Product Name

  • Name

    DIPHENYLACETALDEHYDE

  • EINECS 213-433-7
  • CAS No. 947-91-1
  • Article Data245
  • CAS DataBase
  • Density 1.069 g/cm3
  • Solubility
  • Melting Point 50 °C
  • Formula C14H12O
  • Boiling Point 312.6 °C at 760 mmHg
  • Molecular Weight 196.249
  • Flash Point 160.6 °C
  • Transport Information
  • Appearance Clear colorless to pale yellow liquid
  • Safety 23-24/25
  • Risk Codes
  • Molecular Structure Molecular Structure of 947-91-1 (DIPHENYLACETALDEHYDE)
  • Hazard Symbols IrritantXi
  • Synonyms Acetaldehyde,diphenyl- (6CI,7CI,8CI);2,2-Diphenylacetaldehyde;2,2-Diphenylethanal;Diphenylacetaldehyde;NSC 21645;a,a-Diphenylacetaldehyde;a-Phenylbenzeneacetaldehyde;
  • PSA 17.07000
  • LogP 3.01740

Synthetic route

1,1-diphenyloxirane
882-59-7

1,1-diphenyloxirane

Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

Conditions
ConditionsYield
With C36H54IrNP(1+)*C32H12BF24(1-) In tetrahydrofuran at 23 - 100℃; for 24h; Schlenk technique; Inert atmosphere; Sealed tube;99%
With rhenium(I) pentacarbonyl bromide In monoethylene glycol diethyl ether at 80℃; for 1h; Meinwald Rearrangement; Inert atmosphere; chemoselective reaction;93%
With indium(III) chloride In tetrahydrofuran at 25℃; for 0.25h; Rearrangement;90%
trans-Stilbene oxide
1439-07-2

trans-Stilbene oxide

Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

Conditions
ConditionsYield
With erbium(III) triflate In dichloromethane at 20℃; for 0.75h;99%
With trimethylaluminum; 1,3-bis(3-t-butyl-5-methylsalicyl)benzene In dichloromethane Ambient temperature;98%
With copper(II) tetrafluoroborate hydrate In dichloromethane for 1.5h; Meinwald rearrangement; Reflux; regioselective reaction;95%
2-bromo-1,2-diphenylethanol
2425-29-8

2-bromo-1,2-diphenylethanol

Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

Conditions
ConditionsYield
With diethylzinc; trifluoroacetic acid In dichloromethane at 0℃; for 0.166667h; Inert atmosphere;99%
Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

Conditions
ConditionsYield
With KSF clay Irradiation; microwave irradiation;98%
With poly(3,4-ethylenedioxythiophene) In toluene Reflux; Inert atmosphere;88%
With USY-6 molecular sieve In toluene at 110℃; for 5h; Pinacol Rearrangement;88.6%
1,2-diphenyl-2-methoxyethanol
58176-63-9

1,2-diphenyl-2-methoxyethanol

Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

Conditions
ConditionsYield
With hydrogenchloride; trifluoroacetic acid at 70℃; for 0.666667h;98%
(R,R)-trans-stilbene epoxide
1439-07-2

(R,R)-trans-stilbene epoxide

Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

Conditions
ConditionsYield
With gold(III) chloride; silver hexafluoroantimonate In 1,4-dioxane at 20℃; for 0.0833333h; regioselective reaction;98%
With methylaluminium bis(4-bromo-2,6-di-tert.-butylphenoxide) In dichloromethane at -20℃; for 0.3h;95%
copper(I) tetrafluoroborate In dichloromethane for 1.5h; Meinwald rearrangement reaction; Heating;95%
With bismuth(lll) trifluoromethanesulfonate at 20℃; for 0.0833333h; Reagent/catalyst; Time; Schlenk technique; Sonication; Ionic liquid; Green chemistry; regioselective reaction;80%
With mesoporous silica-supported Er(III) catalyst In toluene at 100℃; for 4h;
diphenylacetic acid sodium salt
1716-11-6

diphenylacetic acid sodium salt

Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

Conditions
ConditionsYield
With 9-borabicyclo[3.3.1]nonane dimer In tetrahydrofuran for 1h; Ambient temperature;98%
diphenylacetic acid Li-salt

