Product Name

  • Name

    Benzopinacole

  • EINECS 207-356-8
  • CAS No. 464-72-2
  • Article Data357
  • CAS DataBase
  • Density 1.198 g/cm3
  • Solubility insoluble in water
  • Melting Point 171-173 °C(lit.)
  • Formula C26H22O2
  • Boiling Point 506.9 °C at 760 mmHg
  • Molecular Weight 366.459
  • Flash Point 224.9 °C
  • Transport Information
  • Appearance white crystalline powder
  • Safety 22-24/25-36-26
  • Risk Codes 20/21/22-36/37/38
  • Molecular Structure Molecular Structure of 464-72-2 (Benzopinacole)
  • Hazard Symbols IrritantXi; HarmfulXn
  • Synonyms Benzopinacol(6CI);1,1,2,2-Tetraphenyl-1,2-ethanediol;Benzophenone pinacol;Benzpinacol;Tetraphenyl-1,2-ethanediol;Tetraphenylethylene glycol;a,a'-Bibenzhydrol;
  • PSA 40.46000
  • LogP 4.85860

Synthetic route

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%
2C13H10O(1-)*2Na(1+)*4C6H18N3OP

2C13H10O(1-)*2Na(1+)*4C6H18N3OP

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

tetraphenylethane-1,2-diol

Conditions
ConditionsYield
With hydrogenchloride100%
(naphthalene)Yb(THF)3

(naphthalene)Yb(THF)3

A

ytterbium hydroxide

ytterbium hydroxide

B

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

tetraphenylethane-1,2-diol

Conditions
ConditionsYield
With benzophenone; hydrogen cation In tetrahydrofuran addn. of benzophenone in THF to the Yb-compd., hydrolysis; pptn. of Yb(OH)3, benzpinacol detd. in the THF soln. by LSC;A 100%
B 67%
benzophenone
119-61-9

benzophenone

A

1,1-Diphenylmethanol
91-01-0

1,1-Diphenylmethanol

B

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

tetraphenylethane-1,2-diol

Conditions
ConditionsYield
With LiCrH4*2LiCl*2THF In tetrahydrofuran at 25℃; for 12h;A 98%
B 2%
With triethylamine; cadmium(II) sulphide In methanol for 6h; Irradiation;A 88%
B 11%
With sodium tetrahydroborate; nickel dichloride In tetrahydrofuran at 20℃; for 0.25h;A 88%
B 4%
2C13H10O(1-)*3C6H18N3OP*Ca(2+)

2C13H10O(1-)*3C6H18N3OP*Ca(2+)

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

tetraphenylethane-1,2-diol

Conditions
ConditionsYield
With hydrogenchloride98%
With hydrogenchloride98%
benzophenone
119-61-9

benzophenone

N-butylamine
109-73-9

N-butylamine

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

tetraphenylethane-1,2-diol

Conditions
ConditionsYield
In benzene for 20h; Product distribution; Quantum yield; Irradiation;96%
α-acetoxy-α-phenylbenzeneacetic acid
3808-00-2

α-acetoxy-α-phenylbenzeneacetic acid

A

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

tetraphenylethane-1,2-diol

B

acetic anhydride
108-24-7

acetic anhydride

Conditions
ConditionsYield
With triethylamine In acetonitrile Ambient temperature; electrolysis;A 93%
B n/a
With triethylamine In acetonitrile Product distribution; Ambient temperature; electrolysis;A 93%
B n/a
benzophenone
119-61-9

benzophenone

ethyl acetoacetate
141-97-9

ethyl acetoacetate

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

tetraphenylethane-1,2-diol

Conditions
ConditionsYield
In benzene for 48h; Irradiation;92%
4-Chloropyridine
626-61-9

4-Chloropyridine

benzophenone
119-61-9

benzophenone

A

2-(4-pyridyl)propan-2-ol
15031-78-4

2-(4-pyridyl)propan-2-ol

B

diphenyl(pyridin-4-yl)methanol
1620-30-0

diphenyl(pyridin-4-yl)methanol

C

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

tetraphenylethane-1,2-diol

Conditions
ConditionsYield
In water; isopropyl alcohol for 24h; Product distribution; Mechanism; Irradiation; conc. H2SO4 added;A 19%
B 6%
C 90%
benzophenone
119-61-9

