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527-84-4

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527-84-4 Usage

Uses

o-Cymene is an aromatic organic compound that can be synthesized from o-Toluic Acid (T536120).

General Description

Intact and direct dealkylating nitration of o-cymene with nitronium tetronium tetrafluoroborate has been reported. The kinetics of isomerization of cymene has been studied.

Check Digit Verification of cas no

The CAS Registry Mumber 527-84-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,2 and 7 respectively; the second part has 2 digits, 8 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 527-84:
(5*5)+(4*2)+(3*7)+(2*8)+(1*4)=74
74 % 10 = 4
So 527-84-4 is a valid CAS Registry Number.
InChI:InChI=1/C10H14/c1-8(2)10-7-5-4-6-9(10)3/h4-8H,1-3H3

527-84-4 Well-known Company Product Price

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  • (Code)Product description
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  • TCI America

  • (C0799)  o-Cymene  >99.0%(GC)

  • 527-84-4

  • 0.1mL

  • 910.00CNY

  • Detail
  • Aldrich

  • (255270)  o-Cymene  99%

  • 527-84-4

  • 255270-100MG

  • 1,196.91CNY

  • Detail
  • Aldrich

  • (255270)  o-Cymene  99%

  • 527-84-4

  • 255270-500MG

  • 4,124.25CNY

  • Detail

527-84-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-methyl-2-propan-2-ylbenzene

1.2 Other means of identification

Product number -
Other names o-Cymol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:527-84-4 SDS

527-84-4Synthetic route

isopropylboronic acid
80041-89-0

isopropylboronic acid

2-methylphenyl bromide
95-46-5

2-methylphenyl bromide

2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

Conditions
ConditionsYield
With potassium phosphate monohydrate; bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; C20H34O3P2 In toluene at 100℃; Suzuki-Miyaura Coupling; Inert atmosphere;99%
2-methyl-1-(1-methylethyl)cyclohexa-2,5-diene-1-carboxylic acid
31689-42-6

2-methyl-1-(1-methylethyl)cyclohexa-2,5-diene-1-carboxylic acid

2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

Conditions
ConditionsYield
With chlorosulfonic acid In dichloromethane at 0℃; for 0.166667h;98%
With chlorosulfonic acid In dichloromethane at 0℃; for 0.166667h;98%
2-methyl-1-(1-methylethyl)cyclohexa-2,5-diene-1-carboxylic acid
31689-42-6

2-methyl-1-(1-methylethyl)cyclohexa-2,5-diene-1-carboxylic acid

A

2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

(1S,5R)-5-Hydroperoxy-1-isopropyl-6-methylene-cyclohex-2-enecarboxylic acid

(1S,5R)-5-Hydroperoxy-1-isopropyl-6-methylene-cyclohex-2-enecarboxylic acid

Conditions
ConditionsYield
With oxygen; 5,15,10,20-tetraphenylporphyrin In chloroform at -30℃; for 24h; Irradiation;A 28%
B 68%
Conditions
ConditionsYield
at 240 - 300℃; Leiten ueber Platin-Katalysatoren;
1-methyl-2-(prop-1-en-2-yl)benzene
7399-49-7

1-methyl-2-(prop-1-en-2-yl)benzene

2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

Conditions
ConditionsYield
With nickel at 90℃; under 88260.9 Torr; Hydrogenation;
With nickel kieselguhr at 40℃; under 44130.5 Torr; Hydrogenation;
With ethanol; sodium
2-(2-methylphenyl)propan-2-ol
7572-79-4

2-(2-methylphenyl)propan-2-ol

2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

Conditions
ConditionsYield
With copper oxide-chromium oxide at 100℃; under 88260.9 Torr; Hydrogenation;
Multi-step reaction with 2 steps
1: acid
2: hydrogen / 10percent palladium on charcoal / methanol
View Scheme
Multi-step reaction with 2 steps
1: Destillation
2: Raney nickel / 90 °C / 88260.9 Torr / Hydrogenation
View Scheme
Multi-step reaction with 2 steps
1: 350 °C / beim Leiten ueber ThO2
2: hydrogen; nickel substance / 200 - 220 °C
View Scheme
Multi-step reaction with 2 steps
1: potassium pyrosulfate / durch Destillation
2: colloid/al palladium / Hydrogenation
View Scheme
toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

isopropyl alcohol
67-63-0

isopropyl alcohol

A

2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

B

1-methyl-2,5-diisopropylbenzene
17821-02-2

1-methyl-2,5-diisopropylbenzene

Conditions
ConditionsYield
at 40℃; folgende Wasserdampfdestillation bei 150-160grad;
With sulfuric acid at 40℃; anschliessend Destillation mit Wasserdampf bei 150-160grad;
propene
187737-37-7

propene

trifluoroborane diethyl ether
109-63-7

trifluoroborane diethyl ether

toluene
108-88-3

toluene

benzene
71-43-2

benzene

2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

Conditions
ConditionsYield
at 5℃; und 65grad;
at 40℃; Kinetics;
1-bromo-2-isopropylbenzene
7073-94-1

