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134-84-9 Usage

Chemical Properties

white to beige crystalline powder or crystals

Uses

Different sources of media describe the Uses of 134-84-9 differently. You can refer to the following data:
1. Benzophenone estrogenicity toxicity structure activity.
2. 4-Methylbenzophenone is used as clear coatings for wood, plastic and metal, overprint varnish.
3. 4-Methylbenzophenone may be used as a reference standard for the determination of the analyte in breakfast cereals, paperboard food packaging and packed milk by various chromatography techniques.

Synthesis Reference(s)

Journal of the American Chemical Society, 82, p. 1223, 1960 DOI: 10.1021/ja01490a047Tetrahedron Letters, 40, p. 3109, 1999 DOI: 10.1016/S0040-4039(99)00476-1Synthesis, p. 776, 1977 DOI: 10.1055/s-1977-24573

General Description

4-Methylbenzophenone is a photo-initiator for printing inks, mainly applied to the cardboard boxes used for packing. It is reported to be a non-genotoxic carcinogen. However, it can contaminate foodstuffs when it comes in contact with the package contents.

Flammability and Explosibility

Notclassified

Safety Profile

Poison by intraperitoneal route. A flammable liquid. When heated to decomposition it emits acrid smoke and irritating fumes.

Purification Methods

Crystallise the ketone from MeOH, Et2O (m 58-59o) or pet ether. The cis-oxime has m 154o(153-156o) (from EtOH), and the trans-oxime has m 114-116o (from pet ether). [Beilstein 7 H 440, 7 III 2127, 7 IV 1403.]

Check Digit Verification of cas no

The CAS Registry Mumber 134-84-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,3 and 4 respectively; the second part has 2 digits, 8 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 134-84:
(5*1)+(4*3)+(3*4)+(2*8)+(1*4)=49
49 % 10 = 9
So 134-84-9 is a valid CAS Registry Number.
InChI:InChI=1/C14H18O/c1-11-7-9-13(10-8-11)14(15)12-5-3-2-4-6-12/h7-10,12H,2-6H2,1H3

134-84-9 Well-known Company Product Price

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  • Alfa Aesar

  • (A15479)  4-Methylbenzophenone, 98%   

  • 134-84-9

  • 50g

  • 550.0CNY

  • Detail
  • Alfa Aesar

  • (A15479)  4-Methylbenzophenone, 98%   

  • 134-84-9

  • 250g

  • 2399.0CNY

  • Detail
  • Alfa Aesar

  • (A15479)  4-Methylbenzophenone, 98%   

  • 134-84-9

  • 500g

  • 4317.0CNY

  • Detail
  • Sigma-Aldrich

  • (00373)  4-Methylbenzophenone  analytical standard

  • 134-84-9

  • 00373-100MG

  • 600.21CNY

  • Detail

134-84-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Methylbenzophenone

1.2 Other means of identification

Product number -
Other names Speedcure MBP

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:134-84-9 SDS

134-84-9Synthetic route

4-methylphenyl(phenyl)methanol
1517-63-1

4-methylphenyl(phenyl)methanol

4-Methylbenzophenone
134-84-9

4-Methylbenzophenone

Conditions
ConditionsYield
With diisopropyl-carbodiimide In toluene at 120℃; for 24h; Inert atmosphere; Sealed tube;100%
With iodic acid In N,N-dimethyl-formamide at 60℃; for 2h; Reagent/catalyst; Temperature; Inert atmosphere;99%
With nickel(II) triflate; cyclohexanone; 1,2-bis-(dicyclohexylphosphino)ethane In toluene at 110℃; for 12h; Schlenk technique;97%
2-phenyl-2-p-tolyl-[1,3]dithiolane
76312-48-6

2-phenyl-2-p-tolyl-[1,3]dithiolane

4-Methylbenzophenone
134-84-9

4-Methylbenzophenone

Conditions
ConditionsYield
With trichloroisocyanuric acid; silver nitrate In water; acetonitrile Ambient temperature;100%
With trimethylsilyl iodide; dimethyl sulfoxide In tetrachloromethane at 75 - 80℃; for 6h;96%
With 2,4,6-triphenylpyrilium perchlorate; oxygen In acetonitrile for 1h; Irradiation;92%
2-(4-methylphenyl)-2-phenyl-1,3-dithiane
89568-79-6

