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Benzophenone CAS 119-61-9
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119-61-9 Usage

Contact allergens

Unsubstituted benzophenone is largely used in chemical applications. It acts as a marker for photoallergy to ketoprofen.

Purification Methods

Crystallise it from MeOH, EtOH, cyclohexane, *benzene or pet ether, then dry in a current of warm air and store it over BaO or P2O5. It is also purified by zone melting and by sublimation [Itoh J Phys Chem 89 3949 1985, Naguib et al. J Am Chem Soc 108 128 1986, Gorman & Rodgers J Am Chem Soc 108 5074 1986, Ohamoto & Teranishi J Am Chem Soc 108 6378 1986, Naguib et al. J Phys Chem 91 3033 1987]. [Beilstein 7 III 2048, 7 IV 1357.]

Uses

It is used in the manufacturing of antihistamines, hypnotics, insecticides.

Toxicity

GRAS(FEMA)。
LD502897mg/kg(Mice, orally)。

Uses

  1. Benzophenone Mainly used for the preparation of vanilla, butter and other flavor,It can be used as a fixative agent. Its weak sweet bay leaves fragrant , can be widely used in low-grade flavors, such as roses, bay leaves, sweet curd, shy flower, lily of the valley, sunflower, orchid, hawthorn flowers, incense and Wei Oriental flavor and other flavors. It is also used as an antioxidant in soaps, and occasionally used for almonds, berries, fruit, butter, nuts, peaches, vanilla beans and other food flavors in trace amount.
  2. Uses for photosensitive resins, coatings and adhesives.
  3. Benzophenone is an intermediate of UV absorbers, organic pigments, pharmaceuticals, perfume, insecticide . It is used for the production of bicyclic Piperidine Benztropine hydrobromide, diphenhydramine hydrochloride in the pharmaceutical industry . The product itself is a styrene polymerization inhibitor and a perfume fixative. Giving sweet taste to flavors, it is used in many perfumes and soap flavors.
  4. It is commonly used in soap flavor, used in ultraviolet absorbers, pigments, pharmaceuticals and reagents production, and also is low temperature fast curing agent for fluorine rubber. It serves to manufacturers to package the product in clear glass or plastic.
  5. Benzophenone is widely employed as a photo initiator in UV-curing applications such as inks, imaging and clear coatings in the printing industry. It acts as a UV blocker to prevent photo-degradation of the packaging polymers or its contents.
  6. It is light initiator for UV products, pharmaceutical intermediates, fragrances, light stabilizers etc.
  7. It is light pigment, medicine, perfume, pesticides intermediates, it can also be used for UV-curable resins, inks and coatings initiator.

application

Sunscreen cosmetics is the hot new products of cosmetics, almost all sunscreens contain benzophenone compound on the current market. Benzophenone compounds that protect the skin from harm, often is used to produce high product. In recent years, the cosmetics consumption of benzophenone grows continuesly. Recent studies suggest that fluorescence is also a harmful ultraviolet light source, so benzophenone expands the range of applications in the field of cosmetics, it has been extended to hair conditioners, lotions and lipsticks. In addition, the perfume fixative agent also can give spice sweet flavor, is used in many perfumes and soap flavor.
Banana Boat company has developed a UVA ultraviolet-absorbing technology called AvoTriplex, which is benzophenone-based, adding a stabilizer to prevent the benzophenone from breaking down in the sun. Enhancer is also added into the formula, and stabilizer may act synergistically, to optimize benzophenone sunscreen capacity.

Chemical Properties

Shiny white prismatic crystals with a sweet taste, smell like a rose, melting point is 47-49 ℃, boiling point is 306 ℃, insoluble in water, soluble in alcohol, ether and chloroform.

Health Hazard

Ingestion causes gastrointestinal disturbances. Contact causes eye irritation and, if prolonged, irritation of skin.

Fire Hazard

Flash point data for Benzophenone are not available, but Benzophenone is probably combustible.