diphenylacetic acid Li-salt

Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

Conditions
ConditionsYield
With 9-borabicyclo[3.3.1]nonane dimer In tetrahydrofuran for 1h; Ambient temperature;98%
cis-1,2-diphenyloxirane
1689-71-0

cis-1,2-diphenyloxirane

Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

Conditions
ConditionsYield
cyclopentadienyldicarbonyl(tetrahydrofuran)iron(II) tetrafluoroborate In dichloromethane-d2 for 3h; Isomerization;98%
With <(η5-C5H5)Fe(CO)2(THF)>+- In dichloromethane for 3h; Ambient temperature;93%
With bismuth oxide perchlorate In dichloromethane at 20℃; for 0.416667h; Rearrangement;90%
cis-1,2-diphenyloxirane
1689-71-0

cis-1,2-diphenyloxirane

A

phenyl benzyl ketone
451-40-1

phenyl benzyl ketone

B

Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

Conditions
ConditionsYield
With gold(III) chloride; silver hexafluoroantimonate In 1,4-dioxane at 20℃; for 0.0833333h; regioselective reaction;A 11 %Spectr.
B 98%
With (5,10,15,20-tetraphenylporphyrinato-κ4N)(trifluoromethylsulfonate)iron(III) In 1,2-dichloro-ethane at 83℃; for 1h; Inert atmosphere;A 23%
B 73%
With bismuth(lll) trifluoromethanesulfonate In dichloromethane for 0.5h;A n/a
B 92 % Spectr.
2,2-diphenylacetic acid
117-34-0

2,2-diphenylacetic acid

Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

Conditions
ConditionsYield
With 9-borabicyclo[3.3.1]nonane dimer; lithium dihydrido borata-bicyclo[3.3.0]nonane In tetrahydrofuran for 6h; Ambient temperature;96%
With thexylchloroborane-Me2SO4 In dichloromethane for 0.25h; Ambient temperature;91%
With thexylbromoborane dimethyl sulfide complex In carbon disulfide; dichloromethane at -20 - 20℃; for 1h;89%
Conditions
ConditionsYield
methylaluminium bis(4-bromo-2,6-di-tert.-butylphenoxide) In dichloromethane at -20℃; for 0.3h;95%
With [5,10,15,20-tetraphenylporphinato]ytterbium(III) triflate In α,α,α-trifluorotoluene at 102℃; for 3h; Inert atmosphere; regioselective reaction;91%
In hexane Ambient temperature; rearrangement on immobilized monomethylaluminum bis(4-bromo-2,6-diphenylphenoxide) column;72%
potassium 1-hydroxy-2,2-diphenylethanesulfonate

potassium 1-hydroxy-2,2-diphenylethanesulfonate

Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

Conditions
ConditionsYield
With sodium carbonate In water95%
trans-2,3-diphenyloxirane

trans-2,3-diphenyloxirane

Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

Conditions
ConditionsYield
With Cr-pillared montmorillonite In tetrahydrofuran for 4h; Time; Reflux; regioselective reaction;92%
With rhenium(I) pentacarbonyl bromide In monoethylene glycol diethyl ether at 80℃; for 5h; Reagent/catalyst; Solvent; Temperature; Time; Meinwald Rearrangement; Inert atmosphere;72%
formaldehyd
50-00-0

formaldehyd

diazodiphenylmethane
908093-98-1

diazodiphenylmethane

Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

Conditions
ConditionsYield
In chloroform for 1h;91%
With scandium tris(trifluoromethanesulfonate) In toluene at -20℃; for 0.166667h; Inert atmosphere;79%
diphenylacetic acid chloride
1871-76-7

diphenylacetic acid chloride

Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

Conditions
ConditionsYield
With polymer(resin Amberlyst A-26)-supported tetracarbonylhydridoferrate anion In tetrahydrofuran for 1h; Heating;90%
With tri-n-butyl-tin hydride; tetrakis(triphenylphosphine) palladium(0) In benzene for 0.166667h; Ambient temperature;75%
With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; cadmium(II) chloride In acetonitrile at -5℃; for 0.05h;
Multi-step reaction with 2 steps
1: triethylsilane; triethylamine / tetrahydrofuran / 1 h / 20 °C
2: triethylsilane / tetrahydrofuran / 1 h
View Scheme
N-(2,2-diphenylvinyl)acetamide
1722-89-0

