464-72-2

Basic information

• Product Name: Benzopinacole
• Synonyms: TETRAPHENYL-1,2-ETHANEDIOL;TETRAPHENYLETHYLENE GLYCOL;1,1,2,2-tetraphenyl-2-ethanediol;1,1,2,2-tetraphenylethyleneglycol;1,2-Ethanediol, 1,1,2,2-tetraphenyl-;alpha,alpha’-bibenzhydrol;alpha,alpha'-Bibenzhydrol;benzophenonepinacol
• CAS NO: 464-72-2
• Molecular Formula: C₂₆H₂₂O₂
• Molecular Weight: 366.45
• EINECS: 207-356-8
• Product Categories: Pharmaceutical Intermediates
• Mol File: 464-72-2.mol
• Article Data: 195

Chemical Properties

• Melting Point: 171-173 °C(lit.)
• Boiling Point: 457.21°C (rough estimate)
• Flash Point: 224.9 °C
• Appearance: White to slightly yellow/Powder or Crystals
• Density: 1.0629 (rough estimate)
• Vapor Pressure: 4.26E-11mmHg at 25°C
• Refractive Index: 1.4875 (estimate)
• Storage Temp.: Store below +30°C.
• PKA: 12.78±0.29(Predicted)
• Water Solubility: insoluble
• Stability: Stable. Combustible. Incompatible with strong oxidizing agents.
• Merck: 14,1100
• BRN: 2061947
• CAS DataBase Reference: Benzopinacole(CAS DataBase Reference)
• NIST Chemistry Reference: Benzopinacole(464-72-2)
• EPA Substance Registry System: Benzopinacole(464-72-2)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 22-24/25-36-26
• RIDADR: 3077
• WGK Germany: 2
• RTECS: KI2750000
• TSCA: Yes
• HazardClass: 9
• PackingGroup: III
• Hazardous Substances Data: 464-72-2(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 464-72-2 differently. You can refer to the following data:
1. 1,1,2,2-tetraphenylethane-1,2-diol is a useful research chemical.
2. 1,1,2,2-Tetraphenylethane-1,2-diol can be used as a flame resistant resin.

Chemical Properties

white crystalline powder

Purification Methods

Crystallise benzopinacol from EtOH. [Beilstein 6 IV 7053.]

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

Synthetic route

benzophenone (119-61-9) → tetraphenylethane-1,2-diol (464-72-2)

Conditions	Yield
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 → tetraphenylethane-1,2-diol (464-72-2)

Conditions	Yield
With hydrogenchloride	100%

(naphthalene)Yb(THF)3 → ytterbium hydroxide + tetraphenylethane-1,2-diol (464-72-2)

Conditions	Yield
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) → 1,1-Diphenylmethanol (91-01-0) + tetraphenylethane-1,2-diol (464-72-2)

Conditions	Yield
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+) → tetraphenylethane-1,2-diol (464-72-2)

Conditions	Yield
With hydrogenchloride	98%
With hydrogenchloride	98%

benzophenone (119-61-9) + N-butylamine (109-73-9) → tetraphenylethane-1,2-diol (464-72-2)

Conditions	Yield
In benzene for 20h; Product distribution; Quantum yield; Irradiation;	96%

α-acetoxy-α-phenylbenzeneacetic acid (3808-00-2) → tetraphenylethane-1,2-diol (464-72-2) + acetic anhydride (108-24-7)

Conditions	Yield
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) + ethyl acetoacetate (141-97-9) → tetraphenylethane-1,2-diol (464-72-2)

Conditions	Yield
In benzene for 48h; Irradiation;	92%

4-Chloropyridine (626-61-9) + benzophenone (119-61-9) → 2-(4-pyridyl)propan-2-ol (15031-78-4) + diphenyl(pyridin-4-yl)methanol (1620-30-0) + tetraphenylethane-1,2-diol (464-72-2)