Production method

There are different methods. 1. Condensation of benzyl chloride and benzene , and then by nitric acid oxidation. 2. The condensation of benzene and carbon tetrachloride, and then by hydrolysis. In the laboratory, the production is based on aluminum chloride as a catalyst, prepared by reacting benzene with benzoyl chloride.3.Condensation of benzene and benzoyl chloride in the presence of aluminum chloride, and then crystallized from ethanol.

description

Benzophenone appears as colorless prismatic crystals, with sweetness and aroma of roses, melting point is 47-49 ℃, the relative density is 1.1146, refractive index is 1.6077. It is soluble in alcohol, ether, chloroform and other organic solvents and monomers, insoluble in water. It is a free radical photoinitiator, are mainly used in free radical UV curing systems , such as coatings, inks, adhesives and so on, and also used as the intermediates of organic pigments, pharmaceuticals, perfume, and insecticide . In the pharmaceutical industry, it is mainly used for the production of bicyclic Piperidine Benztropine hydrobromide, diphenhydramine hydrochloride. This product is styrene polymerization inhibitor and perfume fixative agent, to impart a sweet flavor with spices, widely used in the perfume and soap flavor. Attentions should be paid to the products to prevent moisture, sun , heat in the storage and transportation process, the temperature should not exceed 45 ℃.
The above information is edited by the Chemicalbook of Tian Ye.

Reactivity Profile

Ketones, such as Benzophenone, are reactive with many acids and bases liberating heat and flammable gases (e.g., H2). The amount of heat may be sufficient to start a fire in the unreacted portion of the ketone. Ketones react with reducing agents such as hydrides, alkali metals, and nitrides to produce flammable gas (H2) and heat. Ketones are incompatible with isocyanates, aldehydes, cyanides, peroxides, and anhydrides. They react violently with aldehydes, HNO3, HNO3 + H2O2, and HClO4. Benzophenone can react with oxidizing materials.

Chemical Properties

Orange Crystals

indicator

Benzophenone is widely used in the synthesis experiment as an indicator, it can be used as a indicator while handling toluene, benzene, THF, acetonitrile ect.; if there is a beautiful blue after added, it can be distillated and used, it is the best to kept in sodium, but the reason of generating blue is still a puzzle.
Here is the reason from a foreign book about reactions mechanism : 'a radical anion generated by the one called carbonyl radical, benzophenone acts as the indicator is that benzophenone oxygen atoms in sodium capture electrons to generate dark blue carbonyl radical; the radicals perspective on the electrical aspect is stable, mainly used to indicate 'anaerobic conditions',Widely used.
After the addition of benzophenone, more blue of the solution, indicating less oxygen in the solution, indirectly instructing the little water. However, whether the solution turns blue, is related to the added amount of benzophenone and processing solvent, THF (300ml) contains lots of water, and needs more than about 6 hours to reflux, and of course, it is related to the amount of processing solvent, the more the longer, toluene , benzene and other samples containing less aqueous need less reflux time, it is best to add the common desiccants to pretreat, such as: potassium carbonate, sodium sulfate, sodium hydroxide, etc., so that the processing time will be shortened.

General Description

White solid with a flowery odor. May float or sink in water.

Uses

Reported to bind monsaccharides in the presence of polysaccharides

Air & Water Reactions

Insoluble in water.
InChI:InChI=1/C13H10O/c14-13(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H

119-61-9 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Sigma-Aldrich (B9300)  Benzophenone  ReagentPlus®, 99% 119-61-9 B9300-2KG-A 822.51CNY Detail
Sigma-Aldrich (B9300)  Benzophenone  ReagentPlus®, 99% 119-61-9 B9300-1KG-A 602.55CNY Detail
Sigma-Aldrich (B9300)  Benzophenone  ReagentPlus®, 99% 119-61-9 B9300-500G-A 425.88CNY Detail
Sigma-Aldrich (B9300)  Benzophenone  ReagentPlus®, 99% 119-61-9 B9300-25G-A 133.38CNY Detail
Sigma-Aldrich (50296)  Meltingpointstandard47-49°C  analytical standard 119-61-9 50296-5G 751.14CNY Detail
Sigma-Aldrich (50296)  Meltingpointstandard47-49°C  analytical standard 119-61-9 50296-1G 193.05CNY Detail
Sigma-Aldrich (73664)  Mettler-Toledo Calibration substance ME 18870, Benzophenone  for the calibration of the thermosystem 900, traceable to primary standards (LGC) 119-61-9 73664-5G-F 1,207.44CNY Detail
Supelco (442842)  Benzophenone  analytical standard 119-61-9 000000000000442842 449.28CNY Detail
USP (1056130)  Benzophenone  United States Pharmacopeia (USP) Reference Standard 119-61-9 1056130-25MG 14,500.98CNY Detail
Sigma-Aldrich (Y0000647)  Benzophenone  European Pharmacopoeia (EP) Reference Standard 119-61-9 Y0000647 1,880.19CNY Detail
Aldrich (427551)  Benzophenone  purified by sublimation, ≥99% 119-61-9 427551-10G 1,668.42CNY Detail
Aldrich (427551)  Benzophenone  purified by sublimation, ≥99% 119-61-9 427551-1G 386.10CNY Detail