1-bromo-2-isopropylbenzene

methyl iodide
74-88-4

methyl iodide

2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

Conditions
ConditionsYield
With sodium
methyl magnesium iodide
917-64-6

methyl magnesium iodide

ethyl 2-methylbenzoate
87-24-1

ethyl 2-methylbenzoate

2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

Conditions
ConditionsYield
Multistep reaction;
Isopropylbenzene
98-82-8

Isopropylbenzene

methyl cation
14531-53-4

methyl cation

A

2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

B

m-cymene
535-77-3

m-cymene

C

4-methylisopropylbenzene
99-87-6

4-methylisopropylbenzene

Conditions
ConditionsYield
Product distribution; Rate constant; with totally tritiated methyl cation, gas and liquid phases at r.t., solid phase at temp. of liquid N2;A 11 % Chromat.
B 39 % Chromat.
C 50 % Chromat.
propane
74-98-6

propane

(2-methylphenyl)trimethylsilane
7450-03-5

(2-methylphenyl)trimethylsilane

A

2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

B

m-cymene
535-77-3

m-cymene

C

4-methylisopropylbenzene
99-87-6

4-methylisopropylbenzene

D

toluene
108-88-3

toluene

Conditions
ConditionsYield
With methanol; oxygen; triethylamine Product distribution; Mechanism; reaction of isomeric trimethylsilyltoluenes in gas phase; investigated by mass spectrometric and radiolytic techniques;
1-methyl-2-(prop-1-en-2-yl)benzene
7399-49-7

1-methyl-2-(prop-1-en-2-yl)benzene

A

2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

B

o-1,4-menthadiene
60264-83-7

o-1,4-menthadiene

C

o-3,6-menthadiene
60264-85-9

o-3,6-menthadiene

D

o-1-menthene
15582-48-6

o-1-menthene

Conditions
ConditionsYield
With hydrogen; calcium hexammine In hexane for 2h; Further byproducts given;A 92.0 % Chromat.
B 4.2 % Chromat.
C 0.5 % Chromat.
D 0.7 % Chromat.
1-methyl-2-(prop-1-en-2-yl)benzene
7399-49-7

1-methyl-2-(prop-1-en-2-yl)benzene

A

2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

B

o-6-menthene
15582-50-0

o-6-menthene

C

o-1-menthene
15582-48-6

o-1-menthene

D

o-2-menthene
15582-49-7

o-2-menthene

Conditions
ConditionsYield
With hydrogen; calcium hexammine for 24h; Further byproducts given;A 79.0 % Chromat.
B 5.3 % Chromat.
C 9.1 % Chromat.
D 4.8 % Chromat.
With hydrogen; calcium hexammine for 24h; Further byproducts given;A 79.0 % Chromat.
B 5.3 % Chromat.
C 9.1 % Chromat.
D 4.2 % Chromat.
1-methyl-2-(prop-1-en-2-yl)benzene
7399-49-7

1-methyl-2-(prop-1-en-2-yl)benzene

A

2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

B

o-1,4-menthadiene
60264-83-7

o-1,4-menthadiene

C

o-3,6-menthadiene
60264-85-9

o-3,6-menthadiene

D

toluene
108-88-3

toluene

Conditions
ConditionsYield
With hydrogen; calcium hexammine In hexane for 2h; Further byproducts given;A 96 % Chromat.
B 1.70 % Chromat.
C 0.2 % Chromat.
D 1.1 % Chromat.
1-methyl-2-(prop-1-en-2-yl)benzene
7399-49-7

