChIKey: HGTUJZTUQFXBIH-UHFFFAOYSA-N

Product Name

2,3-Dimethyl-2,3-diphenyl butane

Synthetic route

2,3-Dimethyl-2,3-diphenylbutane Specification

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