2-(4-methylphenyl)-2-phenyl-1,3-dithiane

4-Methylbenzophenone
134-84-9

4-Methylbenzophenone

Conditions
ConditionsYield
With antimonypentachloride In dichloromethane at 0℃; for 0.166667h;100%
With 2,4,6-triphenylpyrilium perchlorate; oxygen In acetonitrile for 2.5h; Irradiation;95%
With 2,4,6-triphenylpyrilium perchlorate; oxygen In acetonitrile for 2.5h; Product distribution; Irradiation; diff. reagent; diff. time; further 1,3-dithianes and 1,3-dithiolanes;95%
Stage #1: 2-(4-methylphenyl)-2-phenyl-1,3-dithiane With chloro-trimethyl-silane; sodium iodide In acetonitrile at 60℃; for 48h;
Stage #2: With water In acetonitrile for 0.0833333h;
54%
(4-bromophenyl)(phenyl)methanone
90-90-4

(4-bromophenyl)(phenyl)methanone

[(CH3)2Ga(μ-O-CH2CH2-OCH3)]2

[(CH3)2Ga(μ-O-CH2CH2-OCH3)]2

4-Methylbenzophenone
134-84-9

4-Methylbenzophenone

Conditions
ConditionsYield
With tetrakis(triphenylphosphine)palladium dichloride In benzene at 85℃; for 3h;100%
benzoyl chloride
98-88-4

benzoyl chloride

toluene
108-88-3

toluene

4-Methylbenzophenone
134-84-9

4-Methylbenzophenone

Conditions
ConditionsYield
With zinc at 71 - 73℃; for 0.00555556h; Friedel-Crafts acylation; microwave irradiation;99%
With copper(II) ferrite In neat (no solvent) at 80℃; for 18h; Friedel-Crafts Acylation;98%
With polystyrene supported aluminium triflate at 20℃; for 1.2h; Friedel-Crafts acylation; Neat (no solvent); regioselective reaction;96%
4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

benzoic acid
65-85-0

benzoic acid

4-Methylbenzophenone
134-84-9

4-Methylbenzophenone

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); water; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline In N,N-dimethyl-formamide at 60℃; for 15h; Inert atmosphere;99%
With P(p-CH3OC6H4)3; water; dimethyl dicarbonate; palladium diacetate In tetrahydrofuran at 50℃; for 16h;87%
dihydroxy-methyl-borane
13061-96-6

dihydroxy-methyl-borane

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

4-Methylbenzophenone
134-84-9

4-Methylbenzophenone

Conditions
ConditionsYield
With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); 3-(dicyclohexylphosphino)-2-(2,6-dimethoxyphenyl)-1-methyl-1H-indole In 1,4-dioxane at 100℃; for 6h; Suzuki-Miyaura Coupling; Schlenk technique; Sealed tube; Inert atmosphere;99%
1-phenyl-1-p-tolyl-ethylene
948-55-0

1-phenyl-1-p-tolyl-ethylene

4-Methylbenzophenone
134-84-9

4-Methylbenzophenone

Conditions
ConditionsYield
With oxygen at 110℃; for 8h; Schlenk technique; Green chemistry;98%
With oxygen at 110℃; for 8h; Sealed tube;97.8%
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at -78 - 20℃; for 1.83333h; Inert atmosphere;87%
4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

benzoic acid anhydride
93-97-0

benzoic acid anhydride

4-Methylbenzophenone
134-84-9

4-Methylbenzophenone

Conditions
ConditionsYield
With [Pd(η(5)-C5H5)Fe(η(5)-C5H3-C(CH3)=N-C6H4-4-CH3)Cl(P(C6H5)3)]; potassium carbonate In 1,4-dioxane at 110℃; for 12h; Inert atmosphere;98%
With PEG200; sodium carbonate; palladium diacetate at 60℃; for 2h; Suzuki reaction;97%
With sodium dodecyl-sulfate; potassium carbonate; palladium dichloride In water at 60℃; for 6h;88%
iodobenzene
591-50-4

iodobenzene

carbon monoxide
201230-82-2

carbon monoxide

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

4-Methylbenzophenone
134-84-9

4-Methylbenzophenone

Conditions
ConditionsYield
With (3aS,7aS)-1,3-di-o-tolyl-octahydro-benzoimidazole-2-thione; palladium diacetate In tetrahydrofuran at 50℃; for 10h; Suzuki reaction;98%
With tris-(dibenzylideneacetone)dipalladium(0); potassium carbonate In methoxybenzene at 100℃; under 760.051 Torr; for 20h; Suzuki carbonylative coupling; chemoselective reaction;98%
With palladium diacetate; sodium carbonate In water at 100℃; under 760.051 Torr; for 7h; Suzuki Coupling; Sealed tube; Autoclave; Green chemistry;90%
sodium tetraphenyl borate
143-66-8

