Benzoin supplier | CasNO.119-53-9

Name
2-Hydroxy-2-phenylacetophenone
EINECS 204-331-3
CAS No. 119-53-9
Article Data603
CAS DataBase
Density 1.18 g/cm³
Solubility Soluble in chlorine. Slightly soluble in water, ethanol and ether.
Melting Point 134-138 °C(lit.)
Formula C₁₄H₁₂O₂
Boiling Point 342.999 °C at 760 mmHg
Molecular Weight 212.248
Flash Point 154.813 °C
Transport Information
Appearance light yellow powder or crystals with a camphor-like odour
Safety 24/25-36-26
Risk Codes 20/21/22-36/37/38
Molecular Structure
Hazard Symbols Xn
Synonyms (2R)-2-hydroxy-1,2-diphenyl-ethanone;Benzoylphenylcarbinol;Benzoin tincture;Bitter almond oil camphor;2-Hydroxy-1, 2-diphenylethanone;Acetophenone, 2-hydroxy-2-phenyl-;2-Hydroxy-2-phenylacetophenone;2-Hydroxy-1,2-diphenylethanone;Ethanone,2-hydroxy-1,2-diphenyl-;Phenyl-.alpha.-hydroxybenzyl ketone;(2S)-2-hydroxy-1,2-diphenyl-ethanone;Ketone, .alpha.-hydroxybenzyl phenyl;Anisoin;2-Hydroxy-1,2-diphenyl ethanone;
PSA 37.30000
LogP 2.60290

Synthetic route

: 100-52-7
benzaldehyde

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

Conditions

Conditions	Yield
With triethylamine; 4,5-dimethylthiazole bound on chloromethylated polystyrene copolymer In ethanol for 12h; Ambient temperature;	100%
With thiazolium iodide Mechanism; Product distribution; different thiazolium salts;	100%
With 3,3'- (dodecane-1,12-diyl)bis(1-methyl-1H-benzo[d]imidazol-3-ium) dibromide; 1,8-diazabicyclo[5.4.0]undec-7-ene In water at 20℃; for 0.5h;	100%

: 134-81-6
benzil

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

Conditions

Conditions	Yield
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%

: 7540-93-4
2-hydroxy-1,2,3-triphenyl-propan-1-one

A: 451-40-1
phenyl benzyl ketone

B: 119-53-9
2-hydroxy-2-phenylacetophenone

C: 100-52-7
benzaldehyde

Conditions

Conditions	Yield
With tetra-n-butylammonium cyanide In tetrahydrofuran for 1h; Heating;	A 100% B 38% C 6%

...Expand

: 174869-02-4
α-(2-cyanoethyl)benzoin

A: 5343-98-6
4-oxo-4-phenylbutanenitrile

B: 119-53-9
2-hydroxy-2-phenylacetophenone

C: 100-52-7
benzaldehyde

Conditions

Conditions	Yield
With tetra-n-butylammonium cyanide In tetrahydrofuran for 1h; Ambient temperature;	A 100% B 75% C 2%

...Expand

: 555-16-8
4-nitrobenzaldehdye

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

Conditions

Conditions	Yield
With C7H7N2O4(1-)NO3(1-)Pb(2+); potassium tert-butylate In toluene at 20℃; for 12h; Catalytic behavior; Reagent/catalyst; Inert atmosphere; Schlenk technique;	98.75%

: 26205-39-0
1,2-diphenyl-2-(trimethylsilyloxy)ethanone

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

Conditions

Conditions	Yield
With methanol; 1,3-disulfonic acid imidazolium hydrogen sulfate at 20℃; for 0.0833333h; Green chemistry;	98%
With bismuth(lll) trifluoromethanesulfonate In methanol at 20℃; for 0.0333333h;	96%
With aminosulfonic acid; water at 20℃; for 8h;	92%
With benzyltriphenylphosphonium tribromide In methanol at 20℃; for 0.05h;	90%
With K5 In acetonitrile at 20℃; for 0.5h;	100 % Chromat.