Conditions	Yield
In water; isopropyl alcohol for 24h; Product distribution; Mechanism; Irradiation; conc. H2SO4 added;	A 19% B 6% C 90%

benzophenone (119-61-9) + SEC-BUTYLAMINE (33966-50-6) + n-pentanethiol (110-66-7) + tert-butylamine (75-64-9) → N-2-butylidene-2-aminobutane (38836-40-7) + tetraphenylethane-1,2-diol (464-72-2)

Conditions	Yield
In benzene for 20h; Product distribution; Quantum yield; Irradiation;	A 76% B 90%

benzophenone (119-61-9) + benzophenone semicarbazone (14066-73-0) → 9H-fluoren-1-ol (6344-61-2) + tetraphenylethane-1,2-diol (464-72-2)

Conditions	Yield
Irradiation;	A 89% B n/a

benzophenone (119-61-9) → 9H-fluoren-1-ol (6344-61-2) + tetraphenylethane-1,2-diol (464-72-2)

Conditions	Yield
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) → tetraphenylethane-1,2-diol (464-72-2)

Conditions	Yield
With triethylamine; poly(p-phenylene) In methanol for 6h; Irradiation;	87%

benzophenone (119-61-9) + (trimethylsilyl)potassium (56859-17-7) → 1,1,1,2,2,2-hexamethyldisilane (1450-14-2) + tetraphenylethane-1,2-diol (464-72-2)

Conditions	Yield
In 1,2-dimethoxyethane for 12h; Ambient temperature;	A 85% B 80%

benzophenone (119-61-9) + triphenylsilylkalium (15487-82-8, 6735-25-7) → hexaphenyldisilane (1450-23-3) + tetraphenylethane-1,2-diol (464-72-2)

Conditions	Yield
In 1,2-dimethoxyethane for 12h; Ambient temperature;	A 79% B 85%

Cyclohexa-1,2,4-trienyl-phenyl-methanone → tetraphenylethane-1,2-diol (464-72-2)

Conditions	Yield
samarium(III) chloride In various solvent(s) at 20℃; electrolysis, Al anode;	85%

benzophenone (119-61-9) + carbon dioxide (124-38-9) → 1,1-Diphenylmethanol (91-01-0) + tetraphenylethane-1,2-diol (464-72-2)

Conditions	Yield
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) + 3,4-isopropylidenedioxy-Δ1-pyrroline-1-oxide (213598-45-9) → tetraphenylethane-1,2-diol (464-72-2) + (3aS,4R,6aR)-4-(hydroxydiphenylmethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-5-ol (1384970-76-6)

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

benzophenone (119-61-9) → 1-deuteriodiphenylmethanol (17498-07-6) + tetraphenylethane-1,2-diol (464-72-2)

Conditions	Yield
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) + 1-Methoxy-1-(tert-butyldimethylsiloxy)-2-phenylcyclopropane → tetraphenylethane-1,2-diol (464-72-2) + meso-3,4-diphenyladipic acid dimethyl ester (7028-47-9) + Methyl 4-hydroxy-3,4,4-triphenylbutanoate

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

benzophenone (119-61-9) + methyl 2-oxopyrrolidine-1-carboxylate (26407-91-0) → tetraphenylethane-1,2-diol (464-72-2) + methyl 2-(diphenylmethylene)pyrrolidine-1-carboxylate (1365921-07-8) + C19H21NO4 (1365921-23-8)

Conditions	Yield
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) + 4-(methylamino)-3-penten-2-one (14092-14-9) → tetraphenylethane-1,2-diol (464-72-2) + N-(2,2-diphenyl-2-hydroxyethyl)-4-amino-3-penten-2-one (74783-91-8)

Conditions	Yield
In benzene for 48h; Irradiation;	A 75% B 17%

methanol (67-56-1) + benzophenone (119-61-9) → 1,1-diphenyl-1,2-ethanediol (4217-62-3) + tetraphenylethane-1,2-diol (464-72-2)

Conditions	Yield
With TiO2 P25 at 20℃; for 48h; UV-irradiation; Inert atmosphere;	A 20% B 71%

1,1-Diphenylmethanol (91-01-0) → tetraphenylethane-1,2-diol (464-72-2)

