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Toluene is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

108-88-3 Suppliers

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  • 108-88-3 Structure
  • Basic information

    1. Product Name: Toluene
    2. Synonyms: 1-Methylbenzene;Antisal 1a;CP 25;CP 25 (solvent);Methacide;Methylbenzene;Methylbenzol;NSC 406333;Phenylmethane;Toluol;Toluene(8CI);
    3. CAS NO:108-88-3
    4. Molecular Formula: C7H8
    5. Molecular Weight: 92.14
    6. EINECS: 203-625-9
    7. Product Categories: N/A
    8. Mol File: 108-88-3.mol
  • Chemical Properties

    1. Melting Point: -95℃
    2. Boiling Point: 110.602 °C at 760 mmHg
    3. Flash Point: 10 °C
    4. Appearance: Colourless liquid with a benzene-like odour
    5. Density: 0.872 g/cm3
    6. Vapor Density: 3.14 (vs air)
    7. Vapor Pressure: 27.7mmHg at 25°C
    8. Refractive Index: 1.499
    9. Storage Temp.: N/A
    10. Solubility: N/A
    11. Water Solubility: 0.5 g/L (20℃)
    12. CAS DataBase Reference: Toluene(CAS DataBase Reference)
    13. NIST Chemistry Reference: Toluene(108-88-3)
    14. EPA Substance Registry System: Toluene(108-88-3)
  • Safety Data

    1. Hazard Codes:  F:Flammable;
    2. Statements: R11:; R38:; R48/20:; R63:; R65:; R67:;
    3. Safety Statements: S36/37:; S46:; S62:;
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: II
    8. Hazardous Substances Data: 108-88-3(Hazardous Substances Data)

108-88-3 Usage

Chemical Description

Toluene and THF are distilled and stored over Na metal.

Chemical Description

Toluene is a common solvent used in organic chemistry.

Chemical Description

Toluene, dioxane, THF, DME, MeOH, and DCE are solvents investigated in the study.

Chemical Description

Toluene is a clear, colorless liquid with a sweet, pungent odor, commonly used as a solvent.

Chemical Description

Toluene is a colorless liquid with a sweet, pungent odor, commonly used as a solvent and fuel.

Chemical Description

Toluene and chlorobenzene are both solvents commonly used in organic chemistry.

Chemical Description

Toluene is a colorless liquid with a sweet, pungent odor.

Chemical Description

Toluene-p-sulphonic acid is an organic compound with the formula CH3C6H4SO3H.

Chemical Description

Toluene, acetone, ammonia, hexane, benzene, and propanol are used as solvent systems for thin-layer chromatography.

Chemical Description

Toluene is a common solvent used in various applications.

Chemical Description

Toluene is used as a solvent for the conversion of 4a into the trimethylsilylpropargylic alcohol 8a under thermal conditions.

Chemical Description

Toluene and THF are solvents, while NH4Cl is a quenching agent.

Chemical Description

Toluene is a colorless liquid that is used as a solvent.

Chemical Description

Toluene is used as a solvent, while MeOH, HCl, and brine are used for washing and purification steps.

Chemical Description

Toluene is a clear, colorless liquid that is used as a solvent and in the production of other chemicals.

Chemical Description

Toluene is a clear liquid used as a solvent and in the production of various chemicals.

Chemical Description

Toluene is a clear, colorless liquid that is used as a solvent.

Chemical Description

Toluene is a solvent used to dissolve the reaction components.

Chemical Description

Toluene is a common solvent used in organic chemistry, while (naphthalene)Cr(CO)3 is a catalyst used in the isomerization reaction.

Chemical Description

Toluene is an aromatic hydrocarbon used as a solvent.

Chemical Description

Toluene is a clear, colorless liquid with a sweet, pungent odor, and 4-toluenesulfonic acid monohydrate is a white crystalline powder.

Check Digit Verification of cas no

The CAS Registry Mumber 108-88-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 8 respectively; the second part has 2 digits, 8 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 108-88:
(5*1)+(4*0)+(3*8)+(2*8)+(1*8)=53
53 % 10 = 3
So 108-88-3 is a valid CAS Registry Number.
InChI:InChI=1/C7H8/c1-7-5-3-2-4-6-7/h2-6H,1H3

108-88-3SDS

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 toluene

1.2 Other means of identification

Product number -
Other names methylbenzol

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:108-88-3 SDS

108-88-3Synthetic route

benzyl chloride
100-44-7

benzyl chloride

toluene
108-88-3

toluene

Conditions
ConditionsYield
With hydrogen; Lindlar's catalyst In benzene under 760 Torr; for 0.5h; Ambient temperature;100%
With sulfuric acid; aluminium; nickel dichloride In water at 25℃; Product distribution;98%
With sodium tetrahydroborate; cetyltributylphosphonium bromide In water; toluene at 40℃; for 0h; Product distribution;96%
benzyl alcohol
100-51-6

benzyl alcohol

toluene
108-88-3

toluene

Conditions
ConditionsYield
With hydrogenchloride; aluminium; nickel dichloride In ethanol at 25℃; Product distribution;100%
With palladium dichloride In methanol at 40℃; for 24h; Green chemistry; chemoselective reaction;99%
With palladium on activated charcoal; hydrogen In tetrahydrofuran at 25℃; under 760.051 Torr; for 1.5h;99%
ortho-methylphenyl iodide
615-37-2