: 492-70-6, 655-48-1, 2325-10-2, 38270-73-4, 52340-78-0, 579-43-1
1,2-diphenyl-1,2-ethanediol

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

Conditions

Conditions	Yield
With Merrifield's resin-bound N-aminoimidazolium chlorochromate In dichloromethane for 24h; Heating;	96%
With 2,2,6,6-tetramethyl-piperidine-N-oxyl; tert.-butylnitrite; oxygen In 1,2-dichloro-ethane under 1500.15 Torr; for 12h; Autoclave; Heating;	95%
With tert.-butylnitrite; oxygen; 2,3-dicyano-5,6-dichloro-p-benzoquinone In 1,2-dichloro-ethane at 80℃; under 1500.15 Torr; for 15h; Autoclave;	95%

: bis(η5-cyclopentadienyl)titana-2,5-dioxa-3,4-diphenyl-cyclopent-3-ene

A: 1271-19-8
bis(cyclopentadienyl)titanium dichloride

B: 119-53-9
2-hydroxy-2-phenylacetophenone

Conditions

Conditions	Yield
With chloro-trimethyl-silane; water	A n/a B 95%

benzoin oxime: benzoin oxime

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

Conditions

Conditions	Yield
With water; Dess-Martin periodane In dichloromethane at 5 - 20℃; for 0.333333h;	94%
With N,N'-dibromo-N,N'-(1,2-ethanediyl)bis(p-toluenesulfonamide) In tetrachloromethane at 20℃; for 2h; Product distribution;	90%
With 2,6-dicarboxypyridinium chlorochromate In acetonitrile at 20℃; for 0.366667h;	90%

Conditions

Conditions	Yield
With oxone; sodium hydrogencarbonate; ruthenium trichloride In water; ethyl acetate; acetonitrile at 20℃; for 0.166667h;	94%
With oxone; sodium hydrogencarbonate; ruthenium trichloride In water; ethyl acetate; acetonitrile at 20℃; for 0.166667h;	91%

: 100-52-7
benzaldehyde

: 185990-03-8
dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane

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

Conditions

Conditions	Yield
With (5aR,10bS)-5a,10b-dihydro-2-(2,4,6-trimethylphenyl)-4H,6H-indeno[2,1-b]-1,2,4-triazolo[4,3-d]-1,4-oxazinium chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene In water Reagent/catalyst; Benzoin Condensation; enantioselective reaction;	94%

: 100-52-7
benzaldehyde

: C68H93N6O7S(1+)*3Cl(1-)*2H(1+)

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

Conditions

Conditions	Yield
With triethylamine In d(4)-methanol at 49.9℃; for 12h; Rate constant; different solvent, educt and product; H/D-exchange experiments;	93%

: 51706-34-4
benzoin tetrahydropyranyl ether

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

Conditions

Conditions	Yield
With Montmorillonite KSF In methanol at 40 - 50℃; for 1h;	93%
With iron(III) phosphate In methanol at 20℃; for 3h;	82 %Chromat.

: 13959-93-8
1,2-diphenyl-2-triethylsilyloxyethanone

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

Conditions

Conditions	Yield
With potassium fluoride; Tetraethylene glycol at 20℃; for 2h; chemoselective reaction;	93%
With hydrogenchloride; water In methanol at 20℃; for 0.166667h; Inert atmosphere;

: C17H20O2Si

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

Conditions

Conditions	Yield
With hydrogenchloride In tetrahydrofuran; water at 20℃; for 3.5h; Microwave irradiation;	93%

: 579-43-1
(1S,2R)-1,2-diphenylethane-1,2-diol

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

Conditions

Conditions	Yield
With bromine; oxygen; dimethyltin dichloride; potassium carbonate In water at 50℃; for 1h; Darkness; Green chemistry;	92%
With dihydroxy-methyl-borane; potassium carbonate; dibromoisocyanuric acid In water at 50℃; for 7h; Reagent/catalyst; Darkness; Electrochemical reaction; Green chemistry;	87%
With iodine(V) reagent In acetonitrile at 20 - 65℃; for 4h;	79%
With (2-iodoxyphenyl)acetic acid methyl ester; trifluoroacetic acid In acetonitrile at 20℃; for 4h;	100 %Spectr.

: 74552-49-1
Diethyl 2-hydroxy-1-(trimethylsiloxy)-1,2-diphenylethanephosphonate

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

Conditions

Conditions	Yield
With sodium hydroxide for 0.333333h; Ambient temperature;	91%

: (1-Oxo-2-phenyl-1,2-dihydro-1λ4-naphtho[1,8-de][1,3]dithiin-2-yl)-phenyl-methanol

A: 119-53-9
2-hydroxy-2-phenylacetophenone

B: 209-22-3
1,8-naphthalenedisulfide

Conditions

Conditions	Yield
In benzene for 20h; Ambient temperature; Irradiation;	A 83% B 91%