119-61-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name Benzophenone

1.2 Other means of identification

Product number -
Other names Diphenyl ketone

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:119-61-9 SDS

119-61-9Synthetic route

1,1-Diphenylethylene
530-48-3

1,1-Diphenylethylene

benzophenone
119-61-9

benzophenone

Conditions
ConditionsYield
Stage #1: 1,1-Diphenylethylene for 0.05h; Inert atmosphere;
Stage #2: With tert.-butylhydroperoxide at 102℃; for 24h; Inert atmosphere;
100%
With oxygen at 110℃; for 8h; Temperature; Schlenk technique;99%
With oxygen at 110℃; for 8h; Temperature; Sealed tube;99%
1,1-Diphenylmethanol
91-01-0

1,1-Diphenylmethanol

benzophenone
119-61-9

benzophenone

Conditions
ConditionsYield
With acetone; zirconic acid In benzene at 80℃; for 8h;100%
With bis(2,2'-bipyridyl) copper(II) permanganate In dichloromethane for 0.5h; Ambient temperature;100%
With tert.-butylhydroperoxide; polystyrene-bound phenylselenic acid In tetrachloromethane for 24h; Heating;100%
Diphenylmethane
101-81-5

Diphenylmethane

benzophenone
119-61-9

benzophenone

Conditions
ConditionsYield
With potassium permanganate; iron(III) chloride In acetone at -78 - 20℃; for 16h;100%
With chromyl chloride In dichloromethane at 22℃; for 0.5h; ultrasound sonication;99%
With tert.-butylhydroperoxide; C45H52CuN4O3 In decane; acetonitrile at 70℃; for 18h;99%
Benzilic acid
76-93-7

Benzilic acid

benzophenone
119-61-9

benzophenone

Conditions
ConditionsYield
With pyridine chromium peroxide In dichloromethane for 0.3h; Product distribution; Ambient temperature; effect of various chromium(VI) based oxidants;100%
In acetic acid for 0.25h; Heating;100%
With sodium hydroxide; copper(III) periodate for 0.05h; Heating; oxidative decarboxylation of α-hydroxy acids; var. α-hydroxy acids, also Cu(III) tellurate as oxidant;95%
methanol
67-56-1

methanol

2,2-Dimethyl-4,4-diphenyl-3,3-bis(trimethylsilyl)-1-oxa-2-silacyclobutan
80431-43-2

2,2-Dimethyl-4,4-diphenyl-3,3-bis(trimethylsilyl)-1-oxa-2-silacyclobutan

A

benzophenone
119-61-9

benzophenone

B

1-(Dimethylmethoxysilyl)-1,1-bis(trimethylsilyl)ethan
68260-20-8

1-(Dimethylmethoxysilyl)-1,1-bis(trimethylsilyl)ethan

Conditions
ConditionsYield
In benzene at 110℃; for 40h; Rate constant; half live time;A n/a
B 100%
Benzophenone imine
1013-88-3

Benzophenone imine

benzophenone
119-61-9

benzophenone

Conditions
ConditionsYield
Stage #1: Benzophenone imine With chloro-trimethyl-silane; sodium iodide In acetonitrile at 20℃;
Stage #2: With water In acetonitrile for 0.0833333h;
100%
With hydrogenchloride; water at 40℃;86%
With water at 25℃; Rate constant; effect of pH on the rate constants;
2,2-diphenyl-1,3-benzodithiole
61666-80-6

2,2-diphenyl-1,3-benzodithiole

benzophenone
119-61-9

benzophenone

Conditions
ConditionsYield
With tetrafluoroboric acid; mercury(II) oxide In tetrahydrofuran for 0.166667h; Ambient temperature;100%
2,2-diphenyl-1,3-oxathiolane
33735-40-9