ortho-methylphenyl iodide

toluene
108-88-3

toluene

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; cesium fluoride In 2-pentanol at 100℃; for 12h; Inert atmosphere;100%
With lithium aluminium tetrahydride In 1,2-dimethoxyethane at 35℃; for 5h; ultrasonic acceleration of reduction;95%
With 2,2'-azobis(isobutyronitrile); poly(n-hexylsilane) In benzene-d6 at 82 - 85℃; for 3h; sealed;99 % Spectr.
para-chlorotoluene
106-43-4

para-chlorotoluene

toluene
108-88-3

toluene

Conditions
ConditionsYield
With water; sodium iodide; nickel dichloride; zinc; sonication In N,N,N,N,N,N-hexamethylphosphoric triamide at 60℃; for 3h;100%
With water; sodium iodide; nickel dichloride; zinc; sonication In N,N,N,N,N,N-hexamethylphosphoric triamide at 60℃; for 3h; Product distribution;100%
With palladium on ceria; sodium hydroxide In isopropyl alcohol at 40℃; for 24h; Temperature; Solvent; Irradiation; Inert atmosphere; Sealed tube;97%
para-bromotoluene
106-38-7

para-bromotoluene

toluene
108-88-3

toluene

Conditions
ConditionsYield
With potassium hydroxide; isopropyl alcohol; polymer supported Na2PdCl4 at 82℃; for 0.666667h; Rate constant; further catalysts; influence of the nature of catalyst on the rate of dehalogenation;100%
With tetrakis(triphenylphosphine) palladium(0); formaldehyd; caesium carbonate In dimethyl sulfoxide at 80℃; for 12h;99%
With lithium aluminium tetrahydride In 1,2-dimethoxyethane at 35℃; for 5h; ultrasonic acceleration of reduction;97%
benzyl bromide
100-39-0

benzyl bromide

toluene
108-88-3

toluene

Conditions
ConditionsYield
With sodium tetrahydroborate; cetyltributylphosphonium bromide In water; toluene at 18℃; for 0h; Product distribution;100%
With ammonium chloride; zinc In tetrahydrofuran; water at 20℃; for 4h;97%
With sodium tetrahydroborate In tetrahydrofuran for 0.0833333h; Ambient temperature;90%
1-Phenyl-5-p-tolyloxy-1H-tetrazole
77924-17-5

1-Phenyl-5-p-tolyloxy-1H-tetrazole

A

1-phenyl-5-hydroxytetrazole
5097-82-5

1-phenyl-5-hydroxytetrazole

B

toluene
108-88-3

toluene

Conditions
ConditionsYield
With hydrazine hydrate; palladium on activated charcoal In ethanol; water; benzene for 3.5h; Ambient temperature;A n/a
B 100%
With hydrazine hydrate; palladium on activated charcoal In ethanol; benzene Mechanism; Ambient temperature;A n/a
B 100%
With sodium hypophosphite; palladium on activated charcoal In ethanol; benzene at 80℃; Relative steady-state rates of cleavage, relative extrapolated interceps;
bromobenzene
108-86-1

bromobenzene

(3-dimethylaminopropyl)dimethylgallium

(3-dimethylaminopropyl)dimethylgallium

toluene
108-88-3

toluene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine)palladium dichloride In benzene at 80℃; for 7h;100%
4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

toluene
108-88-3

toluene

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In water; isopropyl alcohol at 20℃; under 5171.62 Torr; for 1h;100%
cis-{(PhCH2)2Co(III)(2,2'-bipyridine)2}ClO4

cis-{(PhCH2)2Co(III)(2,2'-bipyridine)2}ClO4

toluene
108-88-3

toluene

Conditions
ConditionsYield
With perchloric acid In acetonitrile Kinetics;100%
(η6-toluene)bis(η1-pentafluorophenyl)cobalt(II)
60528-58-7

(η6-toluene)bis(η1-pentafluorophenyl)cobalt(II)

A

decafluorobiphenyl
434-90-2

decafluorobiphenyl

B

cobalt
7440-48-4

cobalt

C

toluene
108-88-3

toluene

Conditions
ConditionsYield
In neat (no solvent, solid phase) pyrolysis at 150°C;A 93%
B n/a
C 100%
1-methyl-7-oxa-bicyclo[2.2.1]heptane-2,3-dicarboxylic acid anhydride
6345-56-8

1-methyl-7-oxa-bicyclo[2.2.1]heptane-2,3-dicarboxylic acid anhydride

toluene
108-88-3

toluene

Conditions
ConditionsYield
With zeolite Y with a silica-alumina at 250℃; for 5h; Temperature; Inert atmosphere;100%
(benzyloxy)benzene
946-80-5