: 100-52-7
benzaldehyde

A: 1459-20-7
1,2-diphenyl-2-oxoethyl benzoate

B: 119-53-9
2-hydroxy-2-phenylacetophenone

Conditions

Conditions	Yield
With C43H48N6(2+)*2Br(1-); potassium tert-butylate In toluene at 20℃; for 20h; Catalytic behavior; Reagent/catalyst; Solvent; Benzoin Condensation; Inert atmosphere; Schlenk technique;	A 8% B 91%
With 1-butyl-3-methylimidazolium hydroxide; 1,3-dimethylbenzimidazolium Iodide at 20 - 80℃; Benzoin Condensation;	A 7% B 87%
With 1,3-dimethylbenzimidazolium Iodide; 4-nitro-aniline; 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran for 1h; Heating;	A 48% B 7%

: 119-61-9
benzophenone

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

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

Conditions

Conditions	Yield
With samarium; chloro-trimethyl-silane at 90℃; for 10h;	91%

: 645-49-8
cis-stilben

A: 579-43-1
(1S,2R)-1,2-diphenylethane-1,2-diol

B: 119-53-9
2-hydroxy-2-phenylacetophenone

C: 100-52-7
benzaldehyde

Conditions

Conditions	Yield
With 4-methylmorpholine N-oxide; polyaniline-supported Os In water; acetone; acetonitrile at 20℃; for 3h;	A 91% B n/a C n/a

...Expand

: methyl 3-bromo-2-oxo-4-phenylbutanoate

: 100-52-7
benzaldehyde

A: methyl (2S,3S)-2-benzoyl-3-bromo-2-hydroxy-4-phenylbutanoate

B: 119-53-9
2-hydroxy-2-phenylacetophenone

Conditions

Conditions	Yield
With BF4(1-)*C21H22N3O(1+); potassium carbonate In tert-butyl methyl ether at 20℃; for 14h; diastereoselective reaction;	A 91% B 9%

...Expand

: 492-70-6, 655-48-1, 2325-10-2, 38270-73-4, 52340-78-0, 579-43-1
1,2-diphenyl-1,2-ethanediol

A: 119-53-9
2-hydroxy-2-phenylacetophenone

B: 100-52-7
benzaldehyde

Conditions

Conditions	Yield
With 2,2'-bipyridylchromium peroxide In benzene for 0.8h; Product distribution; Heating; effect of various chromium(VI) based oxidants;	A 10% B 90%

: 64357-12-6
benzoin phenylhydrazone ethyl ether

A: 93-89-0
benzoic acid ethyl ester

B: 574-09-4
2-ethoxy-1,2-diphenyl-ethanone

C: 119-53-9
2-hydroxy-2-phenylacetophenone

D: 100-52-7
benzaldehyde

E: 108-90-7
chlorobenzene

F: 71-43-2
benzene

Conditions

Conditions	Yield
With copper dichloride for 5h; Product distribution; Heating; variation of time;	A 90% B 10% C 40% D 10% E n/a F n/a

...Expand

: 5908-41-8
benzoyltrimethylsilane

: 100-52-7
benzaldehyde

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

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 24h; Inert atmosphere; Irradiation; Schlenk technique;	90%
With tetrabutyl ammonium fluoride In tetrahydrofuran	50%

: 120046-05-1
2-(α-hydroxybenzyl)-2-phenyl-1,3-dithiane

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

Conditions

Conditions	Yield
With hydrogen bromide; dihydrogen peroxide In acetonitrile at 25℃; for 1h;	90%
With thallium(III) trifluoroacetate for 0.5h; Ambient temperature;	77%

: 655-48-1
DL-1,2-diphenylethane-1,2-diol

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

Conditions

Conditions	Yield
With dihydroxy-methyl-borane; potassium carbonate; dibromoisocyanuric acid In water at 50℃; for 7h; Darkness; Electrochemical reaction; Green chemistry;	89%
With pyridine; phenyltrimethylammonium tribromide; copper(ll) bromide In methanol at 20℃; for 72h;	54%
With nitric acid; acetic acid dl-benzoin;
With nitric acid dl-benzoin;

: 52340-78-0
(R,R)-hydroxybenzoin

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

Conditions

Conditions	Yield
With bromine; oxygen; dimethyltin dichloride; potassium carbonate In water at 50℃; for 1h; Darkness; Green chemistry;	89%