sodium tetraphenyl borate

para-methylbenzonitrile
104-85-8

para-methylbenzonitrile

4-Methylbenzophenone
134-84-9

4-Methylbenzophenone

Conditions
ConditionsYield
With [1-(2,4,6-trimethylbenzyl)-3-(isopropyl)]-benzimidazolin-2-ylidene-[(1,2,5,6-η4)-1,5-cyclooctadiene]chlororhodium(I); water In o-xylene at 120℃; for 1h; Reagent/catalyst; Inert atmosphere; Schlenk technique;98%
With 1,3-bis-(diphenylphosphino)propane; water; 1,1'-(1,2-ethanediyl)bisbenzene; chloro(1,5-cyclooctadiene)rhodium(I) dimer In o-xylene at 120℃;
1-(benzoyl)piperidine-2,6-dione

1-(benzoyl)piperidine-2,6-dione

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

4-Methylbenzophenone
134-84-9

4-Methylbenzophenone

Conditions
ConditionsYield
With (3-phenylallyl)(chloro)-[1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene]palladium(II); potassium carbonate In tetrahydrofuran at 60℃; for 15h; Reagent/catalyst; Temperature; Solvent; Suzuki-Miyaura Coupling;98%
With [Pd(1,3-bis (2,6-di-iso-propylphenyl)imiazol-2-ylidene)(cinnamyl)Cl]; water; potassium carbonate In tetrahydrofuran at 60℃; for 15h; Catalytic behavior; Reagent/catalyst; Temperature; Suzuki-Miyaura Coupling; Inert atmosphere;98%
With (3-phenylallyl)(chloro)-[1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene]palladium(II); potassium carbonate In tetrahydrofuran at 60℃; for 15h; Catalytic behavior; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique;98%
4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

N-(methylsulfonyl)-N-phenylbenzamide
73153-44-3

N-(methylsulfonyl)-N-phenylbenzamide

4-Methylbenzophenone
134-84-9

4-Methylbenzophenone

Conditions
ConditionsYield
With (bis(tricyclohexyl)phosphine)palladium(II) dichloride; boric acid; potassium carbonate In tetrahydrofuran at 20 - 120℃; for 15h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique;98%
With tris-(dibenzylideneacetone)dipalladium(0); sodium carbonate; tricyclohexylphosphine tetrafluoroborate In 1,4-dioxane at 120℃; for 15h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique; chemoselective reaction;97%
4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

N,N-di(tert-butyloxycarbonyl) benzamide
135364-97-5

N,N-di(tert-butyloxycarbonyl) benzamide

4-Methylbenzophenone
134-84-9

4-Methylbenzophenone

Conditions
ConditionsYield
With (3-phenylallyl)(chloro)-[1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene]palladium(II); water; potassium carbonate In 2-methyltetrahydrofuran at 23℃; for 15h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique; Green chemistry; chemoselective reaction;98%
With potassium fluoride; (3-phenylallyl)(chloro)-[1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene]palladium(II) In water; toluene at 23℃; for 15h; Catalytic behavior; Temperature; Reagent/catalyst; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique;94%
With boric acid; palladium diacetate; potassium carbonate; triethylamine; tricyclohexylphosphine tetrafluoroborate In tetrahydrofuran at 110℃; for 15h; Suzuki-Miyaura Coupling;94%
N-acetyl-N-phenylbenzamide
3027-03-0

N-acetyl-N-phenylbenzamide

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

4-Methylbenzophenone
134-84-9

4-Methylbenzophenone

Conditions
ConditionsYield
With C18H33P*BF3*FH; boric acid; palladium diacetate; potassium carbonate In toluene at 60℃; for 15h; Catalytic behavior; Reagent/catalyst; Solvent; Suzuki-Miyaura Coupling; chemoselective reaction;98%
3-(4-methylbenzoyl)-5,5-dimethylhydantoin

3-(4-methylbenzoyl)-5,5-dimethylhydantoin

phenylboronic acid
98-80-6

phenylboronic acid

4-Methylbenzophenone
134-84-9

4-Methylbenzophenone

Conditions
ConditionsYield
With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride; potassium carbonate In 1,4-dioxane at 80℃; for 15h; Reagent/catalyst; Temperature; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique;98%
With allylchloro[1,3-bis(2,6-di-isopropylphenyl)imidazol-2-ylidine]palladium(II); potassium carbonate In 1,4-dioxane at 110℃; for 15h; Suzuki-Miyaura Coupling; Sealed tube; Inert atmosphere;85%
4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