benzophenone

SEC-BUTYLAMINE
33966-50-6

SEC-BUTYLAMINE

n-pentanethiol
110-66-7

n-pentanethiol

tert-butylamine
75-64-9

tert-butylamine

A

N-2-butylidene-2-aminobutane
38836-40-7

N-2-butylidene-2-aminobutane

B

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

tetraphenylethane-1,2-diol

Conditions
ConditionsYield
In benzene for 20h; Product distribution; Quantum yield; Irradiation;A 76%
B 90%
benzophenone
119-61-9

benzophenone

benzophenone semicarbazone
14066-73-0

benzophenone semicarbazone

A

9H-fluoren-1-ol
6344-61-2

9H-fluoren-1-ol

B

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

tetraphenylethane-1,2-diol

Conditions
ConditionsYield
Irradiation;A 89%
B n/a
benzophenone
119-61-9

benzophenone

A

9H-fluoren-1-ol
6344-61-2

9H-fluoren-1-ol

B

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

tetraphenylethane-1,2-diol

Conditions
ConditionsYield
With benzophenone semicarbazone Mechanism; Irradiation; other nitrogen-containing reagents;A 89%
B n/a
With propan-2-one azine In methanol Irradiation;A 23%
B 1.6 g
benzaldehyde
100-52-7

benzaldehyde

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

tetraphenylethane-1,2-diol

Conditions
ConditionsYield
With triethylamine; poly(p-phenylene) In methanol for 6h; Irradiation;87%
benzophenone
119-61-9

benzophenone

(trimethylsilyl)potassium
56859-17-7

(trimethylsilyl)potassium

A

1,1,1,2,2,2-hexamethyldisilane
1450-14-2

1,1,1,2,2,2-hexamethyldisilane

B

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

tetraphenylethane-1,2-diol

Conditions
ConditionsYield
In 1,2-dimethoxyethane for 12h; Ambient temperature;A 85%
B 80%
benzophenone
119-61-9

benzophenone

triphenylsilylkalium
15487-82-8, 6735-25-7

triphenylsilylkalium

A

hexaphenyldisilane
1450-23-3

hexaphenyldisilane

B

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

tetraphenylethane-1,2-diol

Conditions
ConditionsYield
In 1,2-dimethoxyethane for 12h; Ambient temperature;A 79%
B 85%
Cyclohexa-1,2,4-trienyl-phenyl-methanone

Cyclohexa-1,2,4-trienyl-phenyl-methanone

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

tetraphenylethane-1,2-diol

Conditions
ConditionsYield
samarium(III) chloride In various solvent(s) at 20℃; electrolysis, Al anode;85%
benzophenone
119-61-9

benzophenone

carbon dioxide
124-38-9

carbon dioxide

A

1,1-Diphenylmethanol
91-01-0

1,1-Diphenylmethanol

B

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

tetraphenylethane-1,2-diol

Conditions
ConditionsYield
With cadmium(II) sulphide; triethylamine In N,N-dimethyl-formamide at 20℃; for 2h; Irradiation;A 0%
B 85%
With cadmium(II) sulphide; triethylamine In N,N-dimethyl-formamide at 20℃; for 2h; Irradiation;A 78%
B 3%
benzophenone
119-61-9

benzophenone

3,4-isopropylidenedioxy-Δ1-pyrroline-1-oxide
213598-45-9

3,4-isopropylidenedioxy-Δ1-pyrroline-1-oxide

A

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

tetraphenylethane-1,2-diol

B

(3aS,4R,6aR)-4-(hydroxydiphenylmethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-5-ol
1384970-76-6

(3aS,4R,6aR)-4-(hydroxydiphenylmethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-5-ol

Conditions
ConditionsYield
With samarium diiodide; water In tetrahydrofuran at -78℃; for 2h; Inert atmosphere; diastereoselective reaction;A 10%
B 85%
benzophenone
119-61-9

benzophenone

A

1-deuteriodiphenylmethanol
17498-07-6

1-deuteriodiphenylmethanol

B

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

tetraphenylethane-1,2-diol

Conditions
ConditionsYield
With water-d2; magnesium; ethylene dibromide In tetrahydrofuran at 70℃; for 2h; Catalytic behavior; Reagent/catalyst; Inert atmosphere; Schlenk technique;A 83%
B 12%
benzophenone
119-61-9