N-(2,2-diphenylvinyl)acetamide

Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

Conditions
ConditionsYield
With hydrogenchloride In acetic acid for 0.166667h; Heating;90%
ethyl diphenylacetate
3468-99-3

ethyl diphenylacetate

Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

Conditions
ConditionsYield
With phenylsilane; cobalt(II) diacetate tetrahydrate; sodium triethylborohydride In 1,2-dimethoxyethane; toluene at 25℃; for 15h; Inert atmosphere; Schlenk technique;90%
sodium 1-hydroxy-2,2-diphenylethanesulfonate

sodium 1-hydroxy-2,2-diphenylethanesulfonate

Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

Conditions
ConditionsYield
With sodium carbonate In water89%
trans-Stilbene oxide
1439-07-2

trans-Stilbene oxide

A

phenyl benzyl ketone
451-40-1

phenyl benzyl ketone

B

Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

Conditions
ConditionsYield
With nanoporous aluminosilicate (Al-13-(3.18)) at 40℃; for 3h; Reagent/catalyst; Meinwald Rearrangement;A n/a
B 88%
With bismuth(lll) trifluoromethanesulfonate In dichloromethane for 0.333333h;A n/a
B 92 % Spectr.
1,1,3,3-Tetramethyldisiloxane
3277-26-7

1,1,3,3-Tetramethyldisiloxane

2,2-diphenylacetic acid
117-34-0

2,2-diphenylacetic acid

Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

Conditions
ConditionsYield
Stage #1: 1,1,3,3-Tetramethyldisiloxane; 2,2-diphenylacetic acid With C24H23ClCrIrNO3; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate In dichloromethane at 40℃; for 15h; Schlenk technique; Glovebox; Inert atmosphere;
Stage #2: With water In dichloromethane at 25℃; for 1h;
88%
(2-ethoxyethene-1,1-diyl)dibenzene
36586-15-9

(2-ethoxyethene-1,1-diyl)dibenzene

Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 20℃; for 1h;85%
With hydrogenchloride; acetic acid
N,N-diethyl-2,2-diphenylacetamide
3004-58-8

N,N-diethyl-2,2-diphenylacetamide

Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

Conditions
ConditionsYield
With titanium(IV) isopropylate; 1,1,3,3-Tetramethyldisiloxane In toluene at 20℃; for 48h; Inert atmosphere;85%
2-(2,2-Diphenyl-vinyl)-1,1,3,3-tetramethyl-2,3-dihydro-1H-benzo[1,2,5]azadisilole
78108-69-7

2-(2,2-Diphenyl-vinyl)-1,1,3,3-tetramethyl-2,3-dihydro-1H-benzo[1,2,5]azadisilole

Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

Conditions
ConditionsYield
With hydrogenchloride84%

A

Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

B

(E)-1,2-diphenyl-ethene
103-30-0

(E)-1,2-diphenyl-ethene

Conditions
ConditionsYield
With molybdenum hexacarbonyl In benzene for 3h; Heating;A 14%
B 84%
With molybdenum hexacarbonyl In 1,2-dimethoxyethane Heating;A 66%
B 28%
1,1-Diphenylethylene
530-48-3

1,1-Diphenylethylene

Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

Conditions
ConditionsYield
Stage #1: 1,1-Diphenylethylene for 0.05h; Inert atmosphere;
Stage #2: With tert.-butylhydroperoxide at 102℃; for 6h; Inert atmosphere;
80%
With chloropyridinecobaloxime(III); water; 9-(2-mesityl)-10-methylacridinium perchlorate In acetonitrile at 20℃; for 24h; Wacker Oxidation; Inert atmosphere; Schlenk technique; Irradiation;68%
With Perbenzoic acid; chloroform at 0 - 5℃;
cis-stilben
645-49-8

