Boroxin,2,4,6-triphenyl- supplier

Name
TRIPHENYLBOROXIN
EINECS
CAS No. 3262-89-3
Article Data161
CAS DataBase
Density 1.13 g/cm³
Solubility
Melting Point 217.0 to 221.0 °C
Formula C₁₈H₁₅B₃O₃
Boiling Point 368.3 °C at 760 mmHg
Molecular Weight 311.748
Flash Point 176.6 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 2,4,6-Triphenylboroxin;Benzeneboronic anhydride;Cyclic benzeneboronic anhydride;Cyclic phenylboronic anhydride;Phenylboronic acid anhydride;Phenylboronic anhydride;Triphenylboroxin;Triphenylboroxole;
PSA 27.69000
LogP 1.23600

Synthetic route

: 98-80-6
phenylboronic acid

: 3262-89-3
triphenylboroxine

Conditions

Conditions	Yield
at 110℃; for 6h;	100%
at 110℃; for 6h; Inert atmosphere; Neat (no solvent);	100%
Stage #1: phenylboronic acid With barium(II) hydroxide In water at 80℃; for 0.0833333h; Stage #2: With Au38(SCH2CH2Ph)24 In toluene at 80℃; for 12h; Reagent/catalyst;	100%

: 357417-22-2
N-(4-chlorobenzylidene)-4-methylbenzenesulfonamide

: 98-80-6
phenylboronic acid

: 3262-89-3
triphenylboroxine

Conditions

Conditions	Yield
In toluene for 12h; Dean-Stark; Reflux;	99%

: boron trioxide

: 960-71-4
triphenylborane

: 3262-89-3
triphenylboroxine

Conditions

Conditions	Yield
In neat (no solvent) refluxing equimolar amounts for 48h;; dissolving in CCl4,;	91%
In neat (no solvent)

: 591-50-4
iodobenzene

: 98-80-6
phenylboronic acid

A: 3262-89-3
triphenylboroxine

B: 92-52-4
biphenyl

Conditions

Conditions	Yield
With potassium carbonate In ethanol at 78℃; for 1h; Catalytic behavior; Reagent/catalyst; Suzuki-Miyaura Coupling;	A n/a B 87%
With potassium carbonate In ethanol at 78℃; for 1h; Suzuki-Miyaura Coupling;	A 49% B 6%

...Expand

: 13292-87-0
dimethylsulfide borane complex

: 108-95-2
phenol

: 3262-89-3
triphenylboroxine

Conditions

Conditions	Yield
With water; pyridin-2-ylmethyl methanesulphonate In tetrahydrofuran; toluene at 90℃; for 0.666667h; Temperature; Inert atmosphere;	80.26%

: 7397-50-4
diphenyl(diethylamino)borane

: 7360-71-6
N,N'-Bis-(diphenylboryl)-hydrazin

: 101550-01-0
(n-C4H9)2BNHNC6H5B(n-C4H9)2

: 3262-89-3
triphenylboroxine

Conditions

Conditions	Yield
byproducts: (C6H5)2CNNC(C6H5)2; 80°C, reflux, 1.5 h;	75%
byproducts: (C6H5)2CNNC(C6H5)2; 80°C, reflux, 1.5 h;	75%

...Expand

: 18885-85-3
2-phenyl-4H-benzo-1,3,2-dioxaborine

A: 3262-89-3
triphenylboroxine

B: 100152-08-7
9',9'A-dihydro-4'aH-spiro[chroman-2,1'-xanthen]-2'-one

C: 136352-96-0
C28H24O4

Conditions

Conditions	Yield
at 900℃; under 0.005 Torr;	A 70% B 12% C 31%

...Expand

: 110-85-0
piperazine

: 98-80-6
phenylboronic acid

A: 3262-89-3
triphenylboroxine

B: 92-54-6
4-phenyl-1-piperazine

C: 92-52-4
biphenyl

Conditions

Conditions	Yield
With [Cu4I4(1,4-diazabicyclo[2.2.2]octane)2]n In methanol at 27℃; for 5h;	A 9 %Chromat. B 68% C 20 %Chromat.

