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Cas No: 120-51-4
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120-51-4 Usage

References

https://www.drugbank.ca/drugs/DB00676
https://en.wikipedia.org/wiki/Benzyl_benzoate

Uses

Benzyl Benzoate has seen use as an insecticide, as well as a solvent for various chemical reactions.

Uses

antiarteriosclerotic, hypolipaemic, hepatoprotectant

Uses

As solvent of cellulose acetate, nitrocellulose and artificial musk; substitute for camphor in celluloid and plastic pyroxylin Compounds; perfume fixative; in confectionery and chewing gum flavors.

Chemical Properties

Colourless oily liquid with pleasant aromatic odour

Description

Benzyl benzoate (BnBzO) is a mediation and insect repellent. It is one of the older preparation used to treat scabies which is a skin infections caused by the mite scarcoptes scabiei since it is lethal to the mite. It is capable of killing the mite in 5 minutes. It can also be used for the treatment of lice infestation of the head and the body. Its mechanism of action is through exerting toxic effect on the nervous system of the insects, further causing its death. It is also toxic to mite ova through an unknown mechanism. It can also be used as a repellent for chiggers, ticks, and mosquitoes as well as a dye carrier, solvent of cellulose derivatives, plasticizer, and a fixative.

Uses

Used to kill lice and the mites responsible for the skin condition scabies.

Contact allergens

Benzyl benzoate is the ester of benzyl alcohol and benzoic acid. It is contained in Myroxylon pereirae and Tolu balsam. It is used in acaricide preparations against Sarcoptes scabiei or as a pediculicide. Direct contact may cause skin irritation, but rarely allergic contact dermatitis. As a fragrance allergen, benzyl benzoate has to be mentioned by name in EU cosmetics.

Brand name

Pharmaceutic necessity for Dimercaprol [Injection]. Benylate (Sterling Winthrop).
InChI:InChI=1/C14H12O2/c15-14(13-9-5-2-6-10-13)16-11-12-7-3-1-4-8-12/h1-10H,11H2

120-51-4 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
USP (1062008)  Benzylbenzoate  United States Pharmacopeia (USP) Reference Standard 120-51-4 1062008-5G 4,662.45CNY Detail
Sigma-Aldrich (PHR1213)  Benzylbenzoate  pharmaceutical secondary standard; traceable to USP 120-51-4 PHR1213-5G 732.19CNY Detail
Sigma-Aldrich (68183)  Benzylbenzoate  analytical standard 120-51-4 68183-1ML 329.94CNY Detail
Sigma-Aldrich (55177)  Benzylbenzoate  certified reference material, TraceCERT® 120-51-4 55177-1G 1,498.77CNY Detail
Alfa Aesar (L03258)  Benzyl benzoate, 99+%    120-51-4 2500g 969.0CNY Detail
Alfa Aesar (L03258)  Benzyl benzoate, 99+%    120-51-4 1000g 421.0CNY Detail
Alfa Aesar (L03258)  Benzyl benzoate, 99+%    120-51-4 250g 214.0CNY Detail

120-51-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name benzyl benzoate

1.2 Other means of identification

Product number -
Other names Scobenol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
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:120-51-4 SDS

120-51-4Synthetic route

benzaldehyde
100-52-7

benzaldehyde

benzoic acid benzyl ester
120-51-4

benzoic acid benzyl ester

Conditions
ConditionsYield
With [(ImDippN)Th{N(SiMe3)2}3] In benzene-d6 at 20℃; for 24h; Reagent/catalyst; Time;100%
With lithium In hexane at 20℃; for 96h; Product distribution; Mechanism; Rate constant; concn. of title compd., reaction time varied; reaction at metal surface;99%
With bis(1,5-cyclooctadiene)nickel(0); 1,3-bis-(2,6-diisopropylphenyl)-4,5-dichloroimidazol-2-ylidene In toluene at 23 - 60℃; Tishchenko reaction; Inert atmosphere;99%
benzoyl chloride
98-88-4

benzoyl chloride

benzyl alcohol
100-51-6

benzyl alcohol

benzoic acid benzyl ester
120-51-4

benzoic acid benzyl ester

Conditions
ConditionsYield
With bifunctional polymer In toluene at 20℃; for 6h;100%
Stage #1: benzoyl chloride; benzyl alcohol In dichloromethane at 20℃;
Stage #2: With poly{trans-bicyclo[2.2.1]hept-5-ene-2,3-di(chlorocarbonyl)} In dichloromethane Heating;
95%
With triethylamine94%
benzoic acid
65-85-0