cis-stilben

Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

Conditions
ConditionsYield
With iodobenzene complex with boron trifluoride etherate In dichloromethane at -10℃;80%
With hypoiodous acid; acetone at -40 - 20℃;
Multi-step reaction with 2 steps
1: 92 percent / m-chloroperbenzoic acid / diethyl ether / Ambient temperature
2: 28 percent / PdCl2(MeCN)2, CuCl2, air / CH2Cl2 / 15 h / Ambient temperature; Irradiation
View Scheme
cis-stilben
645-49-8

cis-stilben

A

Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

B

(E)-1,2-diphenyl-ethene
103-30-0

(E)-1,2-diphenyl-ethene

C

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
2,4,6-triphenylpyrylium tetrafluoroborate for 4h; Product distribution; Irradiation;A 7%
B 80%
C 12%
1,1'-(2-nitroethene-1,1-diyl)dibenzene
5670-69-9

1,1'-(2-nitroethene-1,1-diyl)dibenzene

Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

Conditions
ConditionsYield
With hydrogenchloride; tin(ll) chloride In acetic acid for 0.05h; Heating;80%
Multi-step reaction with 2 steps
1: amalgamated aluminium; diethyl ether
2: concentrated hydrochloric acid; glacial acetic acid
View Scheme
Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

((S)-2-Hydroxy-1-phenyl-ethylamino)-acetic acid methyl ester
204258-62-8

((S)-2-Hydroxy-1-phenyl-ethylamino)-acetic acid methyl ester

((2S,4S)-2-Benzhydryl-4-phenyl-oxazolidin-3-yl)-acetic acid methyl ester
204258-63-9

((2S,4S)-2-Benzhydryl-4-phenyl-oxazolidin-3-yl)-acetic acid methyl ester

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane for 12h; Ambient temperature;100%
Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

3-monochloro-1,2-propanediol
96-24-2

3-monochloro-1,2-propanediol

2-benzhydryl-4-chloromethyl[1,3]dioxolane

2-benzhydryl-4-chloromethyl[1,3]dioxolane

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene Heating;100%
Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

phenylacetylene
536-74-3

phenylacetylene

C22H18O
1292806-77-9

C22H18O

Conditions
ConditionsYield
With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran at -78 - 20℃; for 2h;100%
Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

diethyl cyanophosphonate
2942-58-7

diethyl cyanophosphonate

lithium cyanide
2408-36-8

lithium cyanide

1-cyano-2,2-diphenylethyl diethylphosphate

1-cyano-2,2-diphenylethyl diethylphosphate

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 0.5h;100%
Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

2-cyclopentyl-2-phenylethen-1-one
133658-80-7

2-cyclopentyl-2-phenylethen-1-one

(S)-Cyclopentyl-phenyl-acetic acid 2,2-diphenyl-vinyl ester
865363-46-8

(S)-Cyclopentyl-phenyl-acetic acid 2,2-diphenyl-vinyl ester

Conditions
ConditionsYield
With chiral (-)-ferrocene catalyst In chloroform at 0℃; for 22h;99%
Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

2-cyclopentyl-2-phenylethen-1-one
133658-80-7

2-cyclopentyl-2-phenylethen-1-one

(R)-Cyclopentyl-phenyl-acetic acid 2,2-diphenyl-vinyl ester
865363-56-0

(R)-Cyclopentyl-phenyl-acetic acid 2,2-diphenyl-vinyl ester

Conditions
ConditionsYield
With chiral (+)-ferrocene catalyst In chloroform at 0℃; for 22h;99%
Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

2-(o-tolyl)but-1-en-1-one
463299-70-9

2-(o-tolyl)but-1-en-1-one

2-o-tolyl-butyric acid 2,2-diphenyl-vinyl ester
865363-58-2

2-o-tolyl-butyric acid 2,2-diphenyl-vinyl ester

Conditions
ConditionsYield
With chiral (+)-ferrocene catalyst In chloroform at 0℃; for 22h;99%
Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

2-(o-tolyl)but-1-en-1-one
463299-70-9

2-(o-tolyl)but-1-en-1-one

2-o-tolyl-butyric acid 2,2-diphenyl-vinyl ester
865363-48-0

2-o-tolyl-butyric acid 2,2-diphenyl-vinyl ester

Conditions
ConditionsYield
With chiral (-)-ferrocene catalyst In chloroform at 0℃; for 22h;99%
3-furan-2-yl-3-oxo-propionic acid methyl ester
615-06-5

