Product Name

  • Name

    Benzil

  • EINECS 205-157-0
  • CAS No. 134-81-6
  • Article Data1182
  • CAS DataBase
  • Density 1.165 g/cm3
  • Solubility Soluble in ethanol, ethyl ether, chloroform, ethyl acetate, benzene, toluene, nitrobenzene. Insoluble in water
  • Melting Point 94-95 °C(lit.)
  • Formula C14H10O2
  • Boiling Point 347 °C at 760 mmHg
  • Molecular Weight 210.232
  • Flash Point 142.559 °C
  • Transport Information
  • Appearance yellow crystals or powder
  • Safety 26-36-37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 134-81-6 (Benzil)
  • Hazard Symbols IrritantXi
  • Synonyms Diphenylethanedione;Diphenylglyoxal;Esacure KBO;NSC 220315;NSC 4041;Wy20910;Benzil;Benzil(8CI);Ethanedione, diphenyl- (9CI);1,2-Diphenylethane-1,2-dione;1,2-Diphenylethanedione;Bibenzoyl;Dibenzoyl;Diphenyl diketone;Diphenyl-a,b-diketone;
  • PSA 34.14000
  • LogP 2.75220

Synthetic route

2-hydroxy-2-phenylacetophenone
119-53-9

2-hydroxy-2-phenylacetophenone

benzil
134-81-6

benzil

Conditions
ConditionsYield
With pyridine chromium peroxide In benzene for 0.1h; Product distribution; Heating; effect of various chromium(VI) based oxidants;100%
With pyridine chromium peroxide In benzene for 0.1h; Heating;100%
With 4-dimethylaminopyridine tribromide In dichloromethane for 0.25h; Ambient temperature;100%
diphenyl acetylene
501-65-5

diphenyl acetylene

benzil
134-81-6

benzil

Conditions
ConditionsYield
With sodium periodate; sulfuric acid; C31H29Br2N3Ru*CH2Cl2 In water; acetonitrile at 25℃; for 0.5h; Inert atmosphere; Schlenk technique;100%
With sodium periodate; sulfuric acid; ruthenium-carbon composite In water; acetonitrile at 25℃; for 0.5h; Catalytic behavior; Reagent/catalyst; Temperature; Time; Solvent; Green chemistry;100%
With SO3-dioxane at 60℃; for 0.25h;99%
1,2-diphenyl-2-thioxoethanone
16939-18-7

1,2-diphenyl-2-thioxoethanone

benzil
134-81-6

benzil

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In diethyl ether for 1h; oxidation with nitric acid;100%
1,2-diphenyl-2-(trimethylsilyloxy)ethanone
26205-39-0

1,2-diphenyl-2-(trimethylsilyloxy)ethanone

benzil
134-81-6

benzil

Conditions
ConditionsYield
With copper nitrate - dinitrogen tetroxide adduct In tetrachloromethane for 0.75h; Oxidation; Heating;100%
With aluminium trichloride; silver bromate In acetonitrile for 0.4h; Heating;98%
With Montmorillonite K10; ferric nitrate Oxidation; deprotection; Irradiation;95%
(2RS)-(+/-)-2-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-1,2-diphenylethanone
180295-26-5

(2RS)-(+/-)-2-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-1,2-diphenylethanone

benzil
134-81-6

benzil

Conditions
ConditionsYield
With copper nitrate - dinitrogen tetroxide adduct In tetrachloromethane for 1h; Oxidation; Heating;100%
With N-hydroxyphthalimide; oxygen; cobalt(II) benzoate In acetonitrile at 20℃; for 9h;93%
With manganese(IV) oxide; aluminium trichloride In acetonitrile for 0.333333h; Oxidation; Heating;40%
[(6-Ph2TPA)Ni(PhC(O)C(OH)C(O)Ph)]ClO4

[(6-Ph2TPA)Ni(PhC(O)C(OH)C(O)Ph)]ClO4

A

[(6-Ph2TPA)Ni(O2CPh)]ClO4
932703-85-0

[(6-Ph2TPA)Ni(O2CPh)]ClO4

B

phenacyl benzoate
33868-50-7

phenacyl benzoate

C

carbon monoxide
201230-82-2

carbon monoxide

D

benzil
134-81-6

benzil

E

benzoic acid
65-85-0

benzoic acid

Conditions
ConditionsYield
With oxygenA 100%
B n/a
C n/a
D n/a
E n/a
[(bnpapa)Ni(PhC(O)C(OH)C(O)Ph)]ClO4