C19H21NO5S

C19H21NO5S

4-Methylbenzophenone
134-84-9

4-Methylbenzophenone

Conditions
ConditionsYield
With boric acid; palladium diacetate; potassium carbonate; tricyclohexylphosphine tetrafluoroborate In 1,4-dioxane at 120℃; for 15h; Inert atmosphere;98%
4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

C16H15NO4S

C16H15NO4S

4-Methylbenzophenone
134-84-9

4-Methylbenzophenone

Conditions
ConditionsYield
With boric acid; palladium diacetate; potassium carbonate; tricyclohexylphosphine tetrafluoroborate In 1,4-dioxane at 120℃; for 15h; Inert atmosphere;98%
N-methoxy-N-methylbenzamide
6919-61-5

N-methoxy-N-methylbenzamide

para-methylphenylmagnesium bromide
4294-57-9

para-methylphenylmagnesium bromide

4-Methylbenzophenone
134-84-9

4-Methylbenzophenone

Conditions
ConditionsYield
In tetrahydrofuran at 0℃; for 0.5h; Temperature; Solvent; Inert atmosphere; Schlenk technique; chemoselective reaction;98%
4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

8-benzoyl-8-azaspiro[4.5]decane-7,9-dione

8-benzoyl-8-azaspiro[4.5]decane-7,9-dione

4-Methylbenzophenone
134-84-9

4-Methylbenzophenone

Conditions
ConditionsYield
With (3-phenylallyl)(chloro)-[1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene]palladium(II); potassium carbonate In tetrahydrofuran at 60℃; for 15h; Catalytic behavior; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique;98%
4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

3-benzoyl-3-azaspiro[5.5]undecane-2,4-dione

3-benzoyl-3-azaspiro[5.5]undecane-2,4-dione

4-Methylbenzophenone
134-84-9

4-Methylbenzophenone

Conditions
ConditionsYield
With (3-phenylallyl)(chloro)-[1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene]palladium(II); potassium carbonate In tetrahydrofuran at 60℃; for 15h; Catalytic behavior; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique;98%
4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

1-benzoyl-4-phenylpiperidine-2,6-dione

1-benzoyl-4-phenylpiperidine-2,6-dione

4-Methylbenzophenone
134-84-9

4-Methylbenzophenone

Conditions
ConditionsYield
With (3-phenylallyl)(chloro)-[1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene]palladium(II); potassium carbonate In tetrahydrofuran at 60℃; for 15h; Catalytic behavior; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique;98%
4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

2-benzoyl-1H-benzo[de]isoquinoline-1,3(2H)-dione

2-benzoyl-1H-benzo[de]isoquinoline-1,3(2H)-dione

4-Methylbenzophenone
134-84-9

4-Methylbenzophenone

Conditions
ConditionsYield
With (3-phenylallyl)(chloro)-[1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene]palladium(II); potassium carbonate In tetrahydrofuran at 60℃; for 15h; Catalytic behavior; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique;98%
4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

1-benzoyl-4,4-dimethylpiperidine-2,6-dione

1-benzoyl-4,4-dimethylpiperidine-2,6-dione

4-Methylbenzophenone
134-84-9

4-Methylbenzophenone

Conditions
ConditionsYield
With (3-phenylallyl)(chloro)-[1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene]palladium(II); potassium carbonate In tetrahydrofuran at 60℃; for 15h; Catalytic behavior; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique;98%
N,N-di(tert-butyloxycarbonyl) benzamide
135364-97-5

N,N-di(tert-butyloxycarbonyl) benzamide

p-tolylboronic pinacol ester
195062-57-8

p-tolylboronic pinacol ester

4-Methylbenzophenone
134-84-9

4-Methylbenzophenone

Conditions
ConditionsYield
With (3-phenylallyl)(chloro)-[1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene]palladium(II); potassium carbonate In tetrahydrofuran; water at 23℃; for 16h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Schlenk technique; Inert atmosphere;98%
1-methyl-4-(phenylmethyl)benzene
620-83-7