: 100-52-7
benzaldehyde

: 98-88-4
benzoyl chloride

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

Conditions

Conditions	Yield
With samarium diiodide In tetrahydrofuran for 0.00833333h; Ambient temperature;	86%
With hydrogenchloride; samarium diiodide In tetrahydrofuran for 2h; Ambient temperature;	86%

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

: 451-40-1
phenyl benzyl ketone

Conditions

Conditions	Yield
With pyridine; iodine In toluene for 7h; Inert atmosphere; Reflux;	100%
With titanium; pyrographite In tetrahydrofuran Heating;	80%
With phosphorus; hydrogen iodide In water; toluene at 80℃; for 1h; Inert atmosphere;	80%

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

: 579-43-1
(1S,2R)-1,2-diphenylethane-1,2-diol

Conditions

Conditions	Yield
With tricyclohexylphosphineindium trihydride In toluene at -78 - 20℃; for 15h;	100%
With diisopropoxytitanium(III) tetrahydroborate In dichloromethane at -20℃; for 0.0833333h; Reduction;	92%
With ethanol; nickel at 125℃; under 117681 Torr; Hydrogenation;

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

: 134-81-6
benzil

Conditions

Conditions	Yield
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%

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

: 492-70-6, 655-48-1, 2325-10-2, 38270-73-4, 52340-78-0, 579-43-1
1,2-diphenyl-1,2-ethanediol

Conditions

Conditions	Yield
With magnesium(II) perchlorate; 3-(N,N-dimethylcarbamoyl)-1,2,4-trimethyl-1,4-dihydropyridine In [D3]acetonitrile at 0℃; for 1h; Mechanism; also with (S)-benzoin and opt. active dihydropyridine; stereoselectivity;	100%
With magnesium(II) perchlorate; 3-(N,N-dimethylcarbamoyl)-1,2,4-trimethyl-1,4-dihydropyridine In [D3]acetonitrile at 0℃; for 1h; also with (R)-1;	100%
With sodium tetrahydroborate In methanol at 0℃; for 1h;	100%

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

: 103-29-7
1,1'-(1,2-ethanediyl)bisbenzene

Conditions

Conditions	Yield
With hydrogen In ethanol at 39.84℃; under 760.051 Torr; for 5h;	100%
With hydrogen; palladium on activated charcoal In methanol at 20℃; for 24h;	96%
With sodium cyanoborohydride at 20℃; for 0.05h;	95%

: 613-90-1
benzoyl cyanide

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

: 1459-20-7
1,2-diphenyl-2-oxoethyl benzoate

Conditions

Conditions	Yield
In dimethyl sulfoxide at 20℃; Molecular sieve;	100%
In acetone at 65℃; for 7h;	70%

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

: 107-18-6
allyl alcohol

: 56072-16-3, 122270-54-6
(1RS,2SR)-1,2-diphenyl-pent-4-ene-1,2-diol

Conditions

Conditions	Yield
With tin(ll) chloride; bis(benzonitrile)palladium(II) dichloride In tetrahydrofuran at 25℃; for 68h;	100%

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

: 106-95-6
allyl bromide

: 56072-16-3
1,2-diphenyl-pent-4-ene-1,2-diol

Conditions

Conditions	Yield
With copper; tin(ll) chloride In water at 20℃; for 8h;	100%
With tin In tetrahydrofuran; water Ambient temperature; Irradiation;	90%
With tin(ll) chloride; cobalt acetylacetonate In water at 20℃; for 18h; Barbier coupling reaction;	89%

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

: 65-85-0
benzoic acid

Conditions

Conditions	Yield
With NH-pyrazole; air; sodium hydride In tetrahydrofuran for 5h; Ambient temperature;	100%
With iodopentafluorobenzene bis(trifluoroacetate) In water; benzene Mechanism;	94%
With methyl 3,5-bis((1H-1,2,4-triazol-1-yl)methyl)benzoate; oxygen; sodium acetate; nickel dibromide at 120℃; under 760.051 Torr; for 48h;	94%

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

: 79-30-1
isobutyryl chloride

: Isobutyric acid 2-oxo-1,2-diphenyl-ethyl ester

Conditions

Conditions	Yield
With sulfuric acid; isobutyric Acid for 0.5h; Heating;	100%

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

: 6404-31-5
Z-D-proline

: (R)-Pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-(2-oxo-1,2-diphenyl-ethyl) ester

Conditions

Conditions	Yield
With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane	100%