(benzyloxy)benzene

A

toluene
108-88-3

toluene

B

cyclohexanol
108-93-0

cyclohexanol

C

phenol
108-95-2

phenol

Conditions
ConditionsYield
With Ni0.85Rh0.15; hydrogen In water at 95℃; under 760.051 Torr; for 16h; Reagent/catalyst;A 100%
B 5%
C 79%
With isopropyl alcohol at 150℃; under 7500.75 Torr; for 48h; Inert atmosphere; Autoclave;A 100%
B 12.2%
C 87.5%
With isopropyl alcohol at 150℃; under 7500.75 Torr; for 3h; Catalytic behavior; Temperature; Inert atmosphere; Autoclave;A 100%
B 73.1%
C 22.4%
With Ru0.6Ni0.4; hydrogen In water at 95℃; under 760.051 Torr; for 16h; Reagent/catalyst;A 98%
B 61%
C 6%
With hydrogen In n-heptane at 140℃; under 750.075 Torr; for 6h; Catalytic behavior;A 34 %Chromat.
B 12 %Chromat.
C 22 %Chromat.
Benzyl acetate
140-11-4

Benzyl acetate

A

acetic acid
64-19-7

acetic acid

B

toluene
108-88-3

toluene

Conditions
ConditionsYield
With hydrogen In n-heptane at 160℃; under 750.075 Torr; for 6h; Catalytic behavior;A 96 %Chromat.
B 100%
benzaldehyde
100-52-7

benzaldehyde

toluene
108-88-3

toluene

Conditions
ConditionsYield
With hydrogen In water; ethyl acetate at 50℃; under 15001.5 Torr; for 5h;99%
With hydrogen In water at 25℃; for 1h;99%
With palladium on activated charcoal; hydrogen In methanol at 25℃; under 760.051 Torr; for 0.833333h;99%
(benzyloxy)benzene
946-80-5

(benzyloxy)benzene

A

toluene
108-88-3

toluene

B

phenol
108-95-2

phenol

Conditions
ConditionsYield
With Ni0.85Ru0.15; hydrogen In water at 95℃; under 760.051 Torr; for 16h; Reagent/catalyst;A 99%
B 45%
With 0.5%Pd/TiO2; isopropyl alcohol In water at 24.84℃; for 2h; Inert atmosphere; Sealed tube; Irradiation;A 99%
B 99%
With formic acid In water at 120℃; Green chemistry;A 98%
B 96%
benzyl bromide
100-39-0

benzyl bromide

A

1,1'-(1,2-ethanediyl)bisbenzene
103-29-7

1,1'-(1,2-ethanediyl)bisbenzene

B

toluene
108-88-3

toluene

Conditions
ConditionsYield
With copper nickel; pyrographite In 1,2-dimethoxyethane at 85℃; for 20h;A 99%
B 1%
With titanium(III) citrate; Tris buffer; tetra(n-butyl)ammonium hydroxide; vitamin B-12 In ethanol for 1h; pH=8;A 98%
B 1%
With potassium phosphate; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate In N,N-dimethyl-formamide at 20℃; for 4h; Inert atmosphere; Irradiation;A 85%
B 6%
3-(4-Chloro-2-methyl-phenoxy)-benzo[d]isothiazole 1,1-dioxide
132636-69-2

3-(4-Chloro-2-methyl-phenoxy)-benzo[d]isothiazole 1,1-dioxide

A

toluene
108-88-3

toluene

B

saccharin
81-07-2

saccharin

Conditions
ConditionsYield
With sodium hypophosphite; palladium on activated charcoal In water; benzene for 3h; Heating;A 99%
B n/a
4-methoxyphenyl benzyl ether
6630-18-8

4-methoxyphenyl benzyl ether

A

4-methoxy-phenol
150-76-5

4-methoxy-phenol

B

toluene
108-88-3

toluene

Conditions
ConditionsYield
With formic acid In water at 120℃; Green chemistry;A 97%
B 99%
With 9,10-dihydroanthracene at 224.84℃; Kinetics; Product distribution;
With hydrogen In hexane at 260℃; under 5250.53 Torr; for 10h; Autoclave;A 93.6 %Chromat.
B 82.9 %Chromat.
With isopropyl alcohol at 260℃; under 15001.5 Torr; for 4h; Autoclave; Inert atmosphere; Green chemistry;A 85 %Chromat.
B 88 %Chromat.
{bis(triphenylphosphine)nitrogen}{HW(CO)5}
78709-76-9

{bis(triphenylphosphine)nitrogen}{HW(CO)5}

benzyl bromide
100-39-0

benzyl bromide

A

bromopentacarbonyl tungstate(0)(1-)
15131-04-1

bromopentacarbonyl tungstate(0)(1-)

B

toluene
108-88-3

toluene

Conditions
ConditionsYield
In tetrahydrofuran Kinetics; 26.0°C, 20-fold excess of alkyl halide; second-order rate const. is given; anal. of the reaction mixt. by gas chromy.;A n/a
B 99%
phenylytterbium iodide
26138-28-3

phenylytterbium iodide

A

ytterbium(II) iodide

ytterbium(II) iodide

B

toluene
108-88-3

toluene

Conditions
ConditionsYield
With methyl iodide; bis(triphenylphosphine)nickel(II) chloride In tetrahydrofuran addn. of Ni-catalyst and alkyl halide to soln. of PhYbI (prepd. in situ from Yb metal and PhI in THF), agitation (25°C); GLC;A n/a
B 99%
With methyl iodide; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran addn. of Ni-catalyst and alkyl halide to soln. of PhYbI (prepd. in situ from Yb metal and PhI in THF), agitation (25°C); GLC;A n/a
B 97%
benzyl methyl ether
538-86-3

benzyl methyl ether

toluene
108-88-3

toluene

Conditions
ConditionsYield
With palladium dichloride In methanol at 40℃; for 12h; Inert atmosphere; Green chemistry; chemoselective reaction;99%
With methanol; toluene-4-sulfonic acid at 25℃; for 7.5h; Reagent/catalyst; Inert atmosphere; Sealed tube; UV-irradiation;95%
With samarium diiodide; water In tetrahydrofuran; decane at 20℃;
With diisobutylaluminium hydride; sodium t-butanolate; bis(1,5-cyclooctadiene)nickel(0); 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride In tetrahydrofuran at 80℃; for 16h; Product distribution / selectivity; Inert atmosphere;82 %Chromat.
(benzyloxy)benzene
946-80-5