2,2-diphenyl-1,3-oxathiolane

benzophenone
119-61-9

benzophenone

Conditions
ConditionsYield
With 2,2,2-trifluoroethanol; oxygen; vanadium(V) oxychloride for 5h; deprotection; Heating;100%
Stage #1: 2,2-diphenyl-1,3-oxathiolane In ethanol at 20℃;
Stage #2: With water In ethanol at 20℃;
98%
With silver(I) nitrite; iodine In tetrahydrofuran for 0.5h; Mechanism; Ambient temperature; other mono- and dithioacetals;96%
2,2-diphenyl-1,3-dithiolane
6317-10-8

2,2-diphenyl-1,3-dithiolane

benzophenone
119-61-9

benzophenone

Conditions
ConditionsYield
With K-10 clay supported iron(III) nitrate nonahydrate In dichloromethane for 3h; Ambient temperature; with K-10 clay-supported copper(II) nitrate trihydrate;100%
With trichloroisocyanuric acid; silver nitrate In water; acetonitrile Ambient temperature;100%
With hydrogenchloride; sodium nitrate In tetrachloromethane; water for 1h; Ambient temperature; other reagent;100%
diphenylmethyl trimethylsilyl ether
14629-59-5

diphenylmethyl trimethylsilyl ether

benzophenone
119-61-9

benzophenone

Conditions
ConditionsYield
With 2,6-dicarboxypyridinium fluorochromate In acetonitrile at 20℃; for 0.0833333h; Reflux;100%
With nitrogen dioxide at 20℃; for 0.5h;100%
With chromium(VI) oxide; tert.-butylhydroperoxide; triphenylhydroxysilane In dichloromethane for 24h; Ambient temperature;99%
2,2-diphenyl-1,3-dithiane
10359-08-7

2,2-diphenyl-1,3-dithiane

benzophenone
119-61-9

benzophenone

Conditions
ConditionsYield
With tetrafluoroboric acid; mercury(II) oxide In tetrahydrofuran Ambient temperature;100%
With dihydrogen peroxide; iodine; sodium dodecyl-sulfate In water at 20℃; for 0.333333h; Micellar solution;100%
With 2,4,4,6-Tetrabromo-2,5-cyclohexadien-1-one; dihydrogen peroxide In water; acetonitrile at 20℃; for 0.75h;100%
dimethoxydiphenylmethane
2235-01-0

dimethoxydiphenylmethane

benzophenone
119-61-9

benzophenone

Conditions
ConditionsYield
With water; Nafion-H In acetone for 0.5h;100%
With water; 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetonitrile for 1h; Ambient temperature;100%
sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate In water at 30℃; for 0.5h;99%
tetraphenylethane-1,2-diol
464-72-2

tetraphenylethane-1,2-diol

benzophenone
119-61-9

benzophenone

Conditions
ConditionsYield
With N-Bromosuccinimide; triphenylbismuthane; potassium carbonate In water; acetonitrile for 2h; Ambient temperature;100%
With naphthalene-1,4-dicarbonitrile; oxygen for 90h; Irradiation;100%
With dinitrogen tetraoxide; ferric nitrate In ethyl acetate Heating; further oxidizing agent;100%
benzophenone-dibenzyldithioacetal
29055-89-8

benzophenone-dibenzyldithioacetal

A

dibenzyl disulphide
150-60-7

dibenzyl disulphide

B

benzophenone
119-61-9

benzophenone

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrate In tetrachloromethane; water for 1h; Ambient temperature; other reagent;A n/a
B 100%
2-diphenylmethyliumyl-3,5-dioxo-4-phenyl-1,2,4-triazolidin-1-ide
2693-32-5

2-diphenylmethyliumyl-3,5-dioxo-4-phenyl-1,2,4-triazolidin-1-ide

A

benzophenone
119-61-9

benzophenone

B

4-Phenylurazole
15988-11-1

4-Phenylurazole

Conditions
ConditionsYield
With water for 1080h;A 100%
B 100%
With atmospheric moisture storage conditions;
(1R,5S)-4-Methyl-1,3,5,7,7-pentaphenyl-6-oxa-2,4-diaza-bicyclo[3.2.0]hept-2-ene
108099-97-4