benzoic acid

benzyl alcohol
100-51-6

benzyl alcohol

benzoic acid benzyl ester
120-51-4

benzoic acid benzyl ester

Conditions
ConditionsYield
With cyanomethylenetributyl-phosphorane In benzene at 100℃; for 24h;100%
With TiO(acac)2 In xylene for 15h; Heating;100%
With fluorosulfonyl fluoride; N-ethyl-N,N-diisopropylamine In 1,2-dichloro-ethane at 20℃; for 5h;99%
benzoic acid methyl ester
93-58-3

benzoic acid methyl ester

benzyl alcohol
100-51-6

benzyl alcohol

benzoic acid benzyl ester
120-51-4

benzoic acid benzyl ester

Conditions
ConditionsYield
With 1,3-bis(3,5-bis(trifluoro-ethyl)phenyl)thiourea; 4-pyrrolidin-1-ylpyridine In octane for 24h; Reflux;100%
With dilithium tetra(tert-butyl)zincate at 0℃; for 1h; Temperature; Inert atmosphere;100%
With lanthanum(III) isopropoxide; 2-(2-methoxyethoxy)ethyl alcohol In hexane Reflux; chemoselective reaction;97%
benzoic acid anhydride
93-97-0

benzoic acid anhydride

benzyl alcohol
100-51-6

benzyl alcohol

benzoic acid benzyl ester
120-51-4

benzoic acid benzyl ester

Conditions
ConditionsYield
erbium(III) triflate In acetonitrile at 50℃; for 0.833333h;100%
With bismuth(lll) trifluoromethanesulfonate In acetonitrile for 0.5h; Heating;98%
With tris(pentafluorophenyl)borate In neat (no solvent) at 20℃; for 0.166667h; Green chemistry;95%
benzyl chloride
100-44-7

benzyl chloride

benzoic acid
65-85-0

benzoic acid

benzoic acid benzyl ester
120-51-4

benzoic acid benzyl ester

Conditions
ConditionsYield
With triethylamine at 90℃; for 2h; Reagent/catalyst; Solvent; Ionic liquid;100%
With triethylamine for 1h; Heating; Inert atmosphere; Ionic liquid;99%
With caesium carbonate In acetonitrile for 0.5h; Heating;90%
benzoic acid ethyl ester
93-89-0

benzoic acid ethyl ester

benzyl alcohol
100-51-6

benzyl alcohol

benzoic acid benzyl ester
120-51-4

benzoic acid benzyl ester

Conditions
ConditionsYield
[Cl(C6F13C2H4)2SnOSn(C2H4C6F13)2Cl]2 In toluene at 150℃; for 16h;100%
With 1,3-bis(2,6-diisopropylphenyl)imidazolylium-2-carboxylate at 120℃; for 3h; Inert atmosphere;97%
With 1,3-bis(2,6-diisopropylphenyl)imidazolylium-2-carboxylate at 120℃; for 3h; Reagent/catalyst; Concentration; Inert atmosphere; Schlenk technique;97%
With C16H25N3O2S In n-heptane for 48h; Reflux; Molecular sieve; Inert atmosphere;92%
S-pyridin-2-yl benzenecarbothioate
10002-30-9

S-pyridin-2-yl benzenecarbothioate

benzyl alcohol
100-51-6

benzyl alcohol

benzoic acid benzyl ester
120-51-4

benzoic acid benzyl ester

Conditions
ConditionsYield
tributylphosphine In dichloromethane at 20℃;100%
(PPh3)3CoH(N2)
21373-88-6, 16920-54-0

(PPh3)3CoH(N2)

2,2,2-trifluoroethyl benzoate
1579-72-2

2,2,2-trifluoroethyl benzoate

A

(trifluoroethoxo)tris(triphenylphosphine)cobalt(I)
99668-73-2

(trifluoroethoxo)tris(triphenylphosphine)cobalt(I)

B

benzoic acid benzyl ester
120-51-4

benzoic acid benzyl ester

C

nitrogen
7727-37-9

nitrogen

D

hydrogen
1333-74-0

hydrogen

E

benzene
71-43-2

benzene

Conditions
ConditionsYield
In toluene PhCOOCH2CF3 added to toluene soln. of CoH(N2)(PPh3)3, evacuated, stirred at 20°C for 2 days;A n/a
B 28%
C 100%
D 17%
E 32%
Potassium benzoate
582-25-2