(benzyloxy)benzene

A

methyl cyclohexane
82166-21-0

methyl cyclohexane

B

toluene
108-88-3

toluene

C

cyclohexanol
108-93-0

cyclohexanol

Conditions
ConditionsYield
With hydrogen In isopropyl alcohol at 120℃; for 2h;A 28%
B 72%
C 99%
With Rh0.6Ni0.4; hydrogen In water at 95℃; under 760.051 Torr; for 16h; Reagent/catalyst;A 35%
B 63%
C 95%
With 10% Pd/C; hydrogen In hexane at 160℃; under 30003 Torr; for 2h; Autoclave;
With isopropyl alcohol at 170℃; for 15h; Sealed tube;A 0.68 mmol
B 0.28 mmol
C 0.94 mmol
para-bromotoluene
106-38-7

para-bromotoluene

isopropyl alcohol
67-63-0

isopropyl alcohol

toluene
108-88-3

toluene

Conditions
ConditionsYield
With sodium hydroxide at 24.84℃; under 760.051 Torr; for 6h; Inert atmosphere; UV-irradiation; Sealed tube;99%
2-methylchlorobenzene
95-49-8

2-methylchlorobenzene

isopropyl alcohol
67-63-0

isopropyl alcohol

toluene
108-88-3

toluene

Conditions
ConditionsYield
With sodium hydroxide at 24.84℃; under 760.051 Torr; for 6h; Inert atmosphere; UV-irradiation; Sealed tube;99%
2-benzyloxynaphthalene
613-62-7

2-benzyloxynaphthalene

A

toluene
108-88-3

toluene

B

β-naphthol
135-19-3

β-naphthol

Conditions
ConditionsYield
With 0.5%Pd/TiO2; isopropyl alcohol In water at 24.84℃; for 2h; Inert atmosphere; Sealed tube; Irradiation;A 99%
B 97%
benzyl 1-butyl ether
588-67-0

benzyl 1-butyl ether

A

toluene
108-88-3

toluene

B

butan-1-ol
71-36-3

butan-1-ol

Conditions
ConditionsYield
With 0.5%Pd/TiO2; isopropyl alcohol In water at 24.84℃; for 2h; Inert atmosphere; Sealed tube; Irradiation;A 99%
B 99%
4-benzyloxybenzonitrile
52805-36-4

4-benzyloxybenzonitrile

A

4-cyanophenol
767-00-0

4-cyanophenol

B

toluene
108-88-3

toluene

Conditions
ConditionsYield
With 0.5%Pd/TiO2; isopropyl alcohol In water at 24.84℃; for 2h; Inert atmosphere; Sealed tube; Irradiation;A 99%
B 99%
4-Benzyloxyphenol
103-16-2

4-Benzyloxyphenol

A

1,4-Cyclohexanediol
556-48-9

1,4-Cyclohexanediol

B

toluene
108-88-3

toluene

Conditions
ConditionsYield
With hydrogen In n-heptane at 140℃; under 750.075 Torr; for 6h; Catalytic behavior;A 99%
B 99%
2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

A

ortho-cresol
95-48-7

ortho-cresol

B

toluene
108-88-3

toluene

Conditions
ConditionsYield
platinum; potassium oxide at 360℃;A 98%
B 2%
platinum; potassium oxide at 360℃; Product distribution; other content of catalyst;A 98%
B 2%
4-methylvaleroyl chloride
38136-29-7

4-methylvaleroyl chloride

toluene
108-88-3

toluene

4-methyl-1-(4'-methylphenyl)pentan-1-one
21847-98-3

4-methyl-1-(4'-methylphenyl)pentan-1-one

Conditions
ConditionsYield
Friedel Crafts Acylation;100%
With aluminium trichloride at 75 - 80℃; for 1h;35%
With aluminium trichloride
Friedel-Crafts reaction;
toluene
108-88-3

toluene

Desyl chloride
447-31-4

Desyl chloride

1,2-diphenyl-2-p-tolylethanone
50353-99-6

1,2-diphenyl-2-p-tolylethanone

Conditions
ConditionsYield
With gallium(III) trichloride at 20℃; for 24h;100%
With aluminium trichloride at 20℃; for 24h;68%
With aluminium trichloride Behandeln bei Siedetemperatur;
toluene
108-88-3

toluene

benzyl bromide
100-39-0

benzyl bromide

Conditions
ConditionsYield
With bromine In tetrachloromethane for 1.5h; Ambient temperature;100%
With manganese(IV) oxide; bromine In dichloromethane at 0℃; for 1h; Product distribution; Further Variations:; Solvents; Temperatures; reaction time;100%
With bromine; sodium t-butanolate In cyclohexane Heating;100%
toluene
108-88-3