[(bnpapa)Ni(PhC(O)C(OH)C(O)Ph)]ClO4

A

phenacyl benzoate
33868-50-7

phenacyl benzoate

B

carbon monoxide
201230-82-2

carbon monoxide

C

[(bnpapa)Ni(O2CPh)]ClO4

[(bnpapa)Ni(O2CPh)]ClO4

D

benzil
134-81-6

benzil

E

benzoic acid
65-85-0

benzoic acid

Conditions
ConditionsYield
With oxygen In acetonitrile at 20℃;A n/a
B n/a
C 100%
D 12%
E 11 mg
Conditions
ConditionsYield
With Me2Se*NCS; 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene 1.)1h 0 deg C, 1h room temperature, 2.) 4h room temperature;99%
With octahydro-2,5-epiminopentalen-7-yloxidanyl; acetic acid; sodium nitrite In acetonitrile at 20℃; for 4h; air;99%
With 9-benzyl-9-norazaadamantane N-oxyl; oxygen; acetic acid; sodium nitrite In acetonitrile at 20℃; for 4h; Catalytic behavior; Concentration; Reagent/catalyst; Solvent; Temperature; Time;99.3%
2-bromo-2'-hydroxy-diphenyl-2-methylethanone

2-bromo-2'-hydroxy-diphenyl-2-methylethanone

benzil
134-81-6

benzil

Conditions
ConditionsYield
Stage #1: 2-bromo-2'-hydroxy-diphenyl-2-methylethanone With potassium chloride at 60 - 76℃; for 4.33h;
Stage #2: With dimethyltitanocene; isopentyl butanoate for 4.5h; Temperature;
99.3%
phenyl benzyl ketone
451-40-1

phenyl benzyl ketone

benzil
134-81-6

benzil

Conditions
ConditionsYield
With hydrogen bromide; dimethyl sulfoxide at 55℃; for 24h;99%
With C14H14N6O2; oxygen; sodium acetate; palladium diacetate at 120℃; under 760.051 Torr; for 48h;97%
With potassium hydrogencarbonate; dimethyl sulfoxide at 80℃;96%
1,2-diphenyl-2-methylthio-1-ethanone
32368-19-7

1,2-diphenyl-2-methylthio-1-ethanone

benzil
134-81-6

benzil

Conditions
ConditionsYield
With CuCl2*2H2O In water; acetone for 1h; Heating;99%
2-hydroxy-2-phenylacetophenone
119-53-9

2-hydroxy-2-phenylacetophenone

2-nitro-aniline
88-74-4

2-nitro-aniline

A

2,3-diphenylquinoxaline
1684-14-6

2,3-diphenylquinoxaline

B

benzil
134-81-6

benzil

Conditions
ConditionsYield
With sodium hydroxide In toluene at 120℃; for 3h; Inert atmosphere; Sealed tube;A 99%
B 50%
2-hydroxy-2-phenylacetophenone
119-53-9

2-hydroxy-2-phenylacetophenone

A

dimethylsulfide
75-18-3

dimethylsulfide

B

benzil
134-81-6

benzil

Conditions
ConditionsYield
With antimonypentachloride; dimethyl sulfoxide In nitromethane; benzene for 2h; Heating;A n/a
B 98.7%
1,1'-(1,2-ethanediyl)bisbenzene
103-29-7

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

benzil
134-81-6

benzil

Conditions
ConditionsYield
With oxygen; silica gel; 4-aminoperbenzoic acid In dichloromethane at 20℃; for 9h;98%
With graphite oxide In chloroform at 120℃; for 24h;17%
With oxygen; graphite oxide In chloroform at 120℃; for 24h; Sealed tube;17%
With selenium(IV) oxide at 200℃;
Multi-step reaction with 2 steps
1: SeO2 / 200 °C / sowie auf 300grad
2: SeO2 / 200 °C
View Scheme
2,2'-Diphenyl-[2,2']bi[[1,3]dithiolanyl]
78576-73-5