(1R,5S)-4-Methyl-1,3,5,7,7-pentaphenyl-6-oxa-2,4-diaza-bicyclo[3.2.0]hept-2-ene

A

benzophenone
119-61-9

benzophenone

B

1-methyl-2,4,5-triphenyl-1H-imidazole
22397-44-0

1-methyl-2,4,5-triphenyl-1H-imidazole

Conditions
ConditionsYield
In various solvent(s) at 120℃; for 2.5h; Thermodynamic data; cycloreversion of further oxetane derivatives;A 100%
B 100%
benzoyl chloride
98-88-4

benzoyl chloride

C6H5Cu*ILi

C6H5Cu*ILi

benzophenone
119-61-9

benzophenone

Conditions
ConditionsYield
In various solvent(s) -78 deg C, 0.5 h, 0 deg C, 0.5 h;100%
acetic acid
64-19-7

acetic acid

4,4a-dihydro-3,3-dimethyl-1-phenyl-4,4-bis(trimethylsilyl)-3H-2-oxa-3-silanaphthaline
80431-42-1

4,4a-dihydro-3,3-dimethyl-1-phenyl-4,4-bis(trimethylsilyl)-3H-2-oxa-3-silanaphthaline

A

benzophenone
119-61-9

benzophenone

B

Acetyldimethylsilyl-bis(trimethylsilyl)methan

Acetyldimethylsilyl-bis(trimethylsilyl)methan

Conditions
ConditionsYield
In benzene at 90℃; for 3h; Rate constant; half live time;A n/a
B 100%
2-diphenylmethylene-1,3-benzodithiole 1,1,3,3-tetraoxide
112520-04-4

2-diphenylmethylene-1,3-benzodithiole 1,1,3,3-tetraoxide

A

benzophenone
119-61-9

benzophenone

B

2H-benzo[d][1,3]dithiole 1,1,3,3-tetraoxide
112520-09-9

2H-benzo[d][1,3]dithiole 1,1,3,3-tetraoxide

Conditions
ConditionsYield
With potassium hydroxide In 1,4-dioxane for 0.5h; Product distribution; Heating; further educt: 2-diphenylmethylene-1,3-benzodithiole 1,1-dioxide;A 100%
B 88%
With potassium hydroxide In 1,4-dioxane for 0.5h; Heating; Yields of byproduct given;A n/a
B 88%
4,4a-dihydro-3,3-dimethyl-1-phenyl-4,4-bis(trimethylsilyl)-3H-2-oxa-3-silanaphthaline
80431-42-1

4,4a-dihydro-3,3-dimethyl-1-phenyl-4,4-bis(trimethylsilyl)-3H-2-oxa-3-silanaphthaline

tert-butyl alcohol
75-65-0

tert-butyl alcohol

A

benzophenone
119-61-9

benzophenone

B

tert-Butoxydimethylsilyl-bis(trimethylsilyl)methan
87161-31-7

tert-Butoxydimethylsilyl-bis(trimethylsilyl)methan

Conditions
ConditionsYield
In benzene at 90℃; for 1.5h; Rate constant; half live time;A n/a
B 100%
benzoyl chloride
98-88-4

benzoyl chloride

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

benzophenone
119-61-9

benzophenone

Conditions
ConditionsYield
With 1,2-bis(diphenylphosphino)ethane nickel(II) chloride In tetrahydrofuran at 0℃;100%
Stage #1: benzoyl chloride With 1-methyl-pyrrolidin-2-one In toluene at 0℃; for 0.5h;
Stage #2: phenylmagnesium bromide In tetrahydrofuran; toluene at -10 - 0℃; for 4.25h; chemoselective reaction;
89%
In 2-methyltetrahydrofuran at 25℃; for 1h; Solvent; Concentration; Flow reactor; Green chemistry;85%
benzophenone azine
983-79-9

benzophenone azine

benzophenone
119-61-9

benzophenone

Conditions
ConditionsYield
With 2-phenyl-1,2-benzoisoselenazol-3(2H)-one; dihydrogen peroxide In methanol; water at 65℃; for 72h;100%
With ammonium cerium(IV) nitrate In water; acetonitrile at 50℃; for 16h; Oxidation;90%
With potassium permanganate; montmorillonite K-10 for 0.5h;90%
With 3-carboxypyridinium chlorochromate In acetonitrile for 3h; Heating;87%
diazodiphenylmethane
908093-98-1

diazodiphenylmethane

A

benzophenone
119-61-9

benzophenone

B

N2, N2O

N2, N2O

Conditions
ConditionsYield
With oxygen; methylene blue In benzene at 20℃; for 0.5h; Mechanism; Irradiation; N2/N2O ratio; var. solvent; other diazomethanes;A 100%
B n/a
benzylic acid

benzylic acid

benzophenone
119-61-9

benzophenone

Conditions
ConditionsYield
With tris paraperiodate In benzene for 1h; Heating;100%
2-Fluorobenzoyl chloride
393-52-2