toluene

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
With laccase from Coriolus versicolor MTCC-138; 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) diammonium salt In 1,4-dioxane for 0.5h; pH=4.5; Green chemistry; Enzymatic reaction;100%
With nickel-doped graphene carbon nitride nanoparticles; air In ethanol at 25℃; for 8h; Reagent/catalyst; Solvent; Irradiation; Green chemistry;98%
With water at 20℃; for 3h; Reagent/catalyst;98%
toluene
108-88-3

toluene

methyl cyclohexane
82166-21-0

methyl cyclohexane

Conditions
ConditionsYield
With hydrogen; [(norbornadiene)rhodium(I)chloride]2; phosphinated polydiacetylene In n-heptane at 30℃; under 60800 Torr; for 1.5h;100%
With hydrogen; Ni-Tc on γ-Al2O3 at 175 - 250℃; under 760 Torr; Product distribution; dependence of catalytic activity on the reduction temperature; enhanced activity of bimetallic catalysts;100%
With hydrogen; Rh on carbon In methanol at 20℃; under 760.051 Torr; for 0.5h;100%
toluene
108-88-3

toluene

1,1'-(1,2-ethanediyl)bisbenzene
103-29-7

1,1'-(1,2-ethanediyl)bisbenzene

Conditions
ConditionsYield
With methyl cyanoformate; sodium decatungstate In acetonitrile at 8℃; for 90h; Irradiation;100%
With di-tert-butyl peroxide; sodium acetate at 120℃; for 10h; Schlenk technique; Green chemistry;94%
With di-tert-butyl peroxide; sodium acetate at 120℃; for 10h;94%
n-docosanoic acid
112-85-6

n-docosanoic acid

toluene
108-88-3

toluene

1-p-Tolyl-docosan-1-one
101493-90-7

1-p-Tolyl-docosan-1-one

Conditions
ConditionsYield
Ce3+ exchanged Y-fanjasite at 150℃; for 48h;100%
m-anisoyl chloride
1711-05-3

m-anisoyl chloride

toluene
108-88-3

toluene

(4-methylphenyl)-(3-methoxyphenyl)methanone
82520-37-4

(4-methylphenyl)-(3-methoxyphenyl)methanone

Conditions
ConditionsYield
Stage #1: m-anisoyl chloride; toluene With aluminum (III) chloride In dichloromethane at 20℃; for 4h;
Stage #2: With hydrogenchloride In dichloromethane; water
100%
With aluminium trichloride84%
With aluminium trichloride In nitromethane for 0.75h; Ambient temperature;84%
With aluminium trichloride In 1,2-dichloro-benzene
With aluminium trichloride In dichloromethane at 20℃;
toluene
108-88-3

toluene

carbon dioxide
124-38-9

carbon dioxide

Conditions
ConditionsYield
With α-manganese oxide; oxygen at 290℃; Temperature; [1,2]-Wittig Rearrangement; Inert atmosphere;100%
With oxygen at 258℃; under 760.051 Torr; Kinetics; Reagent/catalyst; Temperature; Inert atmosphere;100%
With oxygen at 230 - 240℃; for 0.5h; Reagent/catalyst; Temperature; Inert atmosphere;99.9%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

toluene
108-88-3

toluene

3-methyl-2-methylene-3-phenyloxetane
183245-70-7

3-methyl-2-methylene-3-phenyloxetane

3-methyl-3,5-diphenyl-2-[(trimethylsilyl)oxy]-1-pentene

3-methyl-3,5-diphenyl-2-[(trimethylsilyl)oxy]-1-pentene

Conditions
ConditionsYield
Stage #1: toluene; 3-methyl-3-phenyl-2-methyleneoxetane With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In hexane at 0℃; for 1.5h;
Stage #2: chloro-trimethyl-silane In hexane at 0℃; for 0.55h;
100%
toluene
108-88-3

toluene

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane
25015-63-8

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

p-tolylboronic pinacol ester
195062-57-8

p-tolylboronic pinacol ester

Conditions
ConditionsYield
[Ir(COD)(1,3-dicyclohexylimidazolidin-2-ylidene)2]CF3CO2 at 40℃; for 10h;100%
(η4-1,5-cyclooctadiene)bis(1,3-dimethylimidazolin-2-ylidene)iridium(I) trifluoracetate In toluene byproducts: H2; (N2); using Schlenk techniques; dissolving of 2 mmol pinacolborane and 1.5 mol% of Ir(COD)(C3H2N2Me2)2CF3CO2 in toluene; stirring and heating at40°C for 12 h; monitoring by GC-MS; removal of solvent under vac. at room temp.; chromy. over silica gel, eluting with CH2Cl2;100%
(η4-1,5-cyclooctadiene)(1,1'-dimethyl-3,3'-o-xylylene-diimidazolin-2,2'-diylidene)iridium(I) trifluoroacetate In toluene (N2); using Schlenk techniques; dissolving of 2 mmol pinacolborane and 1.5 mol% of Ir(COD)(1,1'-dimethyl-3,3'-o-xylylene-diimidazolin-2,2'-diylidene)2(CF3CO2) in toluene; stirring and heating at 40°C for 12 h; monitoring by GC-MS; removal of solvent under vac. at room temp.; chromy. over silica gel, eluting with CH2Cl2;100%
chromium(0) hexacarbonyl
199620-14-9, 13007-92-6