2,2'-Diphenyl-[2,2']bi[[1,3]dithiolanyl]

benzil
134-81-6

benzil

Conditions
ConditionsYield
With t-butyl bromide; dimethyl sulfoxide at 70 - 75℃; for 4h;98%
With trimethylsilyl iodide; dimethyl sulfoxide In tetrachloromethane at 75 - 80℃; for 6h;98%
With fluorosulfonylchloride In diethyl ether; water Ambient temperature;86%
4-iodoxybiphenyl
91493-19-5

4-iodoxybiphenyl

diphenyl acetylene
501-65-5

diphenyl acetylene

A

4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

B

benzil
134-81-6

benzil

Conditions
ConditionsYield
In nitrobenzene at 170℃; for 5h;A 98%
B 34.5%
2-hydroxy-2-phenylacetophenone
119-53-9

2-hydroxy-2-phenylacetophenone

A

benzil
134-81-6

benzil

B

Ph3Sb

Ph3Sb

Conditions
ConditionsYield
With (2 equiv); triphenylantimony dibromide; triethylamine In chloroform-d1 for 17h; Product distribution; Mechanism; reactions of α-hydroxyketones and esters in presence of var. bases;A 98%
B n/a
cis-[(1,4,7-trimethyl-1,4,7-triazacyclononane)(CF3COO)Ru(VI)O2]ClO4

cis-[(1,4,7-trimethyl-1,4,7-triazacyclononane)(CF3COO)Ru(VI)O2]ClO4

diphenyl acetylene
501-65-5

diphenyl acetylene

acetonitrile
75-05-8

acetonitrile

A

[(1,4,7-trimethyl-1,4,7-triazacyclononane)(CF3CO2)Ru(II)(CH3CN)2]ClO4

[(1,4,7-trimethyl-1,4,7-triazacyclononane)(CF3CO2)Ru(II)(CH3CN)2]ClO4

B

benzil
134-81-6

benzil

Conditions
ConditionsYield
In acetonitrile; trifluoroacetic acid excess diphenylacetylene was treated with cis-((Cn*)(CF3CO2)Ru(VI)O2)ClO4 in 0.2M CF3COOH/MeCN soln. at room temp.; recrystn. from MeCN/Et2O; elem. anal.;A 92%
B 98%
(S,S)-hydrobenzoin
2325-10-2

(S,S)-hydrobenzoin

benzil
134-81-6

benzil

Conditions
ConditionsYield
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In N,N-dimethyl-formamide at 23 - 25℃; for 4h;98%
1,3-diphenylpropanedione
120-46-7

1,3-diphenylpropanedione

benzil
134-81-6

benzil

Conditions
ConditionsYield
With aluminum (III) chloride; Oxone In water at 20℃; for 24h;98%
With iodine; dimethyl sulfoxide; copper(ll) bromide for 8h; Catalytic behavior; Reagent/catalyst; Schlenk technique; Heating;95%
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; acetic acid; copper(I) bromide at 100℃; for 2h; Mechanism; Reagent/catalyst; Temperature;90%
Conditions
ConditionsYield
With bis(1-CH2Ph-3,5,7-3N-1-N(1+)tricyclo[3.3.1.13,7]decaneS2O8 In acetonitrile for 0.333333h; Oxidation; Heating;97%
With KMnO4/alumina at 50℃; for 0.5h;97%
With Cu(NO3)2-SiO2 for 0.133333h; oxime cleavage; microwave irradiation;95%
(E)-1,2-dichlorostilbene
951-86-0

(E)-1,2-dichlorostilbene

A

benzil
134-81-6

benzil

B

valeric acid
109-52-4

valeric acid

Conditions
ConditionsYield
With ruthenium(IV) oxide; sodium periodate In dichloromethane; water; acetonitrile for 0.5h; Ambient temperature;A 97%
B n/a
benzoin oxime
441-38-3

benzoin oxime

benzil
134-81-6

benzil

Conditions
ConditionsYield
With Cu(NO3)2-SiO2 for 0.0833333h; Oxidation; oxime cleavage; microwave irradiation;97%
With water; Dess-Martin periodane In dichloromethane at 5 - 20℃; for 0.333333h;92%
With quinolinium monofluorochromate(VI) In dichloromethane for 5h; Product distribution; Oxidation; Heating;85%
With imidazolium fluorochromate In acetonitrile at 20℃; for 0.5h; Oxidation;79%
α-iodo-α-phenylacetophenone
24242-77-1