...Expand

: 1309575-95-8
2,4-diphenylbenzo[j]-9-methyl-8-aza-1,3,5,2,4-trioxadiboracycloundec-8-ene

A: 3262-89-3
triphenylboroxine

B: 1309575-94-7
(rac)-2-(phenyl)benzo[j]-7-methyl-6-aza-1,3-dioxa-2-boracyclononen-6-ene

Conditions

Conditions	Yield
In toluene for 24h; Reflux; diastereoselective reaction;	A n/a B 60%

: 1309575-95-8
2,4-diphenylbenzo[j]-9-methyl-8-aza-1,3,5,2,4-trioxadiboracycloundec-8-ene

: 98-80-6
phenylboronic acid

A: 3262-89-3
triphenylboroxine

B: 1309575-94-7
(rac)-2-(phenyl)benzo[j]-7-methyl-6-aza-1,3-dioxa-2-boracyclononen-6-ene

Conditions

Conditions	Yield
In toluene soln. of C6H4C(CH3)N(C2H4OB(C6H5)O)B(C6H5) refluxed for 24 h; solvent and water eliminated, residue washed with CH3Cl, recrystd. from chloroform; elem. anal.;	A n/a B 60%

...Expand

: 98-80-6
phenylboronic acid

A: 3262-89-3
triphenylboroxine

B: 92-52-4
biphenyl

C: 108-95-2
phenol

Conditions

Conditions	Yield
With bis(acetylacetonate)nickel(II); potassium phosphate; oxygen In tetrahydrofuran for 12h; Inert atmosphere; Reflux;	A 60% B 20% C 10%

...Expand

: 98-80-6
phenylboronic acid

A: 3262-89-3
triphenylboroxine

B: 92-52-4
biphenyl

C: 1739-18-0
[18O]phenol

Conditions

Conditions	Yield
With bis(acetylacetonate)nickel(II); potassium phosphate; oxygen-18 In tetrahydrofuran for 12h; Reflux;	A 33% B 12% C 42%

...Expand

: 72729-56-7
2,5-diphenyl-1,3,2,5-dioxaborataphosphorinane

: 3262-89-3
triphenylboroxine

Conditions

Conditions	Yield
With methyl iodide In diethyl ether byproducts: bis(hydroxymethyl)methyl(phenyl)phosphonium iodide; heated for 1 h at reflux with protection from atmospheric moisture; solvent removed; residue crystd. (acetone); IR; NMR; elem. anal.;	40%

: 81290-20-2
(trifluoromethyl)trimethylsilane

: 98-80-6
phenylboronic acid

A: 3262-89-3
triphenylboroxine

B: 456-56-4
phenyl trifluoromethylsulfide

C: 882-33-7
diphenyldisulfane

Conditions

Conditions	Yield
With potassium fluoride; potassium phosphate; copper(l) iodide; 1,10-Phenanthroline; sulfur; silver carbonate In N,N-dimethyl-formamide at 20℃; Molecular sieve;	A n/a B 33% C n/a

...Expand

: 688-74-4
boric acid tributyl ester

: phenylmagnesium bromide

: 3262-89-3
triphenylboroxine

Conditions

Conditions	Yield
at 230℃;

: 2622-89-1
diphenylborinic acid

A: 3262-89-3
triphenylboroxine

B: 71-43-2
benzene

Conditions

Conditions	Yield
at 175℃;

: 960-71-4
triphenylborane

: 3262-89-3
triphenylboroxine

Conditions

Conditions	Yield
With boron trioxide

: 873-51-8
phenylborondichloride

: 3262-89-3
triphenylboroxine

Conditions

Conditions	Yield
Einwirkung von Luftfeuchtigkeit;
Multi-step reaction with 2 steps 1: H2S2 / CS2 2: (hydrolysis) View Scheme
Multi-step reaction with 2 steps 1: diethyl ether 2: SO2 View Scheme

: 100375-51-7
benzyloxy-chloro-phenyl-borane

A: 3262-89-3
triphenylboroxine

B: 100-44-7
benzyl chloride

Conditions

Conditions	Yield
Beim Aufbewahren;
room. temp., 1 day;