1-methyl-2-(prop-1-en-2-yl)benzene

A

2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

B

o-1,4-menthadiene
60264-83-7

o-1,4-menthadiene

C

o-3,6-menthadiene
60264-85-9

o-3,6-menthadiene

D

o-1-menthene
15582-48-6

o-1-menthene

E

o-2-menthene
15582-49-7

o-2-menthene

F

toluene
108-88-3

toluene

Conditions
ConditionsYield
With hydrogen; calcium hexammine In hexane for 2h; Product distribution; other mole ratio of hydrogen, other reaction time, other solvent;A 96.0 % Chromat.
B 1.7 % Chromat.
C 0.2 % Chromat.
D 0.2 % Chromat.
E 0.1 % Chromat.
F 1.1 % Chromat.
o-1,4-menthadiene
60264-83-7

o-1,4-menthadiene

2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

Conditions
ConditionsYield
With lithium 2-aminoethylamide at 100℃; for 1.5h;100 % Chromat.
With calcium amide In hexane at 70℃; for 5h; Product distribution; var. react. time, Ca(NH2) to o-1,4-menthadiene 5:1;94 % Chromat.
o-1,4-menthadiene
60264-83-7

o-1,4-menthadiene

A

2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

B

o-6-menthene
15582-50-0

o-6-menthene

C

o-1-menthene
15582-48-6

o-1-menthene

D

o-2-menthene
15582-49-7

o-2-menthene

Conditions
ConditionsYield
With zeolite NaX In octane at 120℃; for 12h; Product distribution; var. temperature, oth. zeolite;A 77 % Chromat.
B 2.7 % Chromat.
C 10.5 % Chromat.
D 3.4 % Chromat.
E 2 % Chromat.
F 0.5 % Chromat.
o-1,4-menthadiene
60264-83-7

o-1,4-menthadiene

A

2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

B

o-1,5-menthadiene
527-83-3

o-1,5-menthadiene

C

o-1,3-menthadiene
72188-50-2

o-1,3-menthadiene

D

1-isopropyl-5-ethylidenecyclopentane
71889-93-5

1-isopropyl-5-ethylidenecyclopentane

Conditions
ConditionsYield
With potassium tert-butylate In dimethyl sulfoxide at 25℃; for 80h; Product distribution; var. react. time, oth. temperature;A 24 % Chromat.
B 34 % Chromat.
C 25 % Chromat.
D 17 % Chromat.
o-1,4-menthadiene
60264-83-7

o-1,4-menthadiene

A

2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

B

o-1,5-menthadiene
527-83-3

o-1,5-menthadiene

C

o-1,3-menthadiene
72188-50-2

o-1,3-menthadiene

D

4-methyl-3-(1-methylethylidene)-1-cyclohexene
99805-90-0

4-methyl-3-(1-methylethylidene)-1-cyclohexene

E

o-1(7),4-menthadiene
99805-89-7

o-1(7),4-menthadiene

F

o-4,6-menthadiene
99805-91-1

o-4,6-menthadiene

Conditions
ConditionsYield
With aluminosilicate diatomaceous earth In hexane at 270℃; for 0.00694444h; Product distribution; Mechanism; other time, other temperature;
o-1,4-menthadiene
60264-83-7

o-1,4-menthadiene

A

2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

B

1-isopropyl-5-ethylidenecyclopentane
71889-93-5

1-isopropyl-5-ethylidenecyclopentane

Conditions
ConditionsYield
With silica gel In hexane at 350℃; for 0.014h; Product distribution; in a stream of nitrogen, oth. temperature;A 52 % Chromat.
B 39.5 % Chromat.
2,5-dimethyl-4-isopropyl-3-isopropylidenehexa-1,4-diene
54580-22-2

2,5-dimethyl-4-isopropyl-3-isopropylidenehexa-1,4-diene

A

2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

B

para-xylene
106-42-3

para-xylene

Conditions
ConditionsYield
at 750℃; under 0.003 Torr; for 2.77778E-07h; Further byproducts given;
(1α,6α)-6,9,9-Trimethyl-7,8-diazabicyclo<4.3.0>nona-2,5,7-trien
126949-89-1

(1α,6α)-6,9,9-Trimethyl-7,8-diazabicyclo<4.3.0>nona-2,5,7-trien

A

2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

B

1,7,7-Trimethyl-tropiliden
2228-74-2

1,7,7-Trimethyl-tropiliden

C

2,7,7-Trimethyl-cycloheptatrien
2228-73-1

2,7,7-Trimethyl-cycloheptatrien

Conditions
ConditionsYield
In benzene at 28℃; other solvents C6D6 and CDCl3, other temperatures; also by photolysis;A 3 % Chromat.
B 3 % Chromat.
C 94 % Chromat.
In benzene-d6 at 39.2℃; Mechanism; Kinetics; Product distribution; energy data: ΔH(excit.), ΔS(excit.), ΔG(excit.); other solvents C6H6 or CDCl3, other temperatures; other educt (1α,6α)-6-Trideuteriomethyl-2,9,9-trimethyl-7,8-diazabicyclo<4.3.0>nona-2,4,7-trien;A 3 % Chromat.
B 3 % Chromat.
C 94 % Chromat.
3,3,3',3',5,5,5',5'-octamethyl-3,3',5,5'-tetrahydro-4,4'-bi(4H-pyrazolylidene)
69856-67-3