benzophenone

1-Methoxy-1-(tert-butyldimethylsiloxy)-2-phenylcyclopropane

1-Methoxy-1-(tert-butyldimethylsiloxy)-2-phenylcyclopropane

A

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

tetraphenylethane-1,2-diol

B

meso-3,4-diphenyladipic acid dimethyl ester
7028-47-9

meso-3,4-diphenyladipic acid dimethyl ester

C

Methyl 4-hydroxy-3,4,4-triphenylbutanoate

Methyl 4-hydroxy-3,4,4-triphenylbutanoate

Conditions
ConditionsYield
With magnesium(II) perchlorate; water In acetonitrile at -40℃; Irradiation;A 9%
B 8%
C 78%
benzophenone
119-61-9

benzophenone

methyl 2-oxopyrrolidine-1-carboxylate
26407-91-0

methyl 2-oxopyrrolidine-1-carboxylate

A

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

tetraphenylethane-1,2-diol

B

methyl 2-(diphenylmethylene)pyrrolidine-1-carboxylate
1365921-07-8

methyl 2-(diphenylmethylene)pyrrolidine-1-carboxylate

C

C19H21NO4
1365921-23-8

C19H21NO4

Conditions
ConditionsYield
Stage #1: benzophenone; methyl 2-oxopyrrolidine-1-carboxylate With titanium tetrachloride; zinc In tetrahydrofuran at 0℃; for 12h; McMurry reaction;
Stage #2: With hydrogenchloride In tetrahydrofuran; water at 0℃; for 0.25h;
A n/a
B 7%
C 76%
benzophenone
119-61-9

benzophenone

4-(methylamino)-3-penten-2-one
14092-14-9

4-(methylamino)-3-penten-2-one

A

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

tetraphenylethane-1,2-diol

B

N-(2,2-diphenyl-2-hydroxyethyl)-4-amino-3-penten-2-one
74783-91-8

N-(2,2-diphenyl-2-hydroxyethyl)-4-amino-3-penten-2-one

Conditions
ConditionsYield
In benzene for 48h; Irradiation;A 75%
B 17%
methanol
67-56-1

methanol

benzophenone
119-61-9

benzophenone

A

1,1-diphenyl-1,2-ethanediol
4217-62-3

1,1-diphenyl-1,2-ethanediol

B

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

tetraphenylethane-1,2-diol

Conditions
ConditionsYield
With TiO2 P25 at 20℃; for 48h; UV-irradiation; Inert atmosphere;A 20%
B 71%
1,1-Diphenylmethanol
91-01-0

1,1-Diphenylmethanol

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

tetraphenylethane-1,2-diol

Conditions
ConditionsYield
With air; 2,2'-thiobis(2,4-di-tert-butylphenol); triethylamine; copper(l) chloride In tetrahydrofuran at 20℃; for 12h;68%
With thiobenzoic acid; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; magnesium sulfate; benzaldehyde In N,N-dimethyl acetamide at 20℃; for 24h; Inert atmosphere; Irradiation;34%
With acetone; butanone; benzene Sonnenlicht;
With benzophenone; benzene Sonnenlicht;
With benzene Sonnenlicht;
benzophenone
119-61-9

benzophenone

1-Methoxy-1-(tert-butyldimethylsiloxy)-2-phenylcyclopropane

1-Methoxy-1-(tert-butyldimethylsiloxy)-2-phenylcyclopropane

A

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

tetraphenylethane-1,2-diol

B

meso-3,4-diphenyladipic acid dimethyl ester
7028-47-9

meso-3,4-diphenyladipic acid dimethyl ester

C

4,5,5-triphenyldihydrofuran-2(3H)-one
57697-68-4

4,5,5-triphenyldihydrofuran-2(3H)-one

D

Methyl 4-hydroxy-3,4,4-triphenylbutanoate

Methyl 4-hydroxy-3,4,4-triphenylbutanoate

Conditions
ConditionsYield
With magnesium(II) perchlorate; water In acetonitrile for 10h; Product distribution; Mechanism; Ambient temperature; Irradiation; other times, temperature; also under anhydrous conditions in the presence or absence of naphthalene; also for other cyclopropanone acetals and carbonyl compounds;A 24%
B 9%
C 3%
D 67%
2-Cyanopyridine
100-70-9