3-furan-2-yl-3-oxo-propionic acid methyl ester

Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

C22H18O4
1272565-10-2

C22H18O4

Conditions
ConditionsYield
With piperidine; acetic acid In benzene at 100℃; for 16h; Knoevenagel condensation; Inert atmosphere; optical yield given as %de;99%
Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

2,2-diphenyl ethanol
1883-32-5

2,2-diphenyl ethanol

Conditions
ConditionsYield
Stage #1: Diphenylacetaldehyde With [(N,N'-bis(diisopropylphosphino)-2,6-diaminopyridine)Mn(CO)2H] In 1,2-dimethoxyethane at 110℃; for 18h; Inert atmosphere; Sealed tube;
Stage #2: With sodium hydroxide at 25℃; for 18h; Inert atmosphere; chemoselective reaction;
98%
With iron(II) fluoro{tris[2-(diphenylphosphino)phenyl]phospino}tetrafluoroborate; hydrogen; trifluoroacetic acid In isopropyl alcohol at 120℃; under 15001.5 Torr; for 2h; Inert atmosphere; Autoclave; chemoselective reaction;95%
With lithium aluminium tetrahydride In diethyl ether for 2h; Heating;90%
Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

indole-3-acetic acid
87-51-4

indole-3-acetic acid

2-(1-(2,2-diphenylvinyl)-1H-indol-3-yl)acetic acid
1167437-76-4

2-(1-(2,2-diphenylvinyl)-1H-indol-3-yl)acetic acid

Conditions
ConditionsYield
Stage #1: Diphenylacetaldehyde; indole-3-acetic acid With trifluoroacetic acid In acetonitrile at 140℃; for 1h; Inert atmosphere; Microwave irradiation;
Stage #2: With sodium hydrogencarbonate In water; ethyl acetate; acetonitrile
98%
Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

4-hydroxybenzoic acid hydrazide
5351-23-5

4-hydroxybenzoic acid hydrazide

diphenylacetaldehyde p-hydroxybenzoylhydrazone
386283-90-5

diphenylacetaldehyde p-hydroxybenzoylhydrazone

Conditions
ConditionsYield
With acetic acid In ethanol for 4h; Reflux;98%
N-(2-iodophenyl)-4-methyl-N-(propa-1,2-dien-1-yl)benzenesulfonamide
947689-42-1

N-(2-iodophenyl)-4-methyl-N-(propa-1,2-dien-1-yl)benzenesulfonamide

Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

2,2-diphenyl-3-(1-tosyl-1H-indol-3-yl)propanal

2,2-diphenyl-3-(1-tosyl-1H-indol-3-yl)propanal

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); Benzhydrylamine; sodium t-butanolate In tetrahydrofuran at 50℃; for 8h; Inert atmosphere; Sealed tube;98%
Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

4-chloro-1-propynylbenzene
2809-65-6

4-chloro-1-propynylbenzene

(E)-5-(4-chlorophenyl)-2,2-diphenylpent-4-enal

(E)-5-(4-chlorophenyl)-2,2-diphenylpent-4-enal

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); benzoic acid In 1,4-dioxane at 100℃; for 15h;97%
Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

tert-butylamine
75-64-9

tert-butylamine

1-tert.-Butylamino-2,2-diphenylethylen
55103-28-1

1-tert.-Butylamino-2,2-diphenylethylen

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane for 1h; Heating;96%
1.3-propanedithiol
109-80-8

1.3-propanedithiol

Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

2-(diphenylmethyl)-1,3-dithiane
34399-66-1

2-(diphenylmethyl)-1,3-dithiane

Conditions
ConditionsYield
With 4 A molecular sieve; boron trifluoride diethyl etherate In dichloromethane Condensation;96%
Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