2-Fluorobenzoyl chloride

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

A

benzophenone
119-61-9

benzophenone

B

2-methoxy-9H-xanthen-9-one
1214-20-6

2-methoxy-9H-xanthen-9-one

Conditions
ConditionsYield
With hydrogenchloride In AlCl3; 1,2-dichloro-ethaneA n/a
B 100%
N-cinnamyl-α,α-diphenyl-L-prolinol

N-cinnamyl-α,α-diphenyl-L-prolinol

A

benzophenone
119-61-9

benzophenone

B

C13H15NO

C13H15NO

Conditions
ConditionsYield
With sodium chlorite; sodium dihydrogenphosphate In tetrahydrofuran; water; tert-butyl alcohol diastereoselective reaction;A 100%
B 35%
[(hydrotris(3-phenyl-5-methylpyrazol-1-yl)borate)FeII(benzilate)]

[(hydrotris(3-phenyl-5-methylpyrazol-1-yl)borate)FeII(benzilate)]

benzophenone
119-61-9

benzophenone

Conditions
ConditionsYield
With oxygen In benzene for 0.75h;100%
1,1-Diphenylmethanol
91-01-0

1,1-Diphenylmethanol

diisopropyl-carbodiimide
693-13-0

diisopropyl-carbodiimide

A

benzophenone
119-61-9

benzophenone

B

N1,N2-Diisopropylformamidine
44843-38-1, 57585-44-1

N1,N2-Diisopropylformamidine

Conditions
ConditionsYield
With ruthenium complex In toluene at 120℃; for 24h; Inert atmosphere; Sealed tube;A 100%
B 74 %Spectr.
bis(ethylthio)diphenylmethane
7282-09-9

bis(ethylthio)diphenylmethane

benzophenone
119-61-9

benzophenone

Conditions
ConditionsYield
With K-10 clay supported copper(II) nitrate trihydrate In dichloromethane for 4h; Ambient temperature; with K-10 clay-supported iron(III) nitrate nonahydrate;99.5%
With K-10 clay supported copper(II) nitrate trihydrate In dichloromethane for 4h; Ambient temperature; K-10 clay supported iron(III) nitrate nonahydrate;99.5%
With dihydrogen peroxide; vanadia; ammonium bromide In dichloromethane; water at 0 - 5℃; for 2h;95%
Diphenylacetonitrile
86-29-3

Diphenylacetonitrile

benzophenone
119-61-9

benzophenone

Conditions
ConditionsYield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In toluene for 3h;99%
With tetrabutylammomium bromide; oxygen In N,N-dimethyl-formamide Hg cathode, Pt anode, -1.0 V vs SCE;95%
With oxygen; potassium carbonate In water; dimethyl sulfoxide Ambient temperature;95%
ethyl 2-bromoisobutyrate
600-00-0

ethyl 2-bromoisobutyrate

benzophenone
119-61-9

benzophenone

Ethyl 3-hydroxy-2,2-dimethyl-3,3-diphenylpropanoate
59697-75-5

Ethyl 3-hydroxy-2,2-dimethyl-3,3-diphenylpropanoate

Conditions
ConditionsYield
With iodine; zinc In 1,4-dioxane for 0.166667h; Reformatsky reaction; ultrasound irradiation;100%
With magnesium; benzene
With zinc; benzene
With zinc
benzophenone
119-61-9

benzophenone

phenylsilane
694-53-1

phenylsilane

bis-benzhydryloxy-phenyl-silane
18834-17-8

bis-benzhydryloxy-phenyl-silane

Conditions
ConditionsYield
With Et2OFe(catecholate-porous organic polymer) In benzene-d6 at 23℃; for 0.0833333h;100%
benzophenone
119-61-9