α-iodo-α-phenylacetophenone

benzil
134-81-6

benzil

Conditions
ConditionsYield
With dimethyl sulfoxide at 100℃; for 2h;97%
With dimethyl sulfoxide at 100℃; for 2h;97%
With dimethyl sulfoxide at 130℃; for 1h;90%
(R,R)-hydroxybenzoin
52340-78-0

(R,R)-hydroxybenzoin

benzil
134-81-6

benzil

Conditions
ConditionsYield
With oxone; C18H17IN2O7PolS(1-)*Na(1+); tetra(n-butyl)ammonium hydrogensulfate In acetonitrile at 70℃; for 18h; Reagent/catalyst; Solvent; Sealed tube; Green chemistry;97%
(E)-1,2-diphenyl-ethene
103-30-0

(E)-1,2-diphenyl-ethene

benzil
134-81-6

benzil

Conditions
ConditionsYield
With water; iodine; oxygen In acetonitrile at 140℃; for 20h; Reagent/catalyst; Solvent; Temperature; Sealed tube; chemoselective reaction;96%
With tert.-butylhydroperoxide; [Ru2Cl(3,6-bis(1-(2-pyridylmethyl)imidazol-2-yliden-3-yl)pyridazine)(CH3CN)4](PF6)3; sodium iodide In water; acetonitrile at 20℃; for 0.166667h; Catalytic behavior; Reagent/catalyst; Solvent;92%
With tert.-butylhydroperoxide; (p-cymene)ruthenium(II) chloride; tetrabutylammonium iodide In water; toluene; acetonitrile at 20℃; for 1h;91%
desyl bromide
1484-50-0

desyl bromide

benzil
134-81-6

benzil

Conditions
ConditionsYield
With 4-methoxypyridine; lithium carbonate In N,N-dimethyl acetamide at 25℃; for 24h; Irradiation;96%
With 4-methoxypyridine; tris(2,2'-bipyridine)ruthenium dichloride; lithium carbonate In N,N-dimethyl acetamide at 25℃; for 24h; Irradiation;81%
With Amberlyst A-26; nitrate form In benzene for 2h; Heating;80%
(benzoylphenylmethylene)triphenylphosphorane
30416-76-3

(benzoylphenylmethylene)triphenylphosphorane

benzil
134-81-6

benzil

Conditions
ConditionsYield
With potassium permanganate; magnesium sulfate In toluene at 50 - 60℃; for 20h;96%
With N-Sulfonyloxaziridine 3 In dichloromethane at 25℃; for 0.5h;76%
(Z)-1,2,3,4-tetraphenyl-2-butene-1,4-dione
7510-34-1, 10496-80-7, 6313-26-4

(Z)-1,2,3,4-tetraphenyl-2-butene-1,4-dione

benzil
134-81-6

benzil

Conditions
ConditionsYield
With formic acid; sulfuric acid for 0.0333333h; microwave irradiation;96%
(1S,2R)-1,2-diphenylethane-1,2-diol
579-43-1

(1S,2R)-1,2-diphenylethane-1,2-diol

benzil
134-81-6

benzil

Conditions
ConditionsYield
With N-iodo-succinimide; 1-(3,5-bis(trifluoromethyl)phenyl)-3-((S)-(6-methoxyquinolin-4-yl)((2S,4S,8R)-8-vinylquinuclidin-2-yl)methyl)urea In chloroform at 24℃; Concentration; Reagent/catalyst; Solvent;95%
With 4-acetylamino-2,2,6,6-tetramethylpiperidine-N-oxyl; toluene-4-sulfonic acid In dichloromethane at 18℃; 1.) 0 deg C, 1 h, 2.) room temp., 72 h;88%
With aluminium(III) phenoxide; p-benzoquinone; benzene
4-methyl-1,2-diaminobenzene
496-72-0