1-methyl-4-(phenylmethyl)benzene

4-Methylbenzophenone
134-84-9

4-Methylbenzophenone

Conditions
ConditionsYield
With tert.-butylnitrite; oxygen; acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone In 1,1,2,2-tetrachloroethane at 130℃; for 8h; Autoclave;97%
With 18-crown-6 ether; potassium tert-butylate; oxygen In N,N-dimethyl-formamide at 0 - 20℃; for 3h; Inert atmosphere;95%
With tert.-butylhydroperoxide; C40H48AuN4(1+)*BF4(1-) In pyridine at 90℃; for 18h;95%
(4-methylphenyl)phenylmethanone oxime
38032-15-4

(4-methylphenyl)phenylmethanone oxime

4-Methylbenzophenone
134-84-9

4-Methylbenzophenone

Conditions
ConditionsYield
With sodium nitrite In water; acetonitrile at 40℃; for 0.416667h;97%
With periodic acid at 20℃; for 0.3h;94%
With Iron(III) nitrate nonahydrate; oxygen In toluene at 37℃; under 760.051 Torr; for 1.5h; Schlenk technique; Green chemistry;92%
With perchloric acid; N-chloro-3-methyl-2,6-diphenylpiperidin-4-one In ethanol; water for 3h;72%
With manganese triacetate In acetic acid at 28℃; Rate constant;
triphenylbismuthane
603-33-8

triphenylbismuthane

4-methyl-benzoyl chloride
874-60-2

4-methyl-benzoyl chloride

4-Methylbenzophenone
134-84-9

4-Methylbenzophenone

Conditions
ConditionsYield
With triethylamine; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 80℃; for 3h;97%
With tributyl-amine In 1-methyl-pyrrolidin-2-one at 80℃; for 3h; Schlenk technique; Inert atmosphere;92%
With triethylamine; triphenylphosphine; palladium dichloride In 1,4-dioxane at 80℃; for 4h;90%
With palladium 10% on activated carbon; triethylamine; triphenylphosphine In tetrahydrofuran at 80℃; for 3h; Inert atmosphere;90%
para-bromotoluene
106-38-7

para-bromotoluene

phenylglyoxylic acid potassium salt
63468-90-6

phenylglyoxylic acid potassium salt

4-Methylbenzophenone
134-84-9

4-Methylbenzophenone

Conditions
ConditionsYield
Stage #1: para-bromotoluene; phenylglyoxylic acid potassium salt With 1,1'-bis-(diphenylphosphino)ferrocene; 1,10-Phenanthroline; palladium(II) hexafluoroacetylacetonate; cyclohexylamine; copper(I) bromide In quinoline at 100℃; for 10h; Inert atmosphere; Molecular sieve;
Stage #2: With hydrogenchloride In tetrahydrofuran; quinoline; water at 80℃; for 1h; Inert atmosphere;
97%
With quinoline; 1,10-Phenanthroline; tris-(o-tolyl)phosphine; copper(I) bromide In 1-methyl-pyrrolidin-2-one at 170℃; for 16h;83%
With 1,10-Phenanthroline; tris-(o-tolyl)phosphine; copper(I) bromide; palladium(II) hexafluoroacetylacetonate In 1-methyl-pyrrolidin-2-one; quinoline at 170℃; for 16h; Reflux;83%
With copper(I) oxide; palladium(II) acetylacetonate; copper(l) iodide; 1,10-Phenanthroline In 1-methyl-pyrrolidin-2-one; quinoline at 50 - 190℃; for 0.25h; Inert atmosphere; Microwave irradiation;83%
4-Methylbenzophenone
134-84-9

4-Methylbenzophenone

(4-(azidomethyl)phenyl)(phenyl)methanone
94341-52-3

(4-(azidomethyl)phenyl)(phenyl)methanone

Conditions
ConditionsYield
With sodium azide In N,N-dimethyl-formamide at 20℃; for 4.5h;100%
Multi-step reaction with 2 steps
1: N-Bromosuccinimide / tetrachloromethane / 3 h / Inert atmosphere; Reflux; IR irradiation
2: sodium azide / water; acetone / 1 h / Cooling with ice
View Scheme
Multi-step reaction with 2 steps
1: dibenzoyl peroxide; N-Bromosuccinimide / tetrachloromethane / 24 h / 85 °C
2: sodium azide / acetone; water / 3 h / 60 °C
View Scheme
Multi-step reaction with 2 steps
1: dibenzoyl peroxide; N-Bromosuccinimide / tetrachloromethane / 24 h / 85 °C
2: sodium azide / acetone; water / 3 h / 60 °C
View Scheme
4-Methylbenzophenone
134-84-9