benzophenone

1,1-Diphenylmethanol
91-01-0

1,1-Diphenylmethanol

Conditions
ConditionsYield
With zinc(II) tetrahydroborate In acetonitrile for 16h; Mechanism; Ambient temperature;100%
With zinc(II) tetrahydroborate In acetonitrile for 16h; Ambient temperature;100%
With samarium; 1,2-Diiodoethane In 1,2-dimethoxyethane for 24h; Ambient temperature;100%
benzophenone
119-61-9

benzophenone

benzoic acid phenyl ester
93-99-2

benzoic acid phenyl ester

Conditions
ConditionsYield
With trifluorormethanesulfonic acid; 3-chloro-benzenecarboperoxoic acid In dichloromethane for 6h; Ambient temperature;100%
With hydrogenchloride In chloroform at 20℃; for 8h; Baeyer-Villiger oxidation;100%
With dihydrogen peroxide; iodine; acetic acid at 20℃; for 0.166667h; Baeyer-Villiger oxidation;93%
benzophenone
119-61-9

benzophenone

Benzophenone oxime
574-66-3

Benzophenone oxime

Conditions
ConditionsYield
With hydroxylamine hydrochloride; sodium acetate In methanol Heating;100%
With hydroxylamine hydrochloride; sodium acetate In methanol; water Reflux;100%
With hydroxylamine hydrochloride In ethanol at 50 - 60℃; for 1.5h;100%
benzophenone
119-61-9

benzophenone

Diphenylmethane
101-81-5

Diphenylmethane

Conditions
ConditionsYield
With hydrogen; aluminum oxide; K5PV2Mo10O40 at 300℃; under 17480 Torr; for 3.33333h; Catalytic hydrogenation;100%
With iodine; hypophosphorous acid In acetic acid for 24h; Reduction; Heating;100%
With hydrogen In methanol at 20℃; under 760.051 Torr; for 10h; chemoselective reaction;100%
benzophenone
119-61-9

benzophenone

benzophenone hydrazone
5350-57-2

benzophenone hydrazone

Conditions
ConditionsYield
With hydrazine hydrate In ethanol for 12h; Heating;100%
With hydrazine hydrate; acetic acid In ethanol at 100℃; for 21h; Inert atmosphere;100%
With hydrazine hydrate In ethanol for 4h; Reflux;100%
benzophenone
119-61-9

benzophenone

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With woollins’ reagent In toluene for 20h; Heating;100%
With titanium tetrachloride; zinc In tetrahydrofuran at 0 - 70℃; for 12h; Inert atmosphere;98%
With pyridine; titanium tetrachloride; zinc In 1,4-dioxane for 0.0833333h; microwave irradiation;97%
benzophenone
119-61-9

benzophenone

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

tetraphenylethane-1,2-diol

Conditions
ConditionsYield
With hydrogen sulfide; phosphorous acid trimethyl ester In diethylene glycol dimethyl ether for 2.75h; Product distribution; Irradiation; variation of solvents, reagents and conditions;100%
With hydrogen sulfide; phosphorous acid trimethyl ester In diethylene glycol dimethyl ether for 2.75h; Irradiation;100%
With iodine; magnesium In diethyl ether; benzene for 0.5h; pinacol coupling; sonication;99%
benzophenone
119-61-9

benzophenone

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

ethane-1,2-dithiol

2,2-diphenyl-1,3-dithiolane
6317-10-8

2,2-diphenyl-1,3-dithiolane

Conditions
ConditionsYield
Nafion-H In benzene Heating;100%
With cobalt(II) bromide In dichloromethane for 4h; Ambient temperature;99%
With amberlyst-15 In acetonitrile for 1h;99.91%
benzophenone
119-61-9

benzophenone

allyl bromide
106-95-6

allyl bromide

1,1-diphenyl-3-buten-1-ol
4165-79-1

1,1-diphenyl-3-buten-1-ol

Conditions
ConditionsYield
With ammonium acetate; zinc In tetrahydrofuran at 0℃; for 0.0166667h; Barbier reaction;100%
With manganese; chloro-trimethyl-silane; indium In tetrahydrofuran at 20℃; for 4h; Alkylation;98%
With manganese; chloro-trimethyl-silane; indium In tetrahydrofuran at 20℃; for 4h; Barbier allylation;98%
benzophenone
119-61-9