Potassium benzoate

benzyldiphenylsulfonium tetrafluoroborate

benzyldiphenylsulfonium tetrafluoroborate

benzoic acid benzyl ester
120-51-4

benzoic acid benzyl ester

Conditions
ConditionsYield
In acetonitrile at 20℃; for 7h;99%
benzyl bromide
100-39-0

benzyl bromide

benzoic acid
65-85-0

benzoic acid

benzoic acid benzyl ester
120-51-4

benzoic acid benzyl ester

Conditions
ConditionsYield
With potassium fluoride; tetra(n-butyl)ammonium hydrogensulfate In tetrahydrofuran at 20℃; for 3h;99%
With N-ethyl-N,N-diisopropylamine at 150℃; for 1h; Inert atmosphere; Neat (no solvent);99%
With cesium fluoride In N,N-dimethyl-formamide at 10 - 15℃; for 24h;98%
iodobenzene
591-50-4

iodobenzene

carbon monoxide
201230-82-2

carbon monoxide

benzyl alcohol
100-51-6

benzyl alcohol

benzoic acid benzyl ester
120-51-4

benzoic acid benzyl ester

Conditions
ConditionsYield
With potassium hydroxide at 100℃; under 5171.62 Torr; for 6h; Autoclave;99%
With triethylamine at 100℃; under 3750.38 Torr; for 1.5h; Inert atmosphere;97%
With triethylamine at 100℃; under 3750.38 Torr; for 2h; Autoclave;94%
benzyl alcohol
100-51-6

benzyl alcohol

benzoic acid benzyl ester
120-51-4

benzoic acid benzyl ester

Conditions
ConditionsYield
With C39H31BMnNO2P2; potassium hydride at 150℃; for 24h;99%
With C42H36ClIrO2P2; caesium carbonate In para-xylene for 36h; Inert atmosphere; Reflux;98%
With oxygen; vanadia In toluene at 100℃; for 18h;97%
vinyl benzoate
769-78-8

vinyl benzoate

benzyl alcohol
100-51-6

benzyl alcohol

benzoic acid benzyl ester
120-51-4

benzoic acid benzyl ester

Conditions
ConditionsYield
With P(MeNCH2CH2)3N In tetrahydrofuran for 5.5h; Ambient temperature;99%
With hexamethyltriamido-N-benzylimidophosphate In tetrahydrofuran at 20℃; for 14.5h; Acylation;94%
With N,N'-bismesityl-imidazol-2-ylidene In tetrahydrofuran at 20℃; for 0.0833333h;93%
2-benzoyl-1,3-dimethyl-1H-imidazol-3-ium trifluoromethanesulfonate

2-benzoyl-1,3-dimethyl-1H-imidazol-3-ium trifluoromethanesulfonate

[1,3-bis(2,4,6-trimethylphenyl)imidazol]-2-ylidene
141556-42-5

[1,3-bis(2,4,6-trimethylphenyl)imidazol]-2-ylidene

benzylamine
100-46-9

benzylamine

benzyl alcohol
100-51-6

benzyl alcohol

benzoic acid benzyl ester
120-51-4

benzoic acid benzyl ester

Conditions
ConditionsYield
In tetrahydrofuran-d8 at 60℃;99%
2-benzoyl-1,3-dimethyl-1H-imidazol-3-ium trifluoromethanesulfonate

2-benzoyl-1,3-dimethyl-1H-imidazol-3-ium trifluoromethanesulfonate

[1,3-bis(2,4,6-trimethylphenyl)imidazol]-2-ylidene
141556-42-5

[1,3-bis(2,4,6-trimethylphenyl)imidazol]-2-ylidene

benzyl alcohol
100-51-6

benzyl alcohol

benzoic acid benzyl ester
120-51-4

benzoic acid benzyl ester

Conditions
ConditionsYield
In tetrahydrofuran-d8 at 20℃; for 24h;99%
2-Iodobenzoic acid,benzyl ester
67460-10-0

2-Iodobenzoic acid,benzyl ester

benzoic acid benzyl ester
120-51-4

benzoic acid benzyl ester

Conditions
ConditionsYield
With Ac-Cys-OMe; bismuth(III) oxide; N-ethyl-N,N-diisopropylamine In dichloromethane at 24℃; Irradiation;99%
With tetraethylammonium perchlorate; triethylamine In ethanol; dimethyl sulfoxide at 20℃; for 12h; Solvent; Electrolysis; Green chemistry;76%
potassium benzyloxide
22379-62-0

potassium benzyloxide

C19H14N2O2
105769-58-2

C19H14N2O2

benzoic acid benzyl ester
120-51-4

benzoic acid benzyl ester

Conditions
ConditionsYield
In tetrahydrofuran for 0.333333h; Ambient temperature;98%
benzyloxydiphenylphosphine
53772-44-4

benzyloxydiphenylphosphine

benzoic acid
65-85-0

benzoic acid

benzoic acid benzyl ester
120-51-4

benzoic acid benzyl ester

Conditions
ConditionsYield
With 2,6-dimethyl-1,4-benzoquinone In dichloromethane at 20℃; for 0.5h; Product distribution; Further Variations:; Reagents;98%
With 2,6-dimethyl-1,4-benzoquinone In dichloromethane at 20℃; for 0.5h;98%
With 2,6-dimethyl-1,4-benzoquinone In dichloromethane at 20℃; for 1h;
With p-benzoquinone In dichloromethane at 20℃; for 1h;
3-benzoyl-1,3-oxazolidin-2-one
7007-15-0