Conditions	Yield
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) + 1-Methoxy-1-(tert-butyldimethylsiloxy)-2-phenylcyclopropane → tetraphenylethane-1,2-diol (464-72-2) + meso-3,4-diphenyladipic acid dimethyl ester (7028-47-9) + 4,5,5-triphenyldihydrofuran-2(3H)-one (57697-68-4) + Methyl 4-hydroxy-3,4,4-triphenylbutanoate

Conditions	Yield
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) + benzophenone (119-61-9) → diphenyl(2-pyridyl)methanol (19490-90-5) + tetraphenylethane-1,2-diol (464-72-2) + [2,4']Bipyridinyl-2'-yl-diphenyl-methanol (74439-11-5)

Conditions	Yield
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) + trimethyl(allyl)stannane (762-73-2) → tetraphenylethane-1,2-diol (464-72-2) + 1,1-diphenyl-3-buten-1-ol (4165-79-1)

Conditions	Yield
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) + benzophenone (119-61-9) → 3-(diphenylhydroxymethyl)morpholine (26581-79-3) + tetraphenylethane-1,2-diol (464-72-2) + 1,1,2-triphenyl-1-hydroxy-N-benzoylaminoethane (860522-56-1) + (+/-)-N,N'-dibenzoyl-1,2-diphenyl-1,2-diaminoethane (880141-47-9)

Conditions	Yield
In benzene at 30℃; for 4h; Irradiation; uranium filter;	A n/a B n/a C 63% D 5%

benzophenone (119-61-9) → 3-(diphenylhydroxymethyl)morpholine (26581-79-3) + tetraphenylethane-1,2-diol (464-72-2) + 1,1,2-triphenyl-1-hydroxy-N-benzoylaminoethane (860522-56-1) + (+/-)-N,N'-dibenzoyl-1,2-diphenyl-1,2-diaminoethane (880141-47-9)

Conditions	Yield
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) → di-tert-butylacetylene (17530-24-4) + tetraphenylethane-1,2-diol (464-72-2) + 4,4-Dimethyl-2-pentinsaeure-tert-butylester (83747-02-8) + 1,5,6-Tri-tert-butyl-3,3-diphenyl-2-oxabicyclo<2.2.0>hex-5-en-4-carbonsaeure-tert-butylester (86260-40-4)

Conditions	Yield
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) → benzopinacolone (466-37-5)

Conditions	Yield
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) → benzophenone (119-61-9)

Conditions	Yield
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) + μ-Oxo-I,I'-bis(trifluoroacetato-O)-I,I'-diphenyldiiodine(III) (91879-79-7) → benzophenone (119-61-9)

Conditions	Yield
In chloroform for 24h; Product distribution; Ambient temperature; various substrates;	99%

tetraphenylethane-1,2-diol (464-72-2) → 9,10-diphenylphenanthrene (602-15-3)

Conditions	Yield
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)] + tetraphenylethane-1,2-diol (464-72-2) → [Hf(meso-tetra-p-tolylporphyrin)(OC(Ph)2C(Ph)2O)]

Conditions	Yield
In benzene-d6 for 1 h;	99%

tetraphenylethane-1,2-diol (464-72-2) → 2-chloro-4,4',5,5'-tetraphenyl-1,3,2-dioxaphospholane (1033130-16-3)

Conditions	Yield
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) + isobutyraldehyde (78-84-2) → benzophenone (119-61-9) + 3-Methyl-1,1-diphenyl-1,2-butanediol (74031-77-9)

Conditions	Yield
With titanium(IV) tetrabutoxide; triethylsilyl chloride In dichloromethane at 20℃;	A n/a B 99%

2-Ethylbutyraldehyde (97-96-1) + tetraphenylethane-1,2-diol (464-72-2) → benzophenone (119-61-9) + 3-ethyl-1,1-diphenylpentane-1,2-diol

Conditions	Yield
With titanium(IV) tetrabutoxide; triethylsilyl chloride In dichloromethane at 20℃;	A n/a B 99%

tetraphenylethane-1,2-diol (464-72-2) + cyclohexanecarbaldehyde (2043-61-0) → benzophenone (119-61-9) + 1,1-diphenyl-2-cyclohexylethanediol (20805-08-7)