3,3,3',3',5,5,5',5'-octamethyl-3,3',5,5'-tetrahydro-4,4'-bi(4H-pyrazolylidene)

A

2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

B

para-xylene
106-42-3

para-xylene

C

2,5-dimethyl-4-isopropyl-3-isopropylidenehexa-1,4-diene
54580-22-2

2,5-dimethyl-4-isopropyl-3-isopropylidenehexa-1,4-diene

D

1-isopropylidene-2,2,4,4,5,5-hexamethylspiropentane
94526-06-4

1-isopropylidene-2,2,4,4,5,5-hexamethylspiropentane

E

2-(2,3-dimethylbut-1-en-3-yl)-1-isopropyl-3,3-dimethylcyclopropene
94526-08-6

2-(2,3-dimethylbut-1-en-3-yl)-1-isopropyl-3,3-dimethylcyclopropene

Conditions
ConditionsYield
at 400 - 800℃; for 2.77778E-07h; Product distribution;
α-(o-tolyl)isobutyrophenone
136667-03-3

α-(o-tolyl)isobutyrophenone

A

1-methyl-2-(prop-1-en-2-yl)benzene
7399-49-7

1-methyl-2-(prop-1-en-2-yl)benzene

B

2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

C

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
In benzene Quantum yield; Ambient temperature; Irradiation;
trans-o-4-menthen-8-ol
99805-92-2

trans-o-4-menthen-8-ol

A

2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

B

o-1,4-menthadiene
60264-83-7

o-1,4-menthadiene

C

o-1-menthene
15582-48-6

o-1-menthene

D

o-2(8),3-menthadiene
13427-84-4

o-2(8),3-menthadiene

E

o-2(8),4-menthadiene
99805-93-3

o-2(8),4-menthadiene

trans-o-4,8-menthadiene
99805-94-4

trans-o-4,8-menthadiene

Conditions
ConditionsYield
With potassium hydrogensulfate Product distribution; 1.)140 deg C, 1 h 2.)180 deg C, 15 min;
trans-o-4-menthen-8-ol
99805-92-2

trans-o-4-menthen-8-ol

A

2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

B

o-1,4-menthadiene
60264-83-7

o-1,4-menthadiene

C

o-1-menthene
15582-48-6

o-1-menthene

D

o-2(8),4-menthadiene
99805-93-3

o-2(8),4-menthadiene

trans-o-4,8-menthadiene
99805-94-4

trans-o-4,8-menthadiene

Conditions
ConditionsYield
With acetic anhydride at 150℃; for 12h; Product distribution; sealed ampoule;
methyl-3 dimethylcarbinol-4 cyclohexene trans
77804-19-4, 77849-06-0

methyl-3 dimethylcarbinol-4 cyclohexene trans

A

2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

B

o-1,4-menthadiene
60264-83-7

o-1,4-menthadiene

C

o-2(8),5-menthadiene
54356-60-4

o-2(8),5-menthadiene

D

o-1,5-menthadiene
527-83-3

o-1,5-menthadiene

trans-o-5,8-menthadiene
54356-60-4, 99805-95-5, 99805-96-6

trans-o-5,8-menthadiene

Conditions
ConditionsYield
With potassium hydrogensulfate Product distribution; 1.)140 deg C, 1 h 2.)180 deg C, 15 min;
methyl-3 dimethylcarbinol-4 cyclohexene trans
77804-19-4, 77849-06-0

methyl-3 dimethylcarbinol-4 cyclohexene trans

A

2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

B

o-2(8),3-menthadiene
13427-84-4

o-2(8),3-menthadiene

C

o-2(8),5-menthadiene
54356-60-4

o-2(8),5-menthadiene

D

o-1,5-menthadiene
527-83-3

o-1,5-menthadiene

trans-o-5,8-menthadiene
54356-60-4, 99805-95-5, 99805-96-6

trans-o-5,8-menthadiene

Conditions
ConditionsYield
With acetic anhydride at 150℃; for 12h; Product distribution; sealed ampoule;
methyl-3 dimethylcarbinol-4 cyclohexene cis
77804-19-4, 77849-06-0