3-benzoyl-1,3-oxazolidin-2-one

benzyl alcohol
100-51-6

benzyl alcohol

A

dimethylenecyclourethane
497-25-6

dimethylenecyclourethane

B

benzoic acid benzyl ester
120-51-4

benzoic acid benzyl ester

Conditions
ConditionsYield
With samarium diiodide In tetrahydrofuran at 20℃; for 2h;A n/a
B 98%
iodobenzene
591-50-4

iodobenzene

benzyl alcohol
100-51-6

benzyl alcohol

molybdenum hexacarbonyl
13939-06-5, 199620-15-0

molybdenum hexacarbonyl

benzoic acid benzyl ester
120-51-4

benzoic acid benzyl ester

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 25℃; for 48h; Reagent/catalyst; Irradiation; Green chemistry;98%
With C35H20F34NO3(1-)*Pd(2+)*Cl(1-); N-ethyl-N,N-diisopropylamine In neat (no solvent) at 130℃; for 0.333333h; Microwave irradiation;96%
With potassium phosphate; palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene for 1.5h; Milling;91%
With tributyl-amine In N,N-dimethyl-formamide at 80℃; for 4h;82%
dibenzyl ether
103-50-4

dibenzyl ether

benzoyl chloride
98-88-4

benzoyl chloride

benzoic acid benzyl ester
120-51-4

benzoic acid benzyl ester

Conditions
ConditionsYield
With zinc(II) oxide In neat (no solvent) at 0 - 20℃; for 2.5h; Green chemistry;98%
lithium benzyloxide
15082-42-5

lithium benzyloxide

C19H14N2O2
105769-58-2

C19H14N2O2

benzoic acid benzyl ester
120-51-4

benzoic acid benzyl ester

Conditions
ConditionsYield
In tetrahydrofuran Ambient temperature;97%
phenyl benzyl ketone
451-40-1

phenyl benzyl ketone

benzoic acid benzyl ester
120-51-4

benzoic acid benzyl ester

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid for 24h; Product distribution; Ambient temperature; in CHCl3;97%
With 3-chloro-benzenecarboperoxoic acid for 24h; Ambient temperature;97%
With oxygen; benzaldehyde In 1,2-dichloro-ethane at 30℃; for 18h; Baeyer-Villiger Ketone Oxidation;65%
benzoic acid methyl ester
93-58-3

benzoic acid methyl ester

Benzyl acetate
140-11-4

Benzyl acetate

benzoic acid benzyl ester
120-51-4

benzoic acid benzyl ester

Conditions
ConditionsYield
With sodium 4-tert-butylphenolate; sodium t-butanolate In tetrahydrofuran97%
Adamantane-1-carboxylic acid cyclohexyl ester
343227-22-5

Adamantane-1-carboxylic acid cyclohexyl ester

benzyl alcohol
100-51-6

benzyl alcohol

benzoic acid benzyl ester
120-51-4

benzoic acid benzyl ester

Conditions
ConditionsYield
With Iron(III) isopropoxide; N-butylpyridinium bis(trifluoromethanesulfonyl)imide; zirconium(IV) tetraisopropoxide In toluene for 7h;97%
1,3-diphenylpropanedione
120-46-7

1,3-diphenylpropanedione

benzyl alcohol
100-51-6

benzyl alcohol

benzoic acid benzyl ester
120-51-4

benzoic acid benzyl ester

Conditions
ConditionsYield
With iron(III) chloride at 80℃; for 16h; Retro-Claisen condensation; Neat (no solvent);97%
With sodium t-butanolate In tert-Amyl alcohol at 120℃; for 18h; Claisen Condensation; Schlenk technique;71%
C14H15N2O(1+)*I(1-)

C14H15N2O(1+)*I(1-)

benzyl alcohol
100-51-6

benzyl alcohol

benzoic acid benzyl ester
120-51-4

benzoic acid benzyl ester

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 2h;97%
N,N-phenyl-p-toluenesulfonylbenzamide
74542-54-4