4-Methylbenzophenone

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

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

2-(1-(4-methylphenyl)-1-phenylmethoxy)pinacolborane
1416718-99-4

2-(1-(4-methylphenyl)-1-phenylmethoxy)pinacolborane

Conditions
ConditionsYield
With C37H76N6Si6Th In benzene-d6 at 25℃; for 0.166667h; Catalytic behavior; Glovebox; Sealed tube; Schlenk technique; chemoselective reaction;100%
With titanocene bis(catecholborane) In toluene; pentane at 20℃; for 2h; Inert atmosphere; Schlenk technique; Glovebox;69%
With tris[N,N-bis(trimethylsilyl)amide]lanthanum(III) In benzene-d6 at 25℃; for 0.25h;> 99 %Spectr.
With C48H57HfN3 In benzene-d6 at 25℃; for 0.25h; Reagent/catalyst; Glovebox;99 %Spectr.
4-Methylbenzophenone
134-84-9

4-Methylbenzophenone

4-methylphenyl(phenyl)methanol
1517-63-1

4-methylphenyl(phenyl)methanol

Conditions
ConditionsYield
Stage #1: 4-Methylbenzophenone With (R)-((4,4’-bi-1,3-benzodioxole)-5,5’-diyl)bis(bis(3,5-di-t-butyl-4-methoxyphenyl))phosphine; polymethylhydrosiloxane; copper(l) chloride; sodium t-butanolate In toluene at 0℃; for 0.5h; Inert atmosphere;
Stage #2: With sodium hydroxide; water In ethyl acetate; toluene for 1h; Inert atmosphere;
99%
With C33H39Cl2IrOP2; isopropyl alcohol; sodium t-butanolate at 82℃; for 0.5h; air;98%
With ethanol; (ethylenebis(bicyclohexylphosphane))Ni(cis,cis-1,5-cyclooctadiene) In neat (no solvent) at 130℃; for 36h; Catalytic behavior;98%
trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

4-Methylbenzophenone
134-84-9

4-Methylbenzophenone

4-Methylbenzophenone O-trimethylsilylcyanohydrin

4-Methylbenzophenone O-trimethylsilylcyanohydrin

Conditions
ConditionsYield
With KNdF4 for 0.0666667h; Irradiation;99%
With zinc(II) iodide In dichloromethane at 50℃; for 12h;76%
With lithium perchlorate In diethyl ether at 20℃; for 8h;61%
1.3-propanedithiol
109-80-8

1.3-propanedithiol

4-Methylbenzophenone
134-84-9

4-Methylbenzophenone

2-(4-methylphenyl)-2-phenyl-1,3-dithiane
89568-79-6

2-(4-methylphenyl)-2-phenyl-1,3-dithiane

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 20℃; Inert atmosphere;99%
With P-benzyltriphenylphosphonium tribromide at 20℃; for 1.3h;93%
With boron trifluoride diethyl etherate; sodium sulfate In chloroform at 0 - 20℃; Inert atmosphere;
With boron trifluoride diethyl etherate In dichloromethane at 20℃;
4-Methylbenzophenone
134-84-9

4-Methylbenzophenone

trimethylsulphonium iodide
2181-42-2

trimethylsulphonium iodide

2-(4-methylphenyl)-2-phenyloxirane
80909-79-1

2-(4-methylphenyl)-2-phenyloxirane

Conditions
ConditionsYield
With potassium hydroxide In tert-butyl alcohol at 40 - 50℃; for 12h; Corey-Chaykovsky epoxidation;99%
4-Methylbenzophenone
134-84-9

4-Methylbenzophenone

1-methyl-4-(phenylmethyl)benzene
620-83-7

1-methyl-4-(phenylmethyl)benzene

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol at 20℃; for 48h;98%
With palladium 10% on activated carbon; water; hydrazine hydrate In ethanol at 100℃; for 24h; Reagent/catalyst;97%
With palladium on carbon; hydrogen In methanol at 20℃; for 16h;95%
4-Methylbenzophenone
134-84-9

4-Methylbenzophenone

ethane-1,2-dithiol
540-63-6

ethane-1,2-dithiol

2-phenyl-2-p-tolyl-[1,3]dithiolane
76312-48-6

2-phenyl-2-p-tolyl-[1,3]dithiolane

Conditions
ConditionsYield
With silica gel; toluene-4-sulfonic acid In dichloromethane for 72h; Heating;98%
With P-benzyltriphenylphosphonium tribromide at 20℃; for 1.3h;93%
With P-benzyltriphenylphosphonium tribromide In dichloromethane at 20℃; for 15h;90%
Nafion-H In benzene Heating;85%
4-Methylbenzophenone
134-84-9