2-Cyanopyridine

benzophenone
119-61-9

benzophenone

A

diphenyl(2-pyridyl)methanol
19490-90-5

diphenyl(2-pyridyl)methanol

B

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

tetraphenylethane-1,2-diol

C

[2,4']Bipyridinyl-2'-yl-diphenyl-methanol
74439-11-5

[2,4']Bipyridinyl-2'-yl-diphenyl-methanol

Conditions
ConditionsYield
In water; isopropyl alcohol for 17h; Product distribution; Mechanism; Irradiation;A 64%
B 0.6 g
C 2%
In water; isopropyl alcohol for 17h; Irradiation;A 64%
B 0.6 g
C 2%
benzophenone
119-61-9

benzophenone

trimethyl(allyl)stannane
762-73-2

trimethyl(allyl)stannane

A

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

tetraphenylethane-1,2-diol

B

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

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

Conditions
ConditionsYield
In acetonitrile for 5h; Mechanism; Irradiation; other aromatic carbonyl compounds also investigated;A 10%
B 64%
In acetonitrile for 5h; Irradiation;A 10%
B 64%
N-[1-morpholino(benzyl)] benzamide
22027-65-2

N-[1-morpholino(benzyl)] benzamide

benzophenone
119-61-9

benzophenone

A

3-(diphenylhydroxymethyl)morpholine
26581-79-3

3-(diphenylhydroxymethyl)morpholine

B

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

tetraphenylethane-1,2-diol

C

1,1,2-triphenyl-1-hydroxy-N-benzoylaminoethane
860522-56-1

1,1,2-triphenyl-1-hydroxy-N-benzoylaminoethane

D

(+/-)-N,N'-dibenzoyl-1,2-diphenyl-1,2-diaminoethane
880141-47-9

(+/-)-N,N'-dibenzoyl-1,2-diphenyl-1,2-diaminoethane

Conditions
ConditionsYield
In benzene at 30℃; for 4h; Irradiation; uranium filter;A n/a
B n/a
C 63%
D 5%
benzophenone
119-61-9

benzophenone

A

3-(diphenylhydroxymethyl)morpholine
26581-79-3

3-(diphenylhydroxymethyl)morpholine

B

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

tetraphenylethane-1,2-diol

C

1,1,2-triphenyl-1-hydroxy-N-benzoylaminoethane
860522-56-1

1,1,2-triphenyl-1-hydroxy-N-benzoylaminoethane

D

(+/-)-N,N'-dibenzoyl-1,2-diphenyl-1,2-diaminoethane
880141-47-9

(+/-)-N,N'-dibenzoyl-1,2-diphenyl-1,2-diaminoethane

Conditions
ConditionsYield
With N-[1-morpholino(benzyl)] benzamide In benzene at 30℃; for 4h; Irradiation; uranium filter;A n/a
B n/a
C 63%
D 5%
benzophenone
119-61-9

benzophenone

A

di-tert-butylacetylene
17530-24-4

di-tert-butylacetylene

B

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

tetraphenylethane-1,2-diol

C

4,4-Dimethyl-2-pentinsaeure-tert-butylester
83747-02-8

4,4-Dimethyl-2-pentinsaeure-tert-butylester

1,5,6-Tri-tert-butyl-3,3-diphenyl-2-oxabicyclo<2.2.0>hex-5-en-4-carbonsaeure-tert-butylester
86260-40-4

1,5,6-Tri-tert-butyl-3,3-diphenyl-2-oxabicyclo<2.2.0>hex-5-en-4-carbonsaeure-tert-butylester

Conditions
ConditionsYield
With C21H36N2O2 In pentane for 18h; Ambient temperature; Irradiation;A n/a
B 51%
C 61%
D 7%
tetraphenylethane-1,2-diol
464-72-2

tetraphenylethane-1,2-diol

benzopinacolone
466-37-5

benzopinacolone

Conditions
ConditionsYield
With tellurium tetrachloride In dichloromethane Ambient temperature;100%
With toluene-4-sulfonic acid solid/solid reaction;100%
o-benzenedisulfonimide In toluene at 110℃; for 7h; Pinacol rearrangement;100%
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%
tetraphenylethane-1,2-diol
464-72-2

tetraphenylethane-1,2-diol

μ-Oxo-I,I'-bis(trifluoroacetato-O)-I,I'-diphenyldiiodine(III)
91879-79-7

μ-Oxo-I,I'-bis(trifluoroacetato-O)-I,I'-diphenyldiiodine(III)

benzophenone
119-61-9

benzophenone

Conditions
ConditionsYield
In chloroform for 24h; Product distribution; Ambient temperature; various substrates;99%
tetraphenylethane-1,2-diol
464-72-2