: 3282-30-2
pivaloyl chloride

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

: 51891-90-8
2-oxo-1,2-diphenylethyl pivalate

Conditions

Conditions	Yield
With pyridine; dmap In dichloromethane for 2h;	100%
With pyridine at 25℃; Inert atmosphere;	91%
With triethylamine In dichloromethane at 20℃;

: 171046-49-4
(-)-5(S)-(3-methoxybenzyl)-1-cyclopentenecarboxylic acid

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

: 171046-58-5
(+)-(5S)-1-(4,5-diphenyloxazol-2-yl)-5-(3-methoxybenzyl)cyclopentene

Conditions

Conditions	Yield
With pyridine; ammonium acetate; thionyl chloride In hydrogenchloride; dichloromethane; ethyl acetate; N,N-dimethyl-formamide	99.6%

: 109-87-5
Dimethoxymethane

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

: α-<(methoxymethyl)oxy>benzyl phenyl ketone

Conditions

Conditions	Yield
With Mo(VI)/ZrO2 at 40℃; for 0.333333h; Reflux; Inert atmosphere; Green chemistry;	99.1%
With phosphorus pentoxide In chloroform at 0 - 20℃; for 4h;	90%

: 108-24-7
acetic anhydride

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

: 62398-10-1, 84275-45-6, 84275-46-7, 574-06-1
2-acetoxy-2-phenylacetophenone

Conditions

Conditions	Yield
With bismuth(lll) trifluoromethanesulfonate In acetonitrile at 20℃; for 0.0833333h;	99%
With magnesium(II) perchlorate at 20℃; for 6h;	99%
With m-nitrobenzene boronic acid at 20℃; for 17h;	99%

: 79-03-8
propionyl chloride

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

: 53901-50-1
α-propionyloxy-deoxybenzoin

Conditions

Conditions	Yield
With sulfuric acid; propionic acid for 0.5h; Heating;	99%

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

: 93-97-0
benzoic acid anhydride

: 1459-20-7
1,2-diphenyl-2-oxoethyl benzoate

Conditions

Conditions	Yield
With bismuth(lll) trifluoromethanesulfonate In acetonitrile for 0.583333h; Heating;	99%

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

: 64-19-7
acetic acid

: 62398-10-1, 84275-45-6, 84275-46-7, 574-06-1
2-acetoxy-2-phenylacetophenone

Conditions

Conditions	Yield
With bismuth(lll) trifluoromethanesulfonate at 20℃; for 1h;	99%
With K5 for 0.75h; Heating;	97%
With poly(4-vinylpyridine) perchlorate In neat (no solvent) at 20℃; for 0.333333h;	92%

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

: 109-94-4
formic acid ethyl ester

: 82027-51-8
2-oxo-1,2-diphenylethyl formate

Conditions

Conditions	Yield
With K5 for 0.5h; Heating;	99%
With bismuth(lll) trifluoromethanesulfonate for 1h; Heating;	97%
With poly(4-vinylpyridinium tribromide) at 20℃; for 1.5h; neat (no solvent);	64%
With polyvinylpolypyrrolidonium tribromide at 20℃; for 1.5h; Neat (no solvent);	64%

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

: 100-52-7
benzaldehyde

: 484-47-9
lophine

Conditions

Conditions	Yield
With ammonium acetate; iodine In ethanol at 20℃; for 1h; Product distribution; Further Variations:; Temperatures; amount of I2;	99%
With ammonium acetate; glycine at 100℃; for 0.333333h; neat (no solvent, solid phase);	99%
With ammonium acetate at 20℃; for 0.2h;	99%

: 555-16-8
4-nitrobenzaldehdye

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

: 5496-39-9
2-(4-nitrophenyl)-4,5-diphenyl-1H-imidazole

Conditions

Conditions	Yield
With ammonium acetate at 20℃; for 0.216667h;	99%
With P2O5/SiO2; ammonium acetate at 100℃; for 1.5h;	95%
With triphenyl(propyl-3-sulphonyl)phosphonium toluenesulfonate; ammonium acetate at 100℃; for 1.5h; neat (no solvent);	95%

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

: 107-15-3
ethylenediamine

: 1489-06-1
2,3-diphenyl-5,6-dihydropyrazine

Conditions

Conditions	Yield
With morpholine; iron(III) chloride In ethanol at 80℃; for 0.3h;	99%
With [P4-VP]-PdNPs In N,N-dimethyl-formamide at 120℃; for 0.00833333h; Reflux;	96%
With ammonium acetate at 80℃; for 1h; Green chemistry;	94%