4-Methylbenzophenone

ethyl acetoacetate
141-97-9

ethyl acetoacetate

malononitrile
109-77-3

malononitrile

6-amino-2,4-dihydro-3-methyl-4-phenyl-4-p-tolylpyrano[2,3-c]pyrazole-5-carbonitrile
1235990-73-4

6-amino-2,4-dihydro-3-methyl-4-phenyl-4-p-tolylpyrano[2,3-c]pyrazole-5-carbonitrile

Conditions
ConditionsYield
With hydrazine hydrate; heptakis(6-amino-6-deoxy)-β-cyclodextrin at 20℃; for 0.0166667h; Neat (no solvent);98%

134-84-9Related news

Analysis of benzophenone and 4-Methylbenzophenone (cas 134-84-9) in breakfast cereals using ultrasonic extraction in combination with gas chromatography–tandem mass spectrometry (GC–MSn)09/29/2019

Benzophenone (BP) and 4-methylbenzophenone (4MBP) are photo-initiators that are generally used to cure ink on carton boards.In this contribution, a fast and reliable method for the determination of BP and 4MBP in breakfast cereals is described. The sample was extracted ultrasonically using a mix...detailed

A one-component photoinitiator based on 4-Methylbenzophenone (cas 134-84-9) and morpholine10/01/2019

4-Benzoylbenzyl-3-morpholinopropanoate was synthesized, characterized and used as a one-component photoinitiator of Type II. Real-time near-IR spectroscopy was used to study the kinetics of conversion of double bonds of monomers vs. irradiation time. In this initiator, the radicals could be gene...detailed

134-84-9Relevant articles and documents

-

Denney et al.

, p. 46,50 (1964)

-

Brown,Jensen

, p. 2296,2297 (1958)

The Most Twisted Acyclic Amides: Structures and Reactivity

Liu, Chengwei,Shi, Shicheng,Liu, Yongmei,Liu, Ruzhang,Lalancette, Roger,Szostak, Roman,Szostak, Michal

, p. 7771 - 7774 (2018)

The synthesis, crystal structures, and reactivity of the most twisted acyclic amides described to date are reported. Substitution at the nitrogen atom in simple benzamides with Ts and acyl or carbamate groups provides a unique way to achieve almost perpendicular twist in N-acyclic amides (= 77°, N = Ac; = 87°, N = Boc). The overlap between the Nlp and CO π? orbital is disrupted due to geometrical constraints around the N-substituents. The perpendicular acyclic twisted amides represent a transition state mimic of cis-trans peptide isomerization thus far only accessible by excessively twisted bridged lactams.

A Simple and Effective Method for Catalytic Oxidation of Alcohols Using the Oxone/Bu4NHSO4 Oxidation System

An, X. Q.,Kang, M.,Ma, H. C.,Yang, Y. X.,Yang, Z. W.,Zeng, W.

, p. 521 - 523 (2020)

Abstract: A simple and efficient procedure is reported for the oxidation of alcohols tocarbonyl compounds with Oxone (potassium peroxymonosulfate) in the presence oftetrabutylammonium hydrogen sulfate as catalyst with excellent conversion andhigh selectivity using chloroform as solvent at room temperature. The efficiencyof several phase-transfer catalysts in the oxidation of benzyl alcohols andbenzydrol was studied. The proposed catalytic system was also evaluated in theoxidation of alcohols in water at room temperature.

-

White et al.

, p. 3613 (1961)

-

Brown,Marino

, p. 3308 (1959)

Direct Formation and Subsequent Substitution of Remote Ketone-Functionalized Organocopper Reagents

Ebert, Greg W.,Klein, Walter R.

, p. 4744 - 4747 (1991)

Remote ketone-functionalized aryl- and alkylcopper reagents have been synthesized by the use of a highly activated form of zero-valent copper. 5-Bromo-2-pentanone and 4-iodobenzophenone undergo oxidative addition with activated copper to form 5-cuprio-2-pentanone and 4-cupriobenzophenone, respectively.These, in turn, can be cross-coupled with alkyl halides to produce the corresponding alkylated ketones and with acid chlorides to form the corresponding diketones.By use of this methodology, a two-step, one-pot synthesis of methyl (E)-9-oxo-2-decenoate and 8-nonen-2-one have been achieved.The former compound is the methyl ester of the "queen substance" of the honey bee, and the latter is part of an "attractant mixture" for cheese mites found in cheddar cheese.These syntheses were accomplished by converting commercially available 6-bromo-2-hexanone to 6-cuprio-2-hexanone followed by cross-coupling with commercially available methyl 4-bromocrotonate and allyl bromide, respectively.