tetraphenylethane-1,2-diol

9,10-diphenylphenanthrene
602-15-3

9,10-diphenylphenanthrene

Conditions
ConditionsYield
With trifluorormethanesulfonic acid In benzene for 12h; Ambient temperature;99%
With trifluorormethanesulfonic acid In benzene for 12h; Mechanism; Ambient temperature; other functionalised pinacols;99%
With trifluorormethanesulfonic acid In benzene at 10 - 20℃; for 20h;75%
With trifluorormethanesulfonic acid In toluene at 0 - 20℃; for 24h; Pinacol Rearrangement; Inert atmosphere;74%
Multi-step reaction with 2 steps
1: SOCl2, Py / CH2Cl2
2: methanol / Irradiation
View Scheme
[Hf(meso-tetra-p-tolylporphyrin)(OCMe2CMe2O)]

[Hf(meso-tetra-p-tolylporphyrin)(OCMe2CMe2O)]

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

tetraphenylethane-1,2-diol

[Hf(meso-tetra-p-tolylporphyrin)(OC(Ph)2C(Ph)2O)]

[Hf(meso-tetra-p-tolylporphyrin)(OC(Ph)2C(Ph)2O)]

Conditions
ConditionsYield
In benzene-d6 for 1 h;99%
tetraphenylethane-1,2-diol
464-72-2

tetraphenylethane-1,2-diol

2-chloro-4,4',5,5'-tetraphenyl-1,3,2-dioxaphospholane
1033130-16-3

2-chloro-4,4',5,5'-tetraphenyl-1,3,2-dioxaphospholane

Conditions
ConditionsYield
With triethylamine; phosphorus trichloride In tetrahydrofuran at -40 - 20℃; Schlenk technique;99%
With triethylamine; phosphorus trichloride In tetrahydrofuran at -40 - 20℃;
tetraphenylethane-1,2-diol
464-72-2

tetraphenylethane-1,2-diol

isobutyraldehyde
78-84-2

isobutyraldehyde

A

benzophenone
119-61-9

benzophenone

B

3-Methyl-1,1-diphenyl-1,2-butanediol
74031-77-9

3-Methyl-1,1-diphenyl-1,2-butanediol

Conditions
ConditionsYield
With titanium(IV) tetrabutoxide; triethylsilyl chloride In dichloromethane at 20℃;A n/a
B 99%
2-Ethylbutyraldehyde
97-96-1

2-Ethylbutyraldehyde

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

tetraphenylethane-1,2-diol

A

benzophenone
119-61-9

benzophenone

B

3-ethyl-1,1-diphenylpentane-1,2-diol

3-ethyl-1,1-diphenylpentane-1,2-diol

Conditions
ConditionsYield
With titanium(IV) tetrabutoxide; triethylsilyl chloride In dichloromethane at 20℃;A n/a
B 99%
tetraphenylethane-1,2-diol
464-72-2

tetraphenylethane-1,2-diol

cyclohexanecarbaldehyde
2043-61-0

cyclohexanecarbaldehyde

A

benzophenone
119-61-9

benzophenone

B

1,1-diphenyl-2-cyclohexylethanediol
20805-08-7

1,1-diphenyl-2-cyclohexylethanediol

Conditions
ConditionsYield
With titanium(IV) tetrabutoxide; triethylsilyl chloride In dichloromethane at 20℃;A n/a
B 99%
tetraphenylethane-1,2-diol
464-72-2

tetraphenylethane-1,2-diol

2-Pentanone
107-87-9

2-Pentanone

A

benzophenone
119-61-9

benzophenone

B

2-methyl-1,1-diphenylpentane-1,2-diol

2-methyl-1,1-diphenylpentane-1,2-diol

Conditions
ConditionsYield
With titanium(IV) tetrabutoxide; triethylsilyl chloride In dichloromethane at 20℃;A n/a
B 99%
tetraphenylethane-1,2-diol
464-72-2

tetraphenylethane-1,2-diol

4-methyl-2-pentanone
108-10-1

4-methyl-2-pentanone

A

benzophenone
119-61-9

benzophenone

B

2,4-dimethyl-1,1-diphenylpentane-1,2-diol

2,4-dimethyl-1,1-diphenylpentane-1,2-diol

Conditions
ConditionsYield
With titanium(IV) tetrabutoxide; triethylsilyl chloride In dichloromethane at 20℃;A n/a
B 99%
tetraphenylethane-1,2-diol
464-72-2