methyl-3 dimethylcarbinol-4 cyclohexene cis

A

2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

B

o-2(8),3-menthadiene
13427-84-4

o-2(8),3-menthadiene

C

o-2(8),5-menthadiene
54356-60-4

o-2(8),5-menthadiene

D

o-1,5-menthadiene
527-83-3

o-1,5-menthadiene

trans-o-5,8-menthadiene
54356-60-4, 99805-95-5, 99805-96-6

trans-o-5,8-menthadiene

Conditions
ConditionsYield
With acetic anhydride at 150℃; for 12h; Product distribution; sealed ampoule;
2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

A

2-isopropylbenzaldehyde
6502-22-3

2-isopropylbenzaldehyde

B

1-Isopropyl-2-nitromethyl-benzene
128260-56-0

1-Isopropyl-2-nitromethyl-benzene

C

1-Isopropyl-2-nitrooxymethyl-benzene
128260-55-9

1-Isopropyl-2-nitrooxymethyl-benzene

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate In acetonitrile at 17℃; for 0.666667h; Irradiation;A 14%
B 5%
C 69%
2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

1,1,1-trifluoroacetophenone
434-45-7

1,1,1-trifluoroacetophenone

A

meso-1,1,1,4,4,4-Hexafluor-2,3-diphenylbutandiol(2,3)
1547-69-9

meso-1,1,1,4,4,4-Hexafluor-2,3-diphenylbutandiol(2,3)

B

C20H26
118893-11-1

C20H26

C

1,1,1-Trifluoro-3-(2-isopropyl-phenyl)-2-phenyl-propan-2-ol
118893-12-2

1,1,1-Trifluoro-3-(2-isopropyl-phenyl)-2-phenyl-propan-2-ol

Conditions
ConditionsYield
In acetonitrile at 30℃;A 35%
B 7%
C 43%
2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

A

meso-1,1,1,4,4,4-Hexafluor-2,3-diphenylbutandiol(2,3)
1547-69-9

meso-1,1,1,4,4,4-Hexafluor-2,3-diphenylbutandiol(2,3)

B

C20H26
118893-11-1

C20H26

C

1,1,1-Trifluoro-3-(2-isopropyl-phenyl)-2-phenyl-propan-2-ol
118893-12-2

1,1,1-Trifluoro-3-(2-isopropyl-phenyl)-2-phenyl-propan-2-ol

Conditions
ConditionsYield
With 2,2,2-Trifluoroacetophenone In acetonitrile at 30℃;A 35%
B 7%
C 43%
2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

A

2-isopropyl-5-nitrotoluene
4571-14-6

2-isopropyl-5-nitrotoluene

B

2-isopropyl-3-nitrotoluene
175540-88-2

2-isopropyl-3-nitrotoluene

C

2-isopropyl-4-nitrotoluene
103096-00-0

2-isopropyl-4-nitrotoluene

D

2-isopropyl-6-nitrotoluene
175540-89-3

2-isopropyl-6-nitrotoluene

Conditions
ConditionsYield
With nitric acid In sulfuric acid at 25℃; for 0.0833333h; Further byproducts given;A 37.6%
B 3.8%
C 27.8%
D 12.7%
With nitric acid In sulfuric acid at 25℃; Further byproducts given;A 35.3%
B 3.8%
C 27.1%
D 12.8%
With nitric acid In sulfuric acid at 25℃; Further byproducts given;A 34.5%
B 3.7%
C 27.9%
D 12.3%
2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

A

1-methyl-2-nitrobenzene
88-72-2

1-methyl-2-nitrobenzene

B

2-isopropyl-5-nitrotoluene
4571-14-6

2-isopropyl-5-nitrotoluene

C

2-isopropyl-3-nitrotoluene
175540-88-2

2-isopropyl-3-nitrotoluene

D

2-isopropyl-4-nitrotoluene
103096-00-0

2-isopropyl-4-nitrotoluene

Conditions
ConditionsYield
With nitric acid In sulfuric acid at 25℃; for 2h; Further byproducts given;A 23%
B 35.3%
C 3.8%
D 27.1%
With nitric acid In sulfuric acid at 25℃; for 2h; Further byproducts given;A 23%
B 35.3%
C 3.8%
D 27.1%
benzophenone
119-61-9