4-methyl-1,2-diaminobenzene

benzil
134-81-6

benzil

2,3-diphenyl-6-methylquinoxaline
16107-85-0

2,3-diphenyl-6-methylquinoxaline

Conditions
ConditionsYield
at 100℃; for 0.25h;100%
With gallium(III) triflate In ethanol at 20℃; for 0.0833333h;100%
With aluminum oxide at 20℃; for 0.166667h; neat (no solvent);100%
1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

benzil
134-81-6

benzil

2,3-diphenylquinoxaline
1684-14-6

2,3-diphenylquinoxaline

Conditions
ConditionsYield
With gallium(III) triflate In acetonitrile at 20℃; for 0.0833333h; Reactivity; Solvent; Time; Concentration;100%
With PEG-400 at 110℃; for 0.166667h; Neat (no solvent);100%
With zirconium(IV) chloride In methanol at 20℃; for 0.0833333h;100%
biphenyl-3,4-diamine
4458-39-3

biphenyl-3,4-diamine

benzil
134-81-6

benzil

2,3,6-triphenylquinoxaline
85877-63-0

2,3,6-triphenylquinoxaline

Conditions
ConditionsYield
With gallium(III) triflate In ethanol at 20℃; for 0.0833333h;100%
With 1,1,1,3',3',3'-hexafluoro-propanol at 20℃; for 1h;92%
With acetic acid
benzil
134-81-6

benzil

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

6-nitro-2,3-diphenylquinoxaline
7466-45-7

6-nitro-2,3-diphenylquinoxaline

Conditions
ConditionsYield
at 160℃; for 0.25h;100%
H6P2W18O62 In acetic acid at 20℃; for 0.0833333h;98%
at 120℃; for 0.0583333h; Microwave irradiation;98%
benzil
134-81-6

benzil

2-hydroxy-2-phenylacetophenone
119-53-9

2-hydroxy-2-phenylacetophenone

Conditions
ConditionsYield
With titanium(III) chloride In acetone at 0℃; for 1h;100%
Stage #1: benzil With sodium tetrahydroborate at 70℃; for 1.5h; Ball milling; neat (no solvent);
Stage #2: With water regiospecific reaction;
100%
With hydrogen; palladium In methanol at 20℃; under 3800 Torr; for 46h;98%
benzil
134-81-6

benzil

malononitrile
109-77-3

malononitrile

2-(2-oxo-1,2-diphenylethylidene)malononitrile
23195-86-0

2-(2-oxo-1,2-diphenylethylidene)malononitrile

Conditions
ConditionsYield
With third generation polystyrene supported poly(amidoamine) dendrimer In ethanol at 50℃; for 2h; Knoevenagel condensation;100%
With N,N-dimethyl-aniline In ethanol
With potassium carbonate In ethanol for 8h; Reflux;
benzil
134-81-6

benzil

phosphorous acid trimethyl ester
121-45-9

phosphorous acid trimethyl ester

2,2,2-trimethoxy-4,5-diphenyl-2,2-dihydro-1,3,2-dioxaphospholene
4850-55-9

2,2,2-trimethoxy-4,5-diphenyl-2,2-dihydro-1,3,2-dioxaphospholene

Conditions
ConditionsYield
100%
In benzene
acetaldehyde
75-07-0

acetaldehyde

benzil
134-81-6

benzil

2,3-dihydroxy-1,2-diphenyl-1-butanone

2,3-dihydroxy-1,2-diphenyl-1-butanone

Conditions
ConditionsYield
With titanium(III) chloride In acetone at 0℃; for 1h; Product distribution; Mechanism; various reaction conditions;100%
With titanium(III) chloride In acetone at 0℃; for 1h;100%
acetaldehyde
75-07-0

acetaldehyde

benzil
134-81-6

benzil

2,4-dimethyl-5-benzoyl-5-phenyl-1,3-dioxolane

2,4-dimethyl-5-benzoyl-5-phenyl-1,3-dioxolane

Conditions
ConditionsYield
With titanium(III) chloride In acetone at 40℃; for 1h;100%
4,5-Diamino-6-(2-hydroxy-ethylamino)-2H-pyridazin-3-one
132635-33-7

4,5-Diamino-6-(2-hydroxy-ethylamino)-2H-pyridazin-3-one

acetic acid
64-19-7

acetic acid

benzil
134-81-6

benzil

Acetic acid 2-(8-oxo-2,3-diphenyl-7,8-dihydro-pyrazino[2,3-d]pyridazin-5-ylamino)-ethyl ester
133219-06-4

Acetic acid 2-(8-oxo-2,3-diphenyl-7,8-dihydro-pyrazino[2,3-d]pyridazin-5-ylamino)-ethyl ester