tetraphenylethane-1,2-diol

cyclohexanone
108-94-1

cyclohexanone

A

benzophenone
119-61-9

benzophenone

B

1--1-cyclohexanol
15015-46-0

1--1-cyclohexanol

Conditions
ConditionsYield
With titanium(IV) tetrabutoxide; triethylsilyl chloride In dichloromethane at 20℃;A n/a
B 99%
tetraphenylethane-1,2-diol
464-72-2

tetraphenylethane-1,2-diol

acetophenone
98-86-2

acetophenone

A

benzophenone
119-61-9

benzophenone

B

1,1,2-triphenyl-1,2-propanediol
3784-22-3

1,1,2-triphenyl-1,2-propanediol

Conditions
ConditionsYield
With titanium(IV) tetrabutoxide; triethylsilyl chloride In dichloromethane at 20℃;A n/a
B 99%
tetraphenylethane-1,2-diol
464-72-2

tetraphenylethane-1,2-diol

isovaleraldehyde
590-86-3

isovaleraldehyde

A

benzophenone
119-61-9

benzophenone

B

4-methyl-1,1-diphenylpentane-1,2-diol
153595-52-9

4-methyl-1,1-diphenylpentane-1,2-diol

Conditions
ConditionsYield
With titanium(IV) tetrabutoxide; triethylsilyl chloride In dichloromethane at 20℃;A n/a
B 98%
tetraphenylethane-1,2-diol
464-72-2

tetraphenylethane-1,2-diol

benzaldehyde
100-52-7

benzaldehyde

A

benzophenone
119-61-9

benzophenone

B

1,1,2-triphenyl-1,2-ethanediol
6296-95-3

1,1,2-triphenyl-1,2-ethanediol

Conditions
ConditionsYield
With titanium(IV) tetrabutoxide; triethylsilyl chloride In dichloromethane at 20℃;A n/a
B 98%
tetraphenylethane-1,2-diol
464-72-2

tetraphenylethane-1,2-diol

4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

A

benzophenone
119-61-9

benzophenone

B

1,1-diphenyl-2-p-tolylethane-1,2-diol
110247-82-0

1,1-diphenyl-2-p-tolylethane-1,2-diol

Conditions
ConditionsYield
With titanium(IV) tetrabutoxide; triethylsilyl chloride In dichloromethane at 20℃;A n/a
B 98%
4-tert-Butylbenzaldehyde
939-97-9

4-tert-Butylbenzaldehyde

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

tetraphenylethane-1,2-diol

A

benzophenone
119-61-9

benzophenone

B

2-(4-tert-butylphenyl)-1,1-diphenylethane-1,2-diol

2-(4-tert-butylphenyl)-1,1-diphenylethane-1,2-diol

Conditions
ConditionsYield
With titanium(IV) tetrabutoxide; triethylsilyl chloride In dichloromethane at 20℃;A n/a
B 98%
tetraphenylethane-1,2-diol
464-72-2

tetraphenylethane-1,2-diol

1-phenyl-acetone
103-79-7

1-phenyl-acetone

A

benzophenone
119-61-9

benzophenone

B

2-methyl-1,1,3-triphenylpropane-1,2-diol
412018-01-0

2-methyl-1,1,3-triphenylpropane-1,2-diol

Conditions
ConditionsYield
With titanium(IV) tetrabutoxide; triethylsilyl chloride In dichloromethane at 20℃;A n/a
B 98%
tetraphenylethane-1,2-diol
464-72-2

tetraphenylethane-1,2-diol

cyclopentanone
120-92-3

cyclopentanone

A

benzophenone
119-61-9

benzophenone

B

1-(diphenylhydroxymethyl)-1-hydrohycyclopentane
16177-38-1

1-(diphenylhydroxymethyl)-1-hydrohycyclopentane

Conditions
ConditionsYield
With titanium(IV) tetrabutoxide; triethylsilyl chloride In dichloromethane at 20℃;A n/a
B 98%
(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