N,N-phenyl-p-toluenesulfonylbenzamide

benzyl alcohol
100-51-6

benzyl alcohol

benzoic acid benzyl ester
120-51-4

benzoic acid benzyl ester

Conditions
ConditionsYield
With cesium fluoride In acetonitrile at 100℃; for 15h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Sealed tube;97%
benzoic acid benzyl ester
120-51-4

benzoic acid benzyl ester

benzoic acid
65-85-0

benzoic acid

Conditions
ConditionsYield
With hydrogen In methanol at 25℃; for 24h; Reagent/catalyst; Solvent; Temperature; chemoselective reaction;100%
With hydrogen; palladium diacetate; pyrographite In tetrahydrofuran; methanol at 25℃; under 760.051 Torr; for 12h;99%
With hydrogen; palladium diacetate; pyrographite In isopropyl alcohol at 25℃; under 760.051 Torr; for 14h;99%
benzoic acid benzyl ester
120-51-4

benzoic acid benzyl ester

benzyl alcohol
100-51-6

benzyl alcohol

Conditions
ConditionsYield
With C56H70Cl3N10Ru2(1+)*F6P(1-); potassium tert-butylate; hydrogen In tetrahydrofuran; dodecane at 70℃; under 37503.8 Torr; for 16h; Inert atmosphere; Glovebox; Autoclave;100%
With dichloro(benzene)ruthenium(II) dimer; 2-((di-p-tolylphosphino)methyl)-1-methyl-1H-imidazole; potassium tert-butylate; hydrogen In tetrahydrofuran at 100℃; under 37503.8 Torr; for 2h;99%
With C66H102N4OP2Ru; hydrogen In toluene at 105℃; under 22502.3 Torr; for 20h; Inert atmosphere; Glovebox;99%
methanol
67-56-1

methanol

benzoic acid benzyl ester
120-51-4

benzoic acid benzyl ester

benzoic acid methyl ester
93-58-3

benzoic acid methyl ester

Conditions
ConditionsYield
With diethylamine; isopropyl alcohol; lithium bromide at 20℃; for 24h; neat (no solvent); chemoselective reaction;99%
With potassium phosphate; N,N-didecyl-N,N-dimethylammonium bromide at 20℃; for 4.5h;97%
With Merrifield resin-supported N3=P(MeNCH2CH2)3N at 23 - 25℃; for 5h; Inert atmosphere;95%
In hexane at 39℃; for 168h; lipase from Pseudomonas fluorescens;82.0 % Spectr.
With lipase from Pseudomonas fluorescens In hexane at 40℃; for 168h; Product distribution; convenient method for enzymatic benzyl-alkyl transesterification; other benzyl and dibenzyl esters, other aliphatic alcohols, or lipase from Candida cylindracea; influenc of reaction time and and alcohol concentration;
benzoic acid benzyl ester
120-51-4

benzoic acid benzyl ester

2-amino-phenol
95-55-6

2-amino-phenol

N-(2-hydroxyphenyl)benzamide
3743-70-2

N-(2-hydroxyphenyl)benzamide

Conditions
ConditionsYield
With trimethylaluminum chloride In toluene for 24h; Heating;99%
benzoic acid benzyl ester
120-51-4

benzoic acid benzyl ester

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

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

2-(benzyloxy)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
95843-98-4

2-(benzyloxy)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions
ConditionsYield
With ToMMgMe at 24.84℃; for 0.5h;99%
With C12H36MgN2Si4 In neat (no solvent) at 20℃; for 0.166667h; Catalytic behavior; Reagent/catalyst; Temperature; Solvent; Inert atmosphere; Schlenk technique;99%
With 3C7H21Si3(1-)*La(3+) In benzene at 25℃; for 0.5h; Kinetics; Inert atmosphere;
benzoic acid benzyl ester
120-51-4

benzoic acid benzyl ester

ethylenediamine
107-15-3

ethylenediamine

N,N'-ethanediyl-bis-benzamide
644-33-7

N,N'-ethanediyl-bis-benzamide

Conditions
ConditionsYield
With carbonylhydrido(tetrahydroborato)[bis(2-diphenylphosphinoethyl)-amino]ruthenium(II); potassium tert-butylate In toluene at 120℃; for 48h; Inert atmosphere; Schlenk technique; Reflux; Green chemistry;98%
benzoic acid benzyl ester
120-51-4

benzoic acid benzyl ester

1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

2,4,6-Trimethylbenzophenon
954-16-5

2,4,6-Trimethylbenzophenon

Conditions
ConditionsYield
With iodine; phosphorus trichloride In acetonitrile at 160℃; Sealed tube; Schlenk technique;98%

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