: 587-85-9
diphenylmercury(II)

A: 3262-89-3
triphenylboroxine

B: 873-51-8
phenylborondichloride

Conditions

Conditions	Yield
With boron trichloride; benzene at 180 - 200℃; ueber mehrere Stufen;

: 17381-62-3
3,5-diphenyl-1,2,4,3,5-trithiaborolane

: 3262-89-3
triphenylboroxine

Conditions

Conditions	Yield
(hydrolysis);

: hydrogen (μ-3-cyclohexyl-1,3-diaza-spiro[4.5]deca-1,3-dienium-2,4-diyl)-hexaphenyl-bis-borate(1-)

: 3262-89-3
triphenylboroxine

Conditions

Conditions	Yield
With sulfuric acid In 1,4-dioxane Heating;

: 688-74-4
boric acid tributyl ester

: 583-53-9
1,2-dibromobenzene

magnesium: magnesium

A: 3262-89-3
triphenylboroxine

B: 106-98-9
1-butylene

C: 590-18-1
(Z)-2-Butene

D: 624-64-6
trans-2-Butene

...Expand

: 98-80-6
phenylboronic acid

A: 3262-89-3
triphenylboroxine

B: 7732-18-5
water

Conditions

Conditions	Yield
bei der Destillation;
In neat (no solvent) on standing at room temp., reversible react.;;
In neat (no solvent)
In tetrahydrofuran-d8 at 25℃; Equilibrium constant;

: 587-85-9
diphenylmercury(II)

: 3262-89-3
triphenylboroxine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: benzene; boron trichloride / 180 - 200 °C / ueber mehrere Stufen 2: Einwirkung von Luftfeuchtigkeit View Scheme

: 172975-69-8
3,5-dimethylphenyl boronic acid

: 98-80-6
phenylboronic acid

A: 3262-89-3
triphenylboroxine

B: C20H19B3O3

C: C22H23B3O3

D: 34907-38-5
tris(3.5-dimethyl phenyl)boroxine

Conditions

Conditions	Yield
With water at 25℃;

...Expand

: 873-51-8
phenylborondichloride

: 7732-18-5
water

: 3262-89-3
triphenylboroxine

Conditions

Conditions	Yield
dehydration at 115°C;;

: 98-80-6
phenylboronic acid

A: 3262-89-3
triphenylboroxine

B: 71-43-2
benzene

Conditions

Conditions	Yield
In neat (no solvent) on heating in vac.;;
In neat (no solvent)

: 17381-60-1
diiodophenylborane

: 67-68-5
dimethyl sulfoxide

: 3262-89-3
triphenylboroxine

: 3262-89-3
triphenylboroxine

: benzyl (3,5-dimethylphenyl)carbamate

: 25050-22-0
N-(3,5-dimethylphenyl)-benzamide

Conditions

Conditions	Yield
With potassium fluoride; chloro(1,5-cyclooctadiene)rhodium(I) dimer In 1,4-dioxane at 100℃; for 24h; Inert atmosphere; Sealed tube;	100%
With potassium fluoride; chloro(1,5-cyclooctadiene)rhodium(I) dimer In 1,4-dioxane at 100℃; for 24h;	100%

: 3262-89-3
triphenylboroxine

: 357417-22-2
N-(4-chlorobenzylidene)-4-methylbenzenesulfonamide

A: 796966-21-7
(R)-N-((4-chlorophenyl)(phenyl)methyl)-4-methylbenzenesulfonamide

B: 796966-17-1
(S)-N-((4-chlorophenyl)(phenyl)methyl)-4-methylbenzenesulfonamide

Conditions

Conditions	Yield
With di-μ-chloro-bis[(η5-(4`R,5`R)-(Sp)-2-(2`-4`,5`-dihydro-4`,5`-diphenyl-1`-tosyl-1`H-imidazolyl)cyclopentadienyl,1-C,3`-N)(η5-cyclopentadienyl)-iron(II)]dipalladium(II); silver(I) acetate In chlorobenzene at 65℃; for 20h; Inert atmosphere;	A 100% B 11%