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

tetraphenylethane-1,2-diol

A

benzophenone
119-61-9

benzophenone

B

(E)-1,2-dihydroxy-1,1,4-triphenylbut-3-ene

(E)-1,2-dihydroxy-1,1,4-triphenylbut-3-ene

Conditions
ConditionsYield
With titanium(IV) tetrabutoxide; triethylsilyl chloride In dichloromethane at 20℃;A n/a
B 97%
tetraphenylethane-1,2-diol
464-72-2

tetraphenylethane-1,2-diol

1-phenyl-propan-1-one
93-55-0

1-phenyl-propan-1-one

A

benzophenone
119-61-9

benzophenone

B

1,1,2-triphenylbutane-1,2-diol

1,1,2-triphenylbutane-1,2-diol

Conditions
ConditionsYield
With titanium(IV) tetrabutoxide; triethylsilyl chloride In dichloromethane at 20℃;A n/a
B 97%
tetraphenylethane-1,2-diol
464-72-2

tetraphenylethane-1,2-diol

chloroacetone
78-95-5

chloroacetone

A

benzophenone
119-61-9

benzophenone

B

3-chloro-2-methyl-1,1-diphenylpropane-1,2-diol

3-chloro-2-methyl-1,1-diphenylpropane-1,2-diol

Conditions
ConditionsYield
With titanium(IV) tetrabutoxide; triethylsilyl chloride In dichloromethane at 20℃;A n/a
B 97%

Benzopinacole Consensus Reports

Reported in EPA TSCA Inventory.

Benzopinacole Specification

The CAS registry number of 1,1,2,2-Tetraphenylethylene glycol is 464-72-2. Its EINECS registry number is 207-356-8. The IUPAC name is 1,1,2,2-tetraphenylethane-1,2-diol. In addition, the molecular formula is C26H22O2 and the molecular weight is 366.45. What's more, it is a kind of white crystalline powder and belongs to the class of Pharmaceutical Intermediates. It is incompatible with strong oxidizing agents. And it should be stored in a cool and dry place.

Physical properties about this chemical are: (1)ACD/LogP: 5.88; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5.88; (4)ACD/LogD (pH 7.4): 5.88; (5)ACD/BCF (pH 5.5): 17300.12; (6)ACD/BCF (pH 7.4): 17300.04; (7)ACD/KOC (pH 5.5): 37599.53; (8)ACD/KOC (pH 7.4): 37599.37; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 7; (12)Polar Surface Area: 18.46 Å2; (13)Index of Refraction: 1.648; (14)Molar Refractivity: 111.29 cm3; (15)Molar Volume: 305.8 cm3; (16)Polarizability: 44.12 ×10-24cm3; (17)Surface Tension: 52 dyne/cm; (18)Density: 1.198 g/cm3; (19)Flash Point: 224.9 °C; (20)Enthalpy of Vaporization: 81.8 kJ/mol; (21)Boiling Point: 506.9 °C at 760 mmHg; (22)Vapour Pressure: 4.26E-11 mmHg at 25°C.

Preparation of 1,1,2,2-Tetraphenylethylene glycol: it can be prepared by benzophenone. This reaction will need reagents Mg and chlorotrimethylsilane, catalyst InCl3 and solvent tetrahydrofuran. The reaction time is 24 hours at reaction temperature of 20 °C. The yield is about 49%.

1,1,2,2-Tetraphenylethylene glycol can be prepared by benzophenone.

Uses of 1,1,2,2-Tetraphenylethylene glycol: it can be used as organic synthesis intermediates. In addition, it can be used to get tetraphenylethene. This reaction will need reagent titanium slurry and solvent tetrahydrofuran. The reaction time is 20 hours by heating. The yield is about 85%.

1,1,2,2-Tetraphenylethylene glycol can be used to get tetraphenylethene

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. During using it, wear suitable protective clothing and avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. In addition, you should not breathe dust.

You can still convert the following datas into molecular structure:
(1)SMILES: OC(c1ccccc1)(c2ccccc2)C(O)(c3ccccc3)c4ccccc4
(2)InChI: InChI=1/C26H22O2/c27-25(21-13-5-1-6-14-21,22-15-7-2-8-16-22)26(28,23-17-9-3-10-18-23)24-19-11-4-12-20-24/h1-20,27-28H
(3)InChIKey: MFEWNFVBWPABCX-UHFFFAOYAP

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal > 8gm/kg (8000mg/kg)   European Journal of Toxicology and Environmental Hygiene. Vol. 9, Pg. 99, 1976.
mouse LD50 oral > 10gm/kg (10000mg/kg)   European Journal of Toxicology and Environmental Hygiene. Vol. 9, Pg. 99, 1976.

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