Conditions
ConditionsYield
for 6h; Heating;100%
propionaldehyde
123-38-6

propionaldehyde

benzil
134-81-6

benzil

2,3-dihydroxy-1,2-diphenyl-1-pentanone

2,3-dihydroxy-1,2-diphenyl-1-pentanone

Conditions
ConditionsYield
With titanium(III) chloride In acetone at 0℃; for 1h;100%
4,5-Diamino-6-(2-hydroxy-2-phenyl-ethylamino)-2-methyl-2H-pyridazin-3-one
132635-37-1

4,5-Diamino-6-(2-hydroxy-2-phenyl-ethylamino)-2-methyl-2H-pyridazin-3-one

benzil
134-81-6

benzil

8-(2-Hydroxy-2-phenyl-ethylamino)-6-methyl-2,3-diphenyl-6H-pyrazino[2,3-d]pyridazin-5-one
133219-13-3

8-(2-Hydroxy-2-phenyl-ethylamino)-6-methyl-2,3-diphenyl-6H-pyrazino[2,3-d]pyridazin-5-one

Conditions
ConditionsYield
In acetic acid Ambient temperature;100%
benzil
134-81-6

benzil

<1,2-2H2>-1,2-diphenyl-1,2-ethanediol
36239-19-7

<1,2-2H2>-1,2-diphenyl-1,2-ethanediol

Conditions
ConditionsYield
With sodium borodeuteride In methanol for 1h; Ambient temperature;100%
With sodium borodeuteride; water-d2 In tetrahydrofuran at 0℃; for 1h;100%
With lithium aluminium deuteride In diethyl ether at 20℃; for 4h;9.7 g
benzil
134-81-6

benzil

benzoic acid
65-85-0

benzoic acid

Conditions
ConditionsYield
With bis(acetylacetonate)oxovanadium; oxygen; acetic acid at 80℃; under 760.051 Torr; for 8h; Sealed tube;100%
With dihydrogen peroxide; sodium hydroxide In tetrahydrofuran; water at 0 - 20℃; for 1h;99%
With Oxone In water; acetonitrile for 48h; Reflux;97%
4,5-dimethyl-1,2-phenylenediamine
3171-45-7

4,5-dimethyl-1,2-phenylenediamine

benzil
134-81-6

benzil

6,7-dimethyl-2,3-diphenylquinoxaline
13362-56-6

6,7-dimethyl-2,3-diphenylquinoxaline

Conditions
ConditionsYield
With aluminum oxide at 20℃; for 0.166667h; neat (no solvent);100%
With amberlyst-15 In water at 70℃; for 0.2h;99%
In benzene for 2h; cyclocondensation; Heating;97%
1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

benzil
134-81-6

benzil

dibenzo[a,c]phenacine
215-64-5

dibenzo[a,c]phenacine

Conditions
ConditionsYield
Product distribution; Further Variations:; Temperatures; in melt; solid-state reaction;100%
at 20℃; for 1h; solid-state reaction;
2-methyl-1H-indole-3-carbaldehyde
5416-80-8

2-methyl-1H-indole-3-carbaldehyde

benzil
134-81-6

benzil

3-(4,5-diphenyl-1H-imidazol-2-yl)-2-methyl-1H-indole
662150-78-9

3-(4,5-diphenyl-1H-imidazol-2-yl)-2-methyl-1H-indole

Conditions
ConditionsYield
With ammonium acetate; acetic acid Reflux;100%
With ammonium acetate In acetic acid
With ammonium acetate In acetic acid for 3 - 5h; Heating / reflux;
With ammonium acetate In ethanol for 5h; Reflux;
oxybis(diphenylborane)
4426-21-5

oxybis(diphenylborane)

benzamidine monohydrochloride
1670-14-0

benzamidine monohydrochloride

benzil
134-81-6

benzil

1,3,3,5,7-pentaphenyl-2,4-dioxa-8-aza-6-azonia-3-boratabicyclo{3.3.3}oct-6-ene
115438-41-0

1,3,3,5,7-pentaphenyl-2,4-dioxa-8-aza-6-azonia-3-boratabicyclo{3.3.3}oct-6-ene

Conditions
ConditionsYield
With sodium hydroxide In ethanol room temp.; crystn. from reaction mixt., washing (ethanol, ether), or evapn., extraction (hot ethanol), crystn. on cooling; elem. anal.;100%
5-bromo-1H-indole-3-carboxaldehyde
877-03-2