...Expand

: 3262-89-3
triphenylboroxine

: 135822-87-6
(E)-N-(furan-2-ylmethylene)-4-methylbenzenesulfonamide

: 158471-23-9
(S)-N-((furan-2-yl(phenyl)methyl)-4-methylbenzenesulfonamide)

Conditions

Conditions	Yield
With potassium hydroxide; bis(ethylene)rhodium(I) chloride dimer; (1R,4R)-2,5-diphenylbicyclo[2.2.2]octa-2,5-diene In 1,4-dioxane at 60℃; for 6h;	99%

: 3262-89-3
triphenylboroxine

: 850661-64-2
(S)-3-methyl-2-[(napthalen-1ylmethyl)-amino]-1,1-diphenyl-butan-1-ol

: (4S)-4-(1-methylethyl)-3-(1-naphthalenylmethyl)-2,5,5-triphenyl-1,3,2-oxazaborolidine

Conditions

Conditions	Yield
In toluene microwave irradiation;	99%
With 4 A molecular sieve In toluene for 15h; microwave heating;
In toluene at 200℃; Molecular sieve; Inert atmosphere; Microwave irradiation;

: 3262-89-3
triphenylboroxine

: 850661-63-1
(2S)-3-methyl-2-[(octyl)amino]-1,1-diphenyl-butan-1-ol

: (S)-4-Isopropyl-3-octyl-2,5,5-triphenyl-[1,3,2]oxazaborolidine

Conditions

Conditions	Yield
In toluene microwave irradiation;	99%

: 3262-89-3
triphenylboroxine

: 135-02-4
ortho-anisaldehyde

: 22788-49-4
2-methoxyphenyl(phenyl)methanol

Conditions

Conditions	Yield
With sodium t-butanolate; bis(1,5-cyclooctadiene)nickel (0) In 1,2-dimethoxyethane; water at 100℃; for 48h;	99%
With bis(1,5-cyclooctadiene)nickel(0); (+/-)-Et-Duphos; sodium t-butanolate In 1,2-dimethoxyethane; water at 100℃; for 48h;	99%
Stage #1: triphenylboroxine With bis(1,5-cyclooctadiene)nickel(0); potassium phosphate; 4-chlorobenzophenone In tetrahydrofuran at 20℃; Stage #2: ortho-anisaldehyde In tetrahydrofuran at 20℃;	85%

: 3262-89-3
triphenylboroxine

: 591-31-1
3-methoxy-benzaldehyde

: 134172-65-9, 137474-28-3, 137474-31-8, 13391-45-2
m-methoxybenzhydrol

Conditions

Conditions	Yield
With sodium t-butanolate; bis(1,5-cyclooctadiene)nickel (0) In 1,2-dimethoxyethane; water at 100℃; for 48h;	99%
With bis(1,5-cyclooctadiene)nickel(0); (+/-)-Et-Duphos; sodium t-butanolate In 1,2-dimethoxyethane; water at 100℃; for 48h;	99%

: 3262-89-3
triphenylboroxine

: 61859-44-7
(2E,4E)-N,N-diphenyl-2,4-hexadienamide

: C24H25NO

Conditions

Conditions	Yield
Stage #1: triphenylboroxine; (2E,4E)-N,N-diphenyl-2,4-hexadienamide With [IrCl((S,S)-Me-tfb*)]2; potassium carbonate In methanol at 30℃; for 20h; Stage #2: With Crabtree's catalyst; hydrogen In dichloromethane at 20℃; under 760.051 Torr; for 12h; optical yield given as %ee; enantioselective reaction;	99%

: 3262-89-3
triphenylboroxine

: 1193-18-6
3-methylcyclohexen-2-one

: 905832-87-3
(R)-3-methyl-3-phenylcyclohexan-1-one

Conditions

Conditions	Yield
Stage #1: triphenylboroxine; 3-methylcyclohexen-2-one With 2C24H14F42HO(1-)2Rh(1+) In 1,4-dioxane at 60℃; for 24h; Inert atmosphere; Stage #2: With water In 1,4-dioxane Inert atmosphere; optical yield given as %ee; enantioselective reaction;	99%