Conditions	Yield
With titanium(IV) tetrabutoxide; triethylsilyl chloride In dichloromethane at 20℃;	A n/a B 99%

tetraphenylethane-1,2-diol (464-72-2) + 2-Pentanone (107-87-9) → benzophenone (119-61-9) + 2-methyl-1,1-diphenylpentane-1,2-diol

Conditions	Yield
With titanium(IV) tetrabutoxide; triethylsilyl chloride In dichloromethane at 20℃;	A n/a B 99%

tetraphenylethane-1,2-diol (464-72-2) + 4-methyl-2-pentanone (108-10-1) → benzophenone (119-61-9) + 2,4-dimethyl-1,1-diphenylpentane-1,2-diol

Conditions	Yield
With titanium(IV) tetrabutoxide; triethylsilyl chloride In dichloromethane at 20℃;	A n/a B 99%

tetraphenylethane-1,2-diol (464-72-2) + cyclohexanone (108-94-1) → benzophenone (119-61-9) + 1--1-cyclohexanol (15015-46-0)

Conditions	Yield
With titanium(IV) tetrabutoxide; triethylsilyl chloride In dichloromethane at 20℃;	A n/a B 99%

tetraphenylethane-1,2-diol (464-72-2) + acetophenone (98-86-2) → benzophenone (119-61-9) + 1,1,2-triphenyl-1,2-propanediol (3784-22-3)

Conditions	Yield
With titanium(IV) tetrabutoxide; triethylsilyl chloride In dichloromethane at 20℃;	A n/a B 99%

tetraphenylethane-1,2-diol (464-72-2) + isovaleraldehyde (590-86-3) → benzophenone (119-61-9) + 4-methyl-1,1-diphenylpentane-1,2-diol (153595-52-9)

Conditions	Yield
With titanium(IV) tetrabutoxide; triethylsilyl chloride In dichloromethane at 20℃;	A n/a B 98%

tetraphenylethane-1,2-diol (464-72-2) + benzaldehyde (100-52-7) → benzophenone (119-61-9) + 1,1,2-triphenyl-1,2-ethanediol (6296-95-3)

Conditions	Yield
With titanium(IV) tetrabutoxide; triethylsilyl chloride In dichloromethane at 20℃;	A n/a B 98%

tetraphenylethane-1,2-diol (464-72-2) + 4-methyl-benzaldehyde (104-87-0) → benzophenone (119-61-9) + 1,1-diphenyl-2-p-tolylethane-1,2-diol (110247-82-0)

Conditions	Yield
With titanium(IV) tetrabutoxide; triethylsilyl chloride In dichloromethane at 20℃;	A n/a B 98%

4-tert-Butylbenzaldehyde (939-97-9) + tetraphenylethane-1,2-diol (464-72-2) → benzophenone (119-61-9) + 2-(4-tert-butylphenyl)-1,1-diphenylethane-1,2-diol

Conditions	Yield
With titanium(IV) tetrabutoxide; triethylsilyl chloride In dichloromethane at 20℃;	A n/a B 98%

tetraphenylethane-1,2-diol (464-72-2) + 1-phenyl-acetone (103-79-7) → benzophenone (119-61-9) + 2-methyl-1,1,3-triphenylpropane-1,2-diol (412018-01-0)

Conditions	Yield
With titanium(IV) tetrabutoxide; triethylsilyl chloride In dichloromethane at 20℃;	A n/a B 98%

tetraphenylethane-1,2-diol (464-72-2) + cyclopentanone (120-92-3) → benzophenone (119-61-9) + 1-(diphenylhydroxymethyl)-1-hydrohycyclopentane (16177-38-1)

Conditions	Yield
With titanium(IV) tetrabutoxide; triethylsilyl chloride In dichloromethane at 20℃;	A n/a B 98%

(E)-3-phenylpropenal (14371-10-9) + tetraphenylethane-1,2-diol (464-72-2) → benzophenone (119-61-9) + (E)-1,2-dihydroxy-1,1,4-triphenylbut-3-ene