CH2=CHCH2X, X = OCOOEt or OCOCH3

CH2=CHCH2X, X = OCOOEt or OCOCH3

1,1-diphenyl-3-butene-1-carboxaldehyde
126899-77-2

1,1-diphenyl-3-butene-1-carboxaldehyde

Conditions
ConditionsYield
With ionic liquid; phosphine ligand; triethylamine; palladium catalyst at 20℃; for 5h;96%
Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

p-toluenesulfonylanhydride
4124-41-8

p-toluenesulfonylanhydride

2,2-diphenylvinyl 4-methylbenzenesulfonate
102478-11-5

2,2-diphenylvinyl 4-methylbenzenesulfonate

Conditions
ConditionsYield
Stage #1: Diphenylacetaldehyde With sodium t-butanolate In tetrahydrofuran at -20 - 20℃; for 1.5h; Inert atmosphere;
Stage #2: p-toluenesulfonylanhydride In tetrahydrofuran at -15 - -5℃; for 1.5h; Inert atmosphere;
96%
Stage #1: Diphenylacetaldehyde With sodium t-butanolate In tetrahydrofuran at -20 - 20℃; Inert atmosphere;
Stage #2: p-toluenesulfonylanhydride In tetrahydrofuran at -15 - -5℃; for 1.5h; Inert atmosphere;
96%
Diphenylacetaldehyde
947-91-1

Diphenylacetaldehyde

5-methoxy-1H-indole-3-acetic acid
3471-31-6

5-methoxy-1H-indole-3-acetic acid

2-(5-methoxy-1-(2,2-diphenylvinyl)-1H-indol-3-yl)acetic acid
1167437-79-7

2-(5-methoxy-1-(2,2-diphenylvinyl)-1H-indol-3-yl)acetic acid

Conditions
ConditionsYield
Stage #1: Diphenylacetaldehyde; 5-methoxy-1H-indole-3-acetic acid With trifluoroacetic acid In acetonitrile at 140℃; for 1h; Inert atmosphere; Microwave irradiation;
Stage #2: With sodium hydrogencarbonate In water; ethyl acetate; acetonitrile
96%

Diphenylacetaldehyde Specification

The IUPAC name of this chemical is 2,2-diphenylacetaldehyde. With the CAS registry number 947-91-1, it is also named as alpha-Phenylbenzeneacetaldehyde. The product's categories are Aldehydes; C10 to C21; Carbonyl Compounds. It is clear colorless to pale yellow liquid which is stable under normal temperature and pressure. When use it, people should not breathe vapour and avoid contact with skin and eyes. Additioanally, this chemical should be sealed in the container which is filled with inert gas and stored in the cool and dry place.

The other characteristics of Diphenylacetaldehyde can be summarized as: (1)ACD/LogP: 3.67; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.67; (4)ACD/LogD (pH 7.4): 3.67; (5)ACD/BCF (pH 5.5): 360.96; (6)ACD/BCF (pH 7.4): 360.96; (7)ACD/KOC (pH 5.5): 2356.31; (8)ACD/KOC (pH 7.4): 2356.31; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Index of Refraction: 1.572; (13)Molar Refractivity: 60.38 cm3; (14)Molar Volume: 183.4 cm3; (15)Polarizability: 23.94×10-24 cm3; (16)Surface Tension: 41.5 dyne/cm; (17)Enthalpy of Vaporization: 55.36 kJ/mol; (18)Vapour Pressure: 0.000523 mmHg at 25°C; (19)Rotatable Bond Count: 3; (20)Tautomer Count: 2; (21)Exact Mass: 196.088815; (22)MonoIsotopic Mass: 196.088815; (23)Topological Polar Surface Area: 17.1; (24)Heavy Atom Count: 15; (25)Complexity: 170.

Preparation of Diphenylacetaldehyde: It can be obtained by 2,2-diphenyl-oxirane. This reaction needs reagents ether BF3 and diethyl ether.

Uses of Diphenylacetaldehyde: It can react with acetic acid anhydride to get acetic acid-(2,2-diphenyl-vinyl ester). This reaction needs reagent sodium acetate.

 

People can use the following data to convert to the molecule structure.
1. SMILES:O=CC(c1ccccc1)c2ccccc2
2. InChI:InChI=1/C14H12O/c15-11-14(12-7-3-1-4-8-12)13-9-5-2-6-10-13/h1-11,14H 
3. InChIKey:HLLGFGBLKOIZOM-UHFFFAOYAO

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 56mg/kg (56mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#02088,

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