benzophenone

2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

A

tetraphenylethane-1,2-diol
464-72-2

tetraphenylethane-1,2-diol

B

2-Methyl-1,1-diphenyl-2-o-tolyl-propan-1-ol
118893-14-4

2-Methyl-1,1-diphenyl-2-o-tolyl-propan-1-ol

C

2-(2-Isopropyl-phenyl)-1,1-diphenyl-ethanol
118893-13-3

2-(2-Isopropyl-phenyl)-1,1-diphenyl-ethanol

Conditions
ConditionsYield
In acetonitrile at 30℃; Irradiation;A 35%
B 4%
C 13%
2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

naphthalene-1,4-dicarbonitrile
3029-30-9

naphthalene-1,4-dicarbonitrile

A

4-(2-Isopropyl-benzyl)-naphthalene-1-carbonitrile
118893-08-6

4-(2-Isopropyl-benzyl)-naphthalene-1-carbonitrile

(1R,2R)-2-(2-Isopropyl-benzyl)-1,2-dihydro-naphthalene-1,4-dicarbonitrile
118893-09-7

(1R,2R)-2-(2-Isopropyl-benzyl)-1,2-dihydro-naphthalene-1,4-dicarbonitrile

C22H20N2
118893-10-0

C22H20N2

Conditions
ConditionsYield
In acetonitrile at 17℃; for 20h;A 15%
B 23%
C 27%
2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

naphthalene
91-20-3

naphthalene

Conditions
ConditionsYield
With 5% platinum on alumina at 300℃;
at 300℃; Leiten ueber Platin-Aluminiumoxyd-Kontakte;
2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

A

pentabromotoluene
87-83-2

pentabromotoluene

B

1,2,3-tribromo-5-isopropyl-4-methyl-benzene
854403-37-5

1,2,3-tribromo-5-isopropyl-4-methyl-benzene

Conditions
ConditionsYield
With sulfuric acid; bromine; iodine; iron at 0℃; Lichtausschluss;
2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

1-isopropyl-2-methylcyclohexane
16580-23-7

1-isopropyl-2-methylcyclohexane

Conditions
ConditionsYield
With hydrogen; nickel at 170 - 180℃;
2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

3-isopropyl-4-methyl-benzenesulfonic acid amide
4533-97-5

3-isopropyl-4-methyl-benzenesulfonic acid amide

Conditions
ConditionsYield
With chlorosulfonic acid; chloroform und anschliessend mit wss.NH3;
2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

2-(o-tolyl)propyl-2-hydroperoxide
13387-56-9

2-(o-tolyl)propyl-2-hydroperoxide

Conditions
ConditionsYield
With oxygen; lead acetate
2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

4-bromo-1-isopropyl-2-methyl-benzene
17821-06-6

4-bromo-1-isopropyl-2-methyl-benzene

Conditions
ConditionsYield
With bromine; iodine; iron at 0℃; Lichtausschluss;
2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

1,2-dibromo-4-isopropyl-5-methyl-benzene
854403-39-7

1,2-dibromo-4-isopropyl-5-methyl-benzene

Conditions
ConditionsYield
With bromine; iodine; iron at 0℃; Lichtausschluss;
2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

1,2,3,4-tetrabromo-5-isopropyl-6-methyl-benzene
854403-38-6

1,2,3,4-tetrabromo-5-isopropyl-6-methyl-benzene

Conditions
ConditionsYield
With bromine; iodine; iron at 0 - 50℃; Lichtausschluss;
2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

A

propene
187737-37-7

propene

B

toluene
108-88-3

toluene

Conditions
ConditionsYield
at 410℃; Leiten ueber aktivierte Bleicherde;
2,4,4-trimethyl-1-pentene
107-39-1

2,4,4-trimethyl-1-pentene

2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

6-Tert-Butyl-1,1,3,4-tetramethyl-3-neopentyl indan
29577-23-9

6-Tert-Butyl-1,1,3,4-tetramethyl-3-neopentyl indan

Conditions
ConditionsYield
With sulfuric acid at 5℃;
2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

o-1,4-menthadiene
60264-83-7

o-1,4-menthadiene

Conditions
ConditionsYield
With calcium hexammine In hexane
2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

2-isopropyl-5-nitrotoluene
4571-14-6

2-isopropyl-5-nitrotoluene

Conditions
ConditionsYield
With nitronium tetrafluoborate In sulfolane
2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

o-6-menthene
15582-50-0

o-6-menthene

Conditions
ConditionsYield
With calcium hexammine In hexane
2-methylisopropylbenzene
527-84-4