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

tetraphenylethane-1,2-diol (464-72-2) + 1-phenyl-propan-1-one (93-55-0) → benzophenone (119-61-9) + 1,1,2-triphenylbutane-1,2-diol

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

tetraphenylethane-1,2-diol (464-72-2) + chloroacetone (78-95-5) → benzophenone (119-61-9) + 3-chloro-2-methyl-1,1-diphenylpropane-1,2-diol

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

Upstream product

• 64-17-5 ethanol 
• 18882-12-7 Si(OCph₂Cph₂O)2 
• 4957-14-6 4,4'-dimethyldiphenylmethane 
• 76-93-7 Benzilic acid 
• 119-61-9 benzophenone 
• 122-51-0 orthoformic acid triethyl ester 
• 100-51-6 benzyl alcohol 
• 108-93-0 cyclohexanol 
• 75-44-5 phosgene 
• 60-29-7 diethyl ether 
• 925-90-6 ethylmagnesium bromide 
• 71-43-2 benzene 
• 30615-54-4 triphenylmethyl bromide 
• 91-01-0 1,1-Diphenylmethanol 

Downstream Products

• 15015-46-0 1--1-cyclohexanol 
• 119-61-9 benzophenone 
• 91-01-0 1,1-Diphenylmethanol 
• 470-35-9 tetraphenyloxirane 
• 1620-30-0 diphenyl(pyridin-4-yl)methanol 
• 74439-10-4 7-Oxa-2-azabicyclo<3.2.1>-6,6-diphenyloctan-3-one 
• 19490-90-5 diphenyl(2-pyridyl)methanol 
• 75458-19-4 3',4'-Dihydro-1'H-[2,4']biquinolinyl-2'-one 
• 132548-97-1 2-(α-Hydroxydiphenylmethyl)pyridine-4-carbonitrile 
• 132907-27-8 2,4-Bis(α-hydroxydiphenylmethyl)pyridine 
• 109-66-0 pentane 
• 466-37-5 benzopinacolone 
• 105547-43-1 4β,14α-dihydroxy-5β,6β-epoxyandrost-2-ene-1,17-dione 
• 71339-28-1 6-Acetyl-3,4-dimethyl-5,6-dihydro-pyran-2-one 

Relevant articles and documents

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Visible-Light Induced Photofixation of CO2 into Benzophenone Catalyzed by Colloidal CdS Microcrystallites

Photocatalytic fixation of CO2 into benzophenone has been achieved under λ > 400-nm light irradiation of a CO2-saturated DMF solution of colloidal CdS microcrystallites as photocatalysts, triethylamine as a sacrificial electron donor, and benzophenone yielding benzilic acid with benzhydrol and benzopinacol.

Chemical reactions of benzophenone photoirradiated in 1,2-polybutadiene

The photolysis of benzophenone (BP) in 1,2-polybutadiene (1,2PB) was studied at low radiation intensity in order to clarify some aspects of BP photochemistry and of 1,2PB photocrosslinking. The expected primary photoreactions of hydrogen abstraction and c

Interaction between alkali metal aromatic ketone radical anions and the chlorides of lithium and magnesium in solution. A case of a carbon-carbon bond strengthening through complex formation

The interaction between lithium, sodium and potassium salts with the pre-formed radical anions of benzophenone, 2-methylbenzophenone, 2,4,6-trimethylbenzophenone or fluorenone, and lithium or magnesium chlorides has been studied by nuclear magnetic resona

Photochemical Cycloaddition of Benzophenone to 7-Methylenetetracyclo2,8.04,6>octan-3-one and its Alcohol Derivative

Irradiation of benzophenone with 2,4-dimethyl- or 1,2,4-trimethyl-7-methylenetetracyclo2,8.04,6>octan-3-one affords oxetans (3a) and (3b), respectively, while irradiation with the alcohol derivative (2) affords a rearranged product (5) in addition to an oxetan.