chromium(0) hexacarbonyl

toluene
108-88-3

toluene

tricarbonyl(η(6)-toluene)chromium
12083-24-8

tricarbonyl(η(6)-toluene)chromium

Conditions
ConditionsYield
With catalyst: dimethyl succinate In decalin byproducts: CO; refluxing for 2.3 h (catalyst: dimethyl succinate); freezing out at -18°C or quick chromy. of the decaline soln. on a SiO2 column;100%
With catalyst: butyl acetate In decalin byproducts: CO; refluxing for 3 h (catalyst: butyl acetate); freezing out at -18°C or quick chromy. of the decaline soln. on a SiO2 column;99%
With acetic acid In decalin refluxing of toluene with the Cr compd. (4:1) and 25 microliter AcOH for 4 h;98.7%
heptafluoropropane-2-sulphenic acid chloride
51031-50-6

heptafluoropropane-2-sulphenic acid chloride

toluene
108-88-3

toluene

A

bis(perfluoroisopropyl) disulfide
754-62-1

bis(perfluoroisopropyl) disulfide

B

heptafluoropropane-2-thiol
68408-97-9

heptafluoropropane-2-thiol

C

benzyl perfluoroisopropyl sulfide
68409-03-0

benzyl perfluoroisopropyl sulfide

D

benzyl chloride
100-44-7

benzyl chloride

Conditions
ConditionsYield
A n/a
B n/a
C 4%
D 100%
A n/a
B n/a
C 4%
D 100%
nonafluoro-tert-butanesulfenyl chloride
32308-83-1

nonafluoro-tert-butanesulfenyl chloride

toluene
108-88-3

toluene

A

nonafluoro-tert-butanethiol
32308-82-0

nonafluoro-tert-butanethiol

B

benzyl chloride
100-44-7

benzyl chloride

Conditions
ConditionsYield
A 100%
B 100%
A 100%
B 100%
dimanganese decacarbonyl
10170-69-1

dimanganese decacarbonyl

trimethylamine-N-oxide dihydrate
62637-93-8

trimethylamine-N-oxide dihydrate

toluene
108-88-3

toluene

{{Mn(μ3-OH)(CO)3}4}*2toluene

{{Mn(μ3-OH)(CO)3}4}*2toluene

Conditions
ConditionsYield
In tetrahydrofuran; toluene stirring Mn2(CO)10 with Me3NO*2H2O in THF (18 h), solvent removal; recrystn. (hot toluene);100%
In toluene byproducts: trimethylammonium carbonate; treatment of Mn2(CO)10 with 6 equivs. of Me3NO, boiling of product in MePh; hot filtration, crystn. (5°C); second crop from mother liquor; elem. anal.;98%
bis(pentafluorophenyl)(η6-anisole)cobalt(II)
86197-44-6

bis(pentafluorophenyl)(η6-anisole)cobalt(II)

toluene
108-88-3

toluene

(η6-toluene)bis(η1-pentafluorophenyl)cobalt(II)
60528-58-7

(η6-toluene)bis(η1-pentafluorophenyl)cobalt(II)

Conditions
ConditionsYield
In chloroform-d1 byproducts: anisole; mol. ratio 1/10; not isolated, detected by NMR;100%
In chloroform-d1 byproducts: anisole; mol. ratio 1/1; not isolated, detected by NMR;85%
3-tert-Butyl-4-hydroxyanisole
121-00-6

3-tert-Butyl-4-hydroxyanisole

titanium tetrachloride
7550-45-0

titanium tetrachloride

toluene
108-88-3

toluene

trichloromono(2-tert-butyl-4-methylphenoxide)titanium(IV)*0.0625(toluene)

trichloromono(2-tert-butyl-4-methylphenoxide)titanium(IV)*0.0625(toluene)

Conditions
ConditionsYield
In toluene byproducts: HCl; under N2; 2-tert-butyl-4-methylphenol in toluene added to TiCl4 (molar ratio 1:1) in toluene; refluxed for 13 h; filtered; solvent removed; dried under vac. for 4 h; elem. anal.;100%
tris(pentafluorophenyl)borate
1109-15-5

tris(pentafluorophenyl)borate

trimethylaluminum
75-24-1

trimethylaluminum

toluene
108-88-3

toluene

tris(pentafluorophenyl)aluminum*(toluene)0.5

tris(pentafluorophenyl)aluminum*(toluene)0.5

Conditions
ConditionsYield
In hexane100%
In hexane; toluene B(C6F5)3 and AlMe3 in 1:3 toluene/hexanes mixt.;99%
In hexane; toluene (inert atm.); reaction of borane deriv. with trimethylaluminium in hexane/toluene (3:1);99%
[Rh(C8H12)(PO2C12H4C16H36)2C8H12O5](1+)*BF4(1-)*0.5CH2Cl2=[Rh(C8H12)(PO2C12H4C16H36)2C8H12O5]BF4*0.5CH2Cl2