2-methylisopropylbenzene

o-3,6-menthadiene
60264-85-9

o-3,6-menthadiene

Conditions
ConditionsYield
With calcium hexammine In hexane

527-84-4Relevant articles and documents

Novel approach towards Al-rich AFI for catalytic application

Zhou, Yong,?ilková, Nadě?da,Shamzhy, Mariya,Avadhut, Yamini,Hartmann, Martin,?ejka, Ji?í,Opanasenko, Maksym

, p. 62 - 68 (2019)

A new germanosilicate structural analogue of AFI zeolite (Ge-AFI) was hydrothermally synthesized. One- and two-step alumination of the Ge-AFI zeolites were used to modify their structure and acidic properties traced using XRD, N2 adsorption, ICP-OES, 27Al NMR, and FTIR spectroscopy. Two-step aluminated sample (deGe-Al-AFI) provided a higher Al content, stronger acid sites and a higher micropore volume than one-step aluminated sample (Al-AFI). Extensive evaluation of the catalytic performance of these AFI zeolites compared with reference conventional zeolite catalysts for alkylation of toluene with isopropyl alcohol showed that deGe-Al-AFI exhibited relatively high toluene conversion and selectivity to valuable p-cymene due to the optimized textural and acidic properties.

Catalytic Property of Calcined Iron Sulfate Treated with Hydrogen Chloride in Alkylation of Toluene and Benzene with Alkyl Chlorides

Arata, Kazushi,Hino, Makoto,Yabe, Katsumasa

, p. 6 - 9 (1980)

Alkylation was carried out at room temperature over catalysts prepared by calcination of FeSO4, Fe2O3, and Fe(OH)3 in the air at various temperatures and subsequent exposure to HCl at room temperature for 20 min.The FeSO4-HCl catalysts heat-treated at 700 and 750 deg C showed very high activity and selectivity, the other catalysts except for the sulfate treated at 800 deg C being almost inactive.The FeSO4(700 deg C)-HCl catalyst was found to consist of FeCl3 and α-Fe2O3 by means of Moessbauer effect, the absorption peak areas being 14 and 86percent for portions of iron based on the chloride and oxide, respectively.The results of DTA and TGA experiments suggest that the coordinate bond of water molecule on FeCl3 of the FeSO4(700 deg C)-HCl catalyst is stronger than that on FeCl3 of the FeSO4 (600, 800, and 900 deg C)-HCl and commercial FeCl3.The FeSO4(700 deg C)-HCl catalyst showed a much higher activity than pure FeCl3.The iron(III) chloride formed by reaction of HCl and α-Fe2O3 obtained by thermal decomposition of the sulfate at 700 or 750 deg C was found to be a very strong Lewis acid catalyst.

The Acidic Property and Catalytic Activity of MoO3-SiO2-Al2O3

Sabu, Kuzhunellil Raghavan Pillai,Rao, Kalur Vijayachandra C.,Nair, Chandrathil Govindan Ramacha.

, p. 1926 - 1932 (1991)

The ternary oxide system MoO3-SiO2-Al2O3 was prepared by coprecipitation method.The pH of coprecipitation has been varied from pH = 2 to pH = 8 and its effect on the acidic properties of the ternary oxide acidic system was studied by butylamine titration.The MoO3-SiO2-Al2O3 prepared from highly acidic solution has low acid strength.The total acid amount of the ternary oxide decreased considerably at higher pH (>6) of coprecipitation.It was found that the total acid amount of MoO3-SiO2-Al2O3 containing 9.7 percent (by weight) of MoO3 and silica to alumina molar ratio 16.6 is very high compared with that of SiO2-Al2O3 of the same silica to alumina molar ratio.The acid strength of SiO2-Al2O3 is reduced by the incorporation of MoO3.Increase in calcination temperature increased the acid strength.The catalytic activity of MoO3-SiO2-Al2O3 was found to be very high for the alkylation of toluene with 2-propanol.The products are found to be o-cymene, p-cymene, and three isomers of diisopropyltoluenes.Reaction temperature >200 deg C, higher liquid hourly space velocity, and higher alcohol content in the feed decreased the total conversion of 2-propanol to isopropyltoluenes.The acidic property and catalytic activity of MoO3-SiO2-Al2O3 are not considerably reduced up to four successive regeneration cycles.

Allen et al.