IPr# - highly hindered, broadly applicable N-heterocyclic carbenes

Flach, Carol,Lalancette, Roger,Li, Guangchen,Mendelsohn, Richard,Meng, Guangrong,Szostak, Michal,Szostak, Roman,Zhao, Qun

, p. 10583 - 10589 (2021)

IPr (IPr = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene) represents the most important NHC (NHC = N-heterocyclic carbene) ligand throughout the field of homogeneous catalysis. Herein, we report the synthesis, catalytic activity, and full structural and electronic characterization of novel, sterically-bulky, easily-accessible NHC ligands based on the hash peralkylation concept, including IPr#, Np# and BIAN-IPr#. The new ligands have been commercialized in collaboration with Millipore Sigma: IPr#HCl, 915653; Np#HCl; 915912; BIAN-IPr#HCl, 916420, enabling broad access of the academic and industrial researchers to new ligands for reaction optimization and screening. In particular, the synthesis of IPr# hinges upon cost-effective, modular alkylation of aniline, an industrial chemical that is available in bulk. The generality of this approach in ligand design is demonstrated through facile synthesis of BIAN-IPr# and Np#, two ligands that differ in steric properties and N-wingtip arrangement. The broad activity in various cross-coupling reactions in an array of N-C, O-C, C-Cl, C-Br, C-S and C-H bond cross-couplings is demonstrated. The evaluation of steric, electron-donating and π-accepting properties as well as coordination chemistry to Au(i), Rh(i) and Pd(ii) is presented. Given the tremendous importance of NHC ligands in homogenous catalysis, we expect that this new class of NHCs will find rapid and widespread application.

Palladium-NHC (NHC = N-heterocyclic Carbene)-Catalyzed Suzuki-Miyaura Cross-Coupling of Alkyl Amides

Wang, Chang-An,Rahman, Md. Mahbubur,Bisz, Elwira,Dziuk, B?az?ej,Szostak, Roman,Szostak, Michal

, p. 2426 - 2433 (2022/02/17)

We report the Pd-catalyzed Suzuki-Miyaura cross-coupling of aliphatic amides. Although tremendous advances have been made in the cross-coupling of aromatic amides, C-C bond formation from aliphatic amides by selective N-C(O) cleavage has remained a major challenge. This longstanding problem in Pd catalysis has been addressed herein by a combination of (1) the discovery of N,N-pym/Boc amides as a class of readily accessible amide-based reagents for cross-coupling and (2) steric tuning of well-defined Pd(II)-NHC catalysts for cross-coupling. The methodology is effective for the cross-coupling of an array of 3°, 2°, and 1° aliphatic amide derivatives. The catalyst system is user-friendly, since the catalysts are readily available and are air- and bench-stable. Mechanistic studies strongly support an amide bond twist and external nN → π*C═O/Ar delocalization as a unified enabling feature of N,N-pym/Boc amides in selective N-C(O) bond activation. The method provides a rare example of Pd-NHC-catalyzed cross-coupling of aliphatic acyl amide electrophiles.

Chemoselective and ligand-free aerobic oxidation of benzylic alcohols to carbonyl compounds using alumina-supported mesoporous nickel nanoparticle as an efficient recyclable heterogeneous catalyst

Das, Asit Kumar,Nandy, Sneha,Bhar, Sanjay

, (2021/05/10)

An economically efficient and operationally simple ligand-free protocol for the chemoselective oxidation of benzylic alcohols to carbonyl compounds has been developed using alumina-supported nickel nanoparticles as a stable recyclable heterogeneous catalyst along with potassium tert-butoxide in the presence of aerial oxygen as an eco-friendly oxidant. The aliphatic alcohols remained unaffected under the present condition. Excellent chemoselectivity has also been demonstrated through intermolecular and intramolecular competition experiments. This protocol accommodates a diverse range of substituents with the tolerance of various sensitive moieties during the reaction. The catalyst could be recovered by filtration and reused consecutively without any significant loss in the catalytic activity. Moreover, the heterogeneity of the catalyst has also been established by the “hot filtration method (Sheldon's test)”.

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