5-bromo-1H-indole-3-carboxaldehyde

benzil
134-81-6

benzil

C23H16BrN3
331979-15-8

C23H16BrN3

Conditions
ConditionsYield
With ammonium acetate; acetic acid Reflux;100%
With ammonium acetate In neat (no solvent) for 0.233333h; Microwave irradiation; Green chemistry;92%
(S)-1-phenylethanol
1445-91-6

(S)-1-phenylethanol

benzil
134-81-6

benzil

(1S,3R,4S)-1-methyl-3,4-diphenyl-3,4-dihydro-1H-isochromene-3,4-diol

(1S,3R,4S)-1-methyl-3,4-diphenyl-3,4-dihydro-1H-isochromene-3,4-diol

Conditions
ConditionsYield
Stage #1: (S)-1-phenylethanol With sec.-butyllithium In diethyl ether; hexane
Stage #2: benzil In diethyl ether; hexane at -40 - 20℃; for 24h; Inert atmosphere;
100%
3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

benzil
134-81-6

benzil

urea
57-13-6

urea

4,5‐diphenyl‐2‐(3,4,5‐trimethoxyphenyl)‐1H‐imidazole
190780-24-6

4,5‐diphenyl‐2‐(3,4,5‐trimethoxyphenyl)‐1H‐imidazole

Conditions
ConditionsYield
With ammonium acetate; zinc(II) chloride at 70 - 110℃; for 0.5h; Green chemistry;100%
beryllium(II) chloride
7787-47-5

beryllium(II) chloride

benzil
134-81-6

benzil

[BeCl2(benzil)]

[BeCl2(benzil)]

Conditions
ConditionsYield
In dichloromethane at 20℃; Sealed tube; Schlenk technique;100%

Benzil Consensus Reports

Reported in EPA TSCA Inventory.

Benzil Specification

The Benzil, with the CAS registry number 134-81-6, is also known as Diphenylethanedione. It belongs to the product categories of Pharmaceutical Intermediates; Intermediates; Functional Materials; Photopolymerization Initiators; Highly Purified Reagents; Other Categories; Zone Refined Products; Bioactive Small Molecules; Building Blocks; C13 to C14; Carbonyl Compounds; Cell Biology; Chemical Synthesis; Ketones; Organic Building Blocks. Its EINECS number is 205-157-0. This chemical's molecular formula is C14H10O2 and molecular weight is 210.23. What's more, its systematic name is Benzil. Its classification code is Skin / Eye Irritant. Benzil is commonly used as pharmaceutical intermediates, insecticide and curing agent. It is used in organic synthesis. Its main use is as a photoinitiator in polymer chemistry. It is used in the free-radical curing of polymer networks. 

Physical properties of Benzil are: (1)ACD/LogP: 3.38; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.38; (4)ACD/LogD (pH 7.4): 3.38; (5)ACD/BCF (pH 5.5): 218.17; (6)ACD/BCF (pH 7.4): 218.17; (7)ACD/KOC (pH 5.5): 1643.31; (8)ACD/KOC (pH 7.4): 1643.31; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 34.14 Å2; (13)Index of Refraction: 1.594; (14)Molar Refractivity: 61.247 cm3; (15)Molar Volume: 180.379 cm3; (16)Polarizability: 24.28×10-24cm3; (17)Surface Tension: 47.4 dyne/cm; (18)Density: 1.165 g/cm3; (19)Flash Point: 142.559 °C; (20)Enthalpy of Vaporization: 59.123 kJ/mol; (21)Boiling Point: 347 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

Preparation: this chemical can be prepared by cis-1,2-diphenyl-ethene at the temperature of 120 °C. This reaction will need reagent benzeneseleninic anhydride and solvent chlorobenzene with the reaction time of 8 hours. The yield is about 89%.

Benzil can be prepared by cis-1,2-diphenyl-ethene at the temperature of 120 °C

Uses of Benzil: it can be used to produce 2-hydroxy-1,2-diphenyl-pent-4-en-1-one at the ambient temperature. It will need solvent acetonitrile with the reaction time of 5 hours. The yield is about 94%.

Benzil can be used to produce 2-hydroxy-1,2-diphenyl-pent-4-en-1-one at the ambient temperature

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: c1ccc(cc1)C(=O)C(=O)c2ccccc2
(2)Std. InChI: InChI=1S/C14H10O2/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10H
(3)Std. InChIKey: WURBFLDFSFBTLW-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral > 3gm/kg (3000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 15, Pg. 359, 1984.

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