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

: 88-74-4
2-nitro-aniline

A: 1684-14-6
2,3-diphenylquinoxaline

B: 134-81-6
benzil

Conditions

Conditions	Yield
With sodium hydroxide In toluene at 120℃; for 3h; Inert atmosphere; Sealed tube;	A 99% B 50%

...Expand

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

A: 75-18-3
dimethylsulfide

B: 134-81-6
benzil

Conditions

Conditions	Yield
With antimonypentachloride; dimethyl sulfoxide In nitromethane; benzene for 2h; Heating;	A n/a B 98.7%

: 134-32-7
1-amino-naphthalene

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

: α-[1]naphthylamino-deoxybenzoin

Conditions

Conditions	Yield
With acetic acid at 110℃; for 0.5h;	98%
With tin(II) chloride dihdyrate at 80℃; for 2.5h;	90%
With iodine at 130℃;

Benzoin History

In 1832, Benzoin was first synthesized by Justus von Liebig and Friedrich Woehler during their research on oil of bitter almond, which is benzaldehyde with traces of hydrocyanic acid. The catalytic synthesis by the benzoin condensation was improved by the research of Nikolay Zinin during his time with Liebig.

Benzoin Specification

The Benzoin is an organic compound with the formula C₁₄H₁₂O₂. The IUPAC name of this chemical is 2-hydroxy-1,2-diphenylethanone. With the CAS registry number 119-53-9, it is also named as 1,2-Diphenyl-1-hydroxy-2-ethanone. The product's categories are Pharmaceutical Intermediates; Intermediates; Heterocyclic Compounds; Functional Materials; Photopolymerization Initiators; Highly Purified Reagents; Other Categories; Zone Refined Products. Besides, it is a light yellow powder or crystal with a camphor-like odour, which should be stored in a cool and well-ventilated place. The main uses of benzoin are as a precursor to benzil, which is a photoinitiator. The conversion proceeds by organic oxidation with, copper(II), nitric acid, or oxone. In one study, this reaction is carried out with atmospheric oxygen and basic alumina in dichloromethane.

Physical properties about Benzoin are: (1)ACD/LogP: 2.16; (2)ACD/LogD (pH 5.5): 2.159; (3)ACD/LogD (pH 7.4): 2.159; (4)ACD/BCF (pH 5.5): 25.739; (5)ACD/BCF (pH 7.4): 25.738; (6)ACD/KOC (pH 5.5): 355.89; (7)ACD/KOC (pH 7.4): 355.885; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 4; (11)Polar Surface Area: 37.3 Å²; (12)Index of Refraction: 1.609; (13)Molar Refractivity: 62.306 cm³; (14)Molar Volume: 179.92 cm³; (15)Polarizability: 24.7×10^-24cm³; (16)Surface Tension: 50.656 dyne/cm; (17)Density: 1.18 g/cm³; (18)Flash Point: 154.813 °C; (19)Enthalpy of Vaporization: 61.932 kJ/mol; (20)Boiling Point: 342.999 °C at 760 mmHg.

Preparation: this chemical can be prepared by diphenylethanedione. This reaction will need reagent Xanthomonas oryzae IAM 1657 and solvent H₂O. The reaction time is 3 days with reaction temperature of 30 °C. The yield is about 86%.

Uses of Benzoin: it can be used to produce R-(-)-(E)-benzoin oxime at ambient temperature. It will need reagent NH₂OH*HCl, pyridine with reaction time of 90 min. The yield is about 58%.

When you are using this chemical, please be cautious about it as the following:
It is harmful by inhalation, in contact with skin and if swallowed. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing and avoid contact with skin and eyes.

You can still convert the following datas into molecular structure:
(1)SMILES: c1ccc(cc1)C(C(=O)c2ccccc2)O
(2)InChI: InChI=1/C14H12O2/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10,13,15H
(3)InChIKey: ISAOCJYIOMOJEB-UHFFFAOYAO
(4)Std. InChI: InChI=1S/C14H12O2/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10,13,15H
(5)Std. InChIKey: ISAOCJYIOMOJEB-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.
rabbit	LD50	skin	8870mg/kg (8870mg/kg)		Food and Cosmetics Toxicology. Vol. 11, Pg. 871, 1973.
rat	LD50	oral	10gm/kg (10000mg/kg)		Food and Cosmetics Toxicology. Vol. 11, Pg. 871, 1973.

Product Name

2-Hydroxy-2-phenylacetophenone

Synthetic route

Benzoin History

Benzoin Specification

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