[Rh(C8H12)(PO2C12H4C16H36)2C8H12O5](1+)*BF4(1-)*0.5CH2Cl2=[Rh(C8H12)(PO2C12H4C16H36)2C8H12O5]BF4*0.5CH2Cl2

toluene
108-88-3

toluene

[Rh(C7H8)(PO2C12H4C16H36)2C8H12O5](1+)*BF4(1-)*C7H8=[Rh(C7H8)(PO2C12H4C16H36)2C8H12O5]BF4*C7H8

[Rh(C7H8)(PO2C12H4C16H36)2C8H12O5](1+)*BF4(1-)*C7H8=[Rh(C7H8)(PO2C12H4C16H36)2C8H12O5]BF4*C7H8

Conditions
ConditionsYield
In toluene 100 mL vessel filled with a soln. of Rh(C8H12)diphosphiteBF4 in toluene, placed into an autoclave, autoclave purged 3 times with H2 and pressurised to the appropriate pressure (5 bar), after react. time of 3 h at room temp. autoclave depressurised; concentration to dryness, elem. anal.;100%

108-88-3Related news

Effect of CeO2 morphologies on Toluene (cas 108-88-3) catalytic combustion08/19/2019

Catalytic combustion is an efficient and economic technology to eliminate toluene, and CeO2 shows very good performance in this kind of reactions. In this work, three kinds of CeO2 catalysts with different morphologies (rod, hollow sphere and cube) have been prepared, and there performances for ...detailed

108-88-3Relevant articles and documents

[B(C6F5)4]: An air stable, lewis acidic stibonium salt that activates strong element-fluorine bonds

Pan, Baofei,Gabba?, Fran?ois P.

, p. 9564 - 9567 (2014)

As part of our ongoing interest in main group Lewis acids for fluoride anion complexation and element-fluorine bond activation, we have synthesized the stibonium borate salt [Sb(C6F5)4][B(C 6F5)4] (3). The perfluorinated stibonium cation [Sb(C6F5)4]+ present in this salt is a potent Lewis acid which abstracts a fluoride anion from [SbF 6]- and [BF(C6F5)3] - indicating that it is a stronger Lewis acid than SbF5 and B(C6F5)3. The unusual Lewis acidic properties of 3 are further reflected by its ability to polymerize THF or to promote the hydrodefluorination of fluoroalkanes in the presence of Et 3SiH. While highly reactive in solution, 3 is a perfectly air stable salt, making it a convenient Lewis acidic reagent.

Catalytic hydrogenation of phenol, cresol and guaiacol over physically mixed catalysts of Pd/C and zeolite solid acids

Shafaghat, Hoda,Sirous Rezaei, Pouya,Daud, Wan Mohd Ashri Wan

, p. 33990 - 33998 (2015)

Highly reactive phenolic compounds of pyrolysis bio-oil are recognized as a major cause of the unpleasant properties of this biofuel. Catalytic hydrodeoxygenation of phenolic compounds of bio-oil is an efficient technique for improving the quality of bio-oil. Dual function catalysts consisting of metal and acid sites are usually used for transformation of bio-oil/bio-oil model compounds to high value hydrocarbons. Metal and acid sites are generally involved in hydrogenation/hydrodeoxygenation and dehydration/hydrocracking/dealkylation/alkylation reaction mechanisms, respectively. In this work, the product selectivity of hydrogenation of phenol, o-cresol, m-cresol and guaiacol was investigated over combined catalysts of Pd/C with zeolite solid acids of HZSM-5 (Si/Al of 30, 50 and 80) and HY (Si/Al of 30 and 60). Catalytic activity and product distribution in the hydrogenation process were affected by the density and strength of zeolite acid sites. HZSM-5 (30) with only weak acid sites showed lower cyclohexane selectivity compared with HZSM-5 (50) and HZSM-5 (80) which had both weak and strong acid sites. HY (30) and HY (60) containing only strong acid sites favored production of cycloketones.

UEBER DIE AUSWIRKUNG VON METHYLSUBSTITUENTEN AUF DIE THERMISCHE ISOMERISIERUNG VON 1,7-OCTADIEN-3-INEN

Kirsch, Reinhard,Priebe, Hanno,Hopf, Henning

, p. 53 - 56 (1984)

The influence of methyl substituents on the 1,7-octadien-3-yne to methylene-vinylcyclopentene rearrangement has been investigated.Whereas methyl groups in the 6-position induce the formation of 1,4-cycloheptadienes, methyl substituents in the 1-position lead to aromatic compounds.

On the Mechanism of the Cyclooctatetraene Synthesis from Ethyne Employing Nickel Catalysts

Colborn, Robert E.,Vollhardt, K. Peter C.

, p. 5470 - 5477 (1986)

The mechanism of the Reppe cyclization to cyclooctatetraene was investigated by employing ethyne-1-13C as a substrate in the nickel-catalyzed reaction.The specific catalytic systems studied were nickel acetylacetonate-calcium carbide and nickel acetylacetonate-diethylaluminum ethoxide.In both cases, the label pattern in the cyclooctatetraene produced was consistent with either a stepwise coupling or concerted "zipper-type" mechanism of formation.These results preclude the possibility of cyclobutadiene or benzene intermediates or any carbon-carbon bond cleavage processes which do not leave the original connectivity in the alkyne intact.These conclusions were based upon analysis of the isotopic label in C4 fragments, obtained by chemical degradation of the cyclooctatetraene produced.