benzophenone

propargyl bromide
106-96-7

propargyl bromide

1,1-diphenyl-but-3-yn-1-ol
29430-66-8

1,1-diphenyl-but-3-yn-1-ol

Conditions
ConditionsYield
With zinc In tetrahydrofuran for 0.5h;100%
Stage #1: propargyl bromide With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In diethyl ether; hexane at -78℃; for 0.333333h;
Stage #2: benzophenone In diethyl ether at -78 - 20℃; for 2h;
Stage #3: With hydrogen cation In diethyl ether
96%
Stage #1: benzophenone; propargyl bromide With dysprosium; sodium iodide; mercury dichloride In tetrahydrofuran at -14 - 20℃; Propargylation;
Stage #2: With hydrogenchloride In water Hydrolysis;
92%
1,3-Benzothiazole
95-16-9

1,3-Benzothiazole

benzophenone
119-61-9

benzophenone

α,α-diphenyl-2-benzothiazolyl-methanol
120821-94-5

α,α-diphenyl-2-benzothiazolyl-methanol

Conditions
ConditionsYield
With t-Bu-P4 base In toluene at -78℃; for 1h;100%
Stage #1: 1,3-Benzothiazole; benzophenone With tetrakis{[tris(dimethylamino)phosphoranyliden]amino}phosphonium fluoride; tris(trimethylsilyl)amine In toluene at 25℃; for 24h; Inert atmosphere;
Stage #2: In tetrahydrofuran Reagent/catalyst;
94%
With n-butyllithium In tetrahydrofuran; hexane -78 deg C, 1 h; 10 min;88%
benzophenone
119-61-9

benzophenone

3-methoxyphenyl bromide
2398-37-0

3-methoxyphenyl bromide

(3-methoxyphenyl)(diphenyl)methanol
78238-98-9

(3-methoxyphenyl)(diphenyl)methanol

Conditions
ConditionsYield
Stage #1: 3-methoxyphenyl bromide With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere;
Stage #2: benzophenone In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere;
100%
With magnesium 1.) ether, 2.) a) RT, 6 h, b) reflux, 1 h; Yield given. Multistep reaction;
With n-butyllithium
benzophenone
119-61-9

benzophenone

(Z)-ethyl cinnamate
4610-69-9

(Z)-ethyl cinnamate

(Z)-4-Hydroxy-3,4,4-triphenyl-but-2-enoic acid ethyl ester
78522-57-3

(Z)-4-Hydroxy-3,4,4-triphenyl-but-2-enoic acid ethyl ester

Conditions
ConditionsYield
With 2,2,6,6-tetramethyl-piperidine In tetrahydrofuran at -100℃; for 1.25h; Product distribution; other solvents, amount of reagents and different reaction times;100%
With 2,2,6,6-tetramethyl-piperidine In tetrahydrofuran at -100℃; for 1.25h;100%
benzophenone
119-61-9

benzophenone

trimethyl(2-methylenebut-3-enyl)silane
70901-64-3

trimethyl(2-methylenebut-3-enyl)silane

3-methylene-5,5-diphenyl-5-(trimethylsiloxy)pentene
86361-23-1

3-methylene-5,5-diphenyl-5-(trimethylsiloxy)pentene

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 50℃; for 2.5h;100%
With tetrabutyl ammonium fluoride In tetrahydrofuran at 50℃; for 2.5h;100%
benzophenone
119-61-9

benzophenone

Methyltriphenylphosphonium bromide
1779-49-3

Methyltriphenylphosphonium bromide

1,1-Diphenylethylene
530-48-3

1,1-Diphenylethylene

Conditions
ConditionsYield
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran
Stage #2: benzophenone In tetrahydrofuran at 20℃; for 6h; Wittig reaction;
100%
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran at 0℃; for 1h; Inert atmosphere;
Stage #2: benzophenone In tetrahydrofuran at 20℃; Inert atmosphere;
94%
Stage #1: Methyltriphenylphosphonium bromide With potassium tert-butylate In diethyl ether at 20℃; for 0.25h; Inert atmosphere;
Stage #2: benzophenone In diethyl ether at 0℃; for 15h; Inert atmosphere;
87%
benzophenone
119-61-9

benzophenone

(dichloroalumino)(trichlorotitanio)methane
111317-20-5

(dichloroalumino)(trichlorotitanio)methane

1,1-Diphenylethylene
530-48-3

1,1-Diphenylethylene

Conditions
ConditionsYield
In toluene for 0.5h; Heating;100%

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