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Ultrasound effects on the photopinacolization of benzophenone

Ultrasonic irradiation is able to modify the course of several photochemical reactions, especially bimolecular, proceeding via triplet states. These effects were illustrated in the study of benzophenone photopinacolization in ethanol. The rates and yields increase when sonication is applied simultaneously to UV irradiation. An explanation is based on a 2-fold effect: (i) light-absorbing transient species undergo sonolytic decomposition, making the photoconversion more efficient, and (ii) sonication induces the triplet state quenching, as shown by Stern-Volmer plots from experiments run in the presence of naphthalene, probably due to the easier collisional deactivation processes favored by the homogeneous distribution of the activated species.

Visible-Light Induced Photocatalysis of Partially Fluorinated Poly(p-phenylene) and Related Linear Phenylene Derivatives

As a partially fluorinated poly(p-phenylene) derivative, yellow powder PF-PPP-n with high solubility in organic solvents was prepared as a mixture of oligomers by nickel-catalyzed polycondensation of the Grignard reagent from 1-bromo-2,4,6-trifluorobenzene.PF-PPP-n shows photocatalytic activity for reduction of water to H2, carbonyl compounds to alcohols, and dimethyl maleate and fumarate to the succinate under visible-light (λ > 400 nm) irradiation in the presence of triethylamine as a sacrificial electron donor.The photocatalysis was compared with those of other related fluorinated linear aromatics such as perfluorinated poly(p-phenylene sulfide) (F-PPS-n), perfluorinated poly(p-phenylene) (F-PPP-n).Their spectral characteristics and photocatalysis are discussed on the basis of the semiempirical molecular orbital calculations.

Site-selective D2O-mediated deuteration of diaryl alcoholsviaquantum dots photocatalysis

Owing to the high synthetic value of deuteration in the pharmaceutical industry, we describe herein the conversion of a range of aromatic ketones to deuterium-labeled products in good to excellent yields. Efficient and site-selective deuteration of benzyl alcohols by D2O with visible light irradiation of quantum dots (QDs), together with gram-scale synthesis and photocatalyst recycling experiments indicated the potential of the developed method in practical organic synthesis.

Enhanced catalytic activity of one-dimensional CdS @TiO2 core-shell nanocomposites for selective organic transformations under visible LED irradiation

In this study, we are interested in the photocatalytic activity under visible LED irradiation of one- dimensional (1D) CdS @TiO2 core–shell nanocomposites (CSNs) prepared through a facile and convenient method. For the synthesis of 1D CdS@TiO2 core/shell structure, titania source (Tetrabutyl titanate) was hydrolyzed by water vapor transmission on the surface of CdS nanowires (NWs) which were prepared via solvothermal method. The characterization of 1D CdS@TiO2 core–shell nanocomposites (CdS@TiO2 CSNs) was performed using X-ray diffraction (XRD), scanning electron microscopy (SEM), transmission electron microscopy (TEM), UV–Vis spectroscopy, and UV–Vis diffuse reflectance spectroscopy (DRS). The as-synthesized sample was utilized for the selective reduction of nitro compounds to benzimidazole and anilide, and also the reduction of benzophenones to alcohol under blue LED irradiation. The 1D CdS@TiO2 CSNs exhibited enhanced photoactivity compared with the pure TiO2, CdS nanowires and commercial TiO2-P25. The excellent reusability of the photocatalyst was examined for six runs. The results demonstrated that the prepared sample has the potential to provide a promising visible light-driven photocatalyst for other organic transformations.

A convenient pinacol coupling of diaryl ketones with B2pin2viapyridine catalysis

A convenient, pyridine-boryl radical-mediated pinacol coupling of diaryl ketones is developed. In contrast to the conventional pinacol coupling that requires sensitive reducing metal, the current method employs a stable diboron reagent and pyridine Lewis base catalyst for the generation of a ketyl radical. The newly developed process is operationally simple, and the desired diols are produced with excellent efficiency in up to 99% yield within 1 hour. The superior reactivity of diaryl ketone was observed over monoaryl carbonyl compounds and analyzed by DFT calculations, which suggests the necessity of both aromatic rings for the maximum stabilization of the transition states.