Studies on organolanthanide complexes XXIII. Reaction of organic halides with tricyclopentadienyllanthanides/sodium hydride

Qian, Changtao,Zhu, Dunming,Gu, Yongjie

, p. 23 - 29 (1991)

The reductive dehalogenation of aryl and vinyl halides with tricyclopentadienyllanthanide/sodium hydride systems affords, respectively, the corresponding aromatics and alkenes in excellent yields under mild conditions.However, the reaction with alkyl halides generates alkylated products, which yield alkyl cyclopentadienes after hydrolysis.The reaction mechanism has been briefly investigated.

Reactions of Triarylsulphonium Salt with Alkoxide Nucleophiles: Involvement of Radical Intermediates

Chung, Sung-Kee,Sasamoto, Kazumi

, p. 346 - 347 (1981)

Tri-p-tolylsulphonium bromide reacts with sodium isopropoxide or potassium hydroxide to give toluene; solvent isotope labelling experiments clearly show involvement of the p-tolyl radical species rather than the corresponding anion in this reaction.

STUDY OF THE PROPERTIES OF PENTASIL-CONTAINING CATALYSTS IN REACTIONS OF TRANSFORMATION OF HYDROCARBONS. 3. KINETICS OF AROMATIZATION OF PROPANE AND PROPYLENE ON H AND Zn FORMS OF PENTASILS

Sitnik, V. P.,Nekrasov, N. V.,Vasina, T. V.,Yakerson, V. I.,Bragin, O. V.

, p. 641 - 646 (1990)

The kinetics of transformations of propane and propylene on pentasils modified with zinc, Zn/HTsVM, and the H form of zeolite were investigated.Quantitative data were obtained which revealed significant differences for HTsVM and Zn-containing catalysts in the selectivity of transformations of propane with different degrees of its conversion.The promoting effect of Zn in the Zn/HTsVM system not only on the stage of dehydrogenation of propane into propylene, but also on subsequent transformations of propylene into aromatic hydrocarbons, was demonstrated.The absence of internal diffusion inhibition of the reaction in the conditions studied was demonstrated experimentally.It was shown that aromatization of propane takes place in the kinetic region.

Activation of C?F Bonds by Electrophilic Organosilicon Sites Supported on Sulfated Zirconia

Culver, Damien B.,Conley, Matthew P.

, p. 14902 - 14905 (2018)

The reaction of allyltriisopropylsilane with partially dehydroxylated sulfated zirconium oxide (SZO) forms surface organosilicon species. Solid-state NMR studies of the organosilicon functionalized SZO shows that electrophilic [TIPS][SZO] sites are present on the surface, in addition to less reactive TIPS-Ox and SiOx species. The electrophilic [TIPS][SZO] sites are strong Lewis acids from solid-state 31P NMR analysis of triethylphosphine oxide (O=PEt3) contacted materials. [TIPS][SZO] is active in hydrodefluorination reactions in the presence of Et3SiH.

Hydrodeoxygenation of m-cresol with Pt supported over mild acid materials

Zanuttini,Dalla Costa,Querini,Peralta

, p. 352 - 361 (2014)

The deoxygenation of m-cresol was studied using Pt catalysts supported on different materials of various levels of acidity, such as gamma alumina, silica, and H-BEA zeolites. The reaction was carried out at atmospheric pressure and 300 °C in a fixed-bed reactor. The catalysts were characterized by XRD, BET, TPR, TEM, H2 and CO chemisorptions, pyridine-TPD and pyridine-IR. The (metal function/acid function) ratio and the reaction conditions were adjusted in order to have a high selectivity to toluene. The effects of acid sites density, strength and type, as well as the pore structure of the different supports on the deoxygenation activity, selectivity and stability were addressed. In order to avoid the production of heavy products and a fast deactivation, the concentration of Br?nsted acid sites must be very low. A high acid sites density is detrimental for catalyst stability, due to coke formation via condensation of precursors adsorbed on adjacent sites. Additionally, a mesoporous structure is better than a microporous structure regarding the stability. All the catalysts can be regenerated in air at relatively low temperature.

Synthesis and functionalization of ordered mesoporous carbons supported Pt nanoparticles for hydroconversion of n-heptane

Said

, p. 14517 - 14529 (2018)

A comprehensive study was performed on the spectroscopic and textural properties of ordered mesoporous carbon (OMC) of the CMK-3 type modified by acid oxidation using K2S2O8 as a benign oxidant and nitrogen-doping by the aid of the polymerization of ethylenediamine and carbon tetrachloride inside the pore channels of SBA-15 hard template. The pristine, nitrogen-doped, and oxidized-ordered mesoporous carbons were used as supports to prepare 10 wt% platinum nanoparticles-loaded catalysts using ethylene glycol as a reducing agent. The catalytic behavior, mechanism, and influence of the surface functionalization of the ordered mesoporous carbon bifunctional catalysts toward the hydroconversion of n-heptane using a fixed-bed flow system operated under atmospheric pressure were investigated. The synthesized samples were characterized by various analytical and spectroscopic techniques. The mesostructural regularity corresponding to the hexagonal P6mm symmetry of the OMC-CMK-3 type was well-reserved even after surface modifications replicated from an SBA-15 template. H2 pulse chemisorption and EDX mapping images confirmed differences in the Pt NPs contents and dispersion depending on the support composition. The catalytic activity results achieved were hand in hand with the proper balance between the acidity strength and Pt NPs dispersion degree.