, p. 42 (1959)

-

Simons,Hart

, p. 979 (1947)

-

Identification by GC-MS of cymene isomers and 3,7,7-trimethylcyclohepta-1, 3,5-triene in essential oils

Romanenko,Tkachev

, p. 699 - 701 (2006)

Retention indices of cymene isomers published in popular GC-MS atlases were found to be erroneous by analyzing synthetic samples. The following retention indices (RI) were found using a nonpolar phase (diphenyl: dimethylpolysiloxane, 5:95) for four essential-oil components with indistinguishable mass spectra: 3,7,7-trimethylcyclohepta-1,3,5-triene (RI = 970), m-cymene (RI = 1022), p-cymene (RI = 1024), and o-cymene (RI = 1039). The relative distributions of these compounds were evaluated based on the analysis of about 1000 essential oils. Simple methods were given for preparing standard mixtures of isomeric compounds for identification by GC-MS.

Facile fabrication of aluminum-promoted vanadium phosphate: A highly active heterogeneous catalyst for isopropylation of toluene to cymene

Behera, Gobinda Chandra,Parida,Das

, p. 190 - 198 (2012)

Vanadium phosphate is well known as a heterogeneous catalyst in gas phase oxidation reactions. To date, there has been little interest in carrying out liquid-phase reactions with vanadium phosphate as catalyst. Herein, we report the catalytic activity of vanadium phosphate and aluminum-promoted vanadium phosphate toward liquid-phase isopropylation of toluene to cymene. The catalysts were unambiguously characterized by X-ray diffraction, N2 adsorption-desorption, FT-IR technique, UV-vis DRS, and FE-SEM. The total acid sites were estimated by an NH3 TPD analyzer. XPS was used as a powerful tool to know the electronic environment of the catalysts. The optimization of the reaction was carried out by varying temperature from 75 to 150 °C and molar ratio (toluene: isopropanol) from 1:1-1:3. Under optimum reaction conditions, 5 wt.% aluminum-promoted vanadium phosphate showed 90% conversion with 85% selectivity to p-cymene.

Halogen-Bridged Methylnaphthyl Palladium Dimers as Versatile Catalyst Precursors in Coupling Reactions

Doppiu, Angelino,Goo?en, Lukas J.,Hu, Zhiyong,Pirkl, Nico,Sivendran, Nardana

supporting information, p. 25151 - 25160 (2021/10/19)

Halogen-bridged methylnaphthyl (MeNAP) palladium dimers are presented as multipurpose Pd-precursors, ideally suited for catalytic method development and preparative organic synthesis. By simply mixing with phosphine or carbene ligands, they are in situ converted into well-defined monoligated complexes. Their catalytic performance was benchmarked against state-of-the-art systems in challenging Buchwald–Hartwig, Heck, Suzuki and Negishi couplings, and ketone arylations. Their use enabled record-setting activities, beyond those achievable by optimization of the ligand alone. The MeNAP catalysts permit syntheses of tetra-ortho-substituted arenes and bulky anilines in near-quantitative yields at room temperature, allow mono-arylations of small ketones, and enable so far elusive cross-couplings of secondary alkyl boronic acids with aryl chlorides.

Three-dimensional 10-ring zeolites: The activities in toluene alkylation and disproportionation

Kub?, Martin,?ilková, Nadě?da,Zones, Stacey I.,Chen, Cong-Yan,Al-Khattaf, Sulaiman,?ejka, Ji?í

, p. 97 - 106 (2015/10/29)

Three-dimensional 10-ring zeolites TUN, IMF, -SVR, MFI and MEL were investigated as for their acid properties, adsorption of 2,2-dimethylbutane and in toluene disproportionation and its alkylation with isopropyl alcohol. The results were compared against zeolite?SFV, the structure of which consists mainly of MEL zeolite with some additional 12-ring channel system. With exception of -SVR synthesized with high Si/Al ratio, all other zeolites provided Si/Al ratios in a narrow region. Novel zeolites TUN, IMF, and -SVR exhibited higher conversions than MFI and MEL in toluene alkylation. TUN and IMF were substantially more active in toluene disproportionation indicating less diffusion restrictions of channel structure on the disproportionation reaction.?SFV showed a similar catalytic behavior to MEL with much lower selectivity to p-xylene and p-cymene. This could indicate that both toluene disproportionation and alkylation proceed in reaction space of?SFV being similar to those of MFI and MEL.?SFV and TUN exhibited much faster adsorption of 2,2-dimethylbutane than MFI, MEL, IMF, and -SVR. It was concluded that the presence of some larger transport pores in?SFV than in other zeolites is responsible for fast adsorption of 2,2-dimethylbutane and transport of products resulting in a low selectivity to p-xylene and p-cymene.

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