: 3262-89-3
triphenylboroxine

: 92553-10-1
3-hydroxy-3-(4-methoxyphenyl)-2,3-dihydro-1H-isoindol-1-one

: C22H19NO2

Conditions

Conditions	Yield
With C64H46F8Fe4O2Rh2 In 1,4-dioxane at 80℃; for 24h; Schlenk technique; Inert atmosphere; enantioselective reaction;	99%

: 3262-89-3
triphenylboroxine

: 1193-18-6
3-methylcyclohexen-2-one

: C13H15(2)HO

Conditions

Conditions	Yield
Stage #1: triphenylboroxine With ammonium hexafluorophosphate; palladium(II) trifluoroacetate; 2-[(S)-4,5-dihydro-4-tert-butyl-1,3-oxazol-2-yl]pyridine In 1,2-dichloro-ethane at 20℃; for 0.0333333h; Glovebox; Stage #2: 3-methylcyclohexen-2-one With water-d2 In 1,2-dichloro-ethane for 12h; Glovebox; enantioselective reaction;	99%

: 3262-89-3
triphenylboroxine

: 13707-47-6
2-furaldehyde tosylimine

: 158471-23-9
(S)-N-((furan-2-yl(phenyl)methyl)-4-methylbenzenesulfonamide)

Conditions

Conditions	Yield
With chlorobis(ethylene)rhodium(I) dimer; (S)-(-)-[η5-1-bis(3,5-di(trifluormethylphenyl)phosphino-2-(3-diphenylphosphino-2-methylpropenyl)cyclopentadienyl-P)]manganese(I) dicarbonyl; potassium hydroxide In 1,4-dioxane; water at 40℃; for 7h; Reagent/catalyst; Inert atmosphere; enantioselective reaction;	99%
With chlorobis(ethylene)rhodium(I) dimer; potassium hydroxide; (1R,4R)-2,5-diphenylbicyclo[2.2.2]octa-2,5-diene In 1,4-dioxane; water at 60℃; for 6h;	97%
With chlorobis(ethylene)rhodium(I) dimer; potassium hydroxide; (1R,4R)-2,5-diphenylbicyclo[2.2.2]octa-2,5-diene In 1,4-dioxane; water at 20 - 60℃; for 6.25h; Inert atmosphere;	97%

: 3262-89-3
triphenylboroxine

: 55379-09-4
3-butyl-1,2-benzisothiazole-1,1-dioxide

: (R)-3-butyl-3-phenyl-2,3-dihydrobenzo[d]isothiazole 1,1-dioxide

Conditions

Conditions	Yield
Stage #1: triphenylboroxine; 3-butyl-1,2-benzisothiazole-1,1-dioxide With chlorobis(cyclooctene)rhodium(I) dimer; C18H23NOS In 1,2-dichloro-ethane at 20℃; for 0.5h; Inert atmosphere; Stage #2: With potassium hydroxide In water; 1,2-dichloro-ethane at 60℃; for 12h; Inert atmosphere; enantioselective reaction;	99%

: 3262-89-3
triphenylboroxine

: 131556-56-4
3-benzyl-1,2-benzisothiazole-1,1-dioxide

: (R)-3-benzyl-3-phenyl-2,3-dihydrobenzo[d]isothiazole 1,1-dioxide

Conditions

Conditions	Yield
Stage #1: triphenylboroxine; 3-benzyl-1,2-benzisothiazole-1,1-dioxide With chlorobis(cyclooctene)rhodium(I) dimer; C18H23NOS In 1,2-dichloro-ethane at 20℃; for 0.5h; Inert atmosphere; Stage #2: With potassium hydroxide In water; 1,2-dichloro-ethane at 60℃; for 12h; Inert atmosphere; enantioselective reaction;	99%

: 3262-89-3
triphenylboroxine

: 3-cyclohexyl-1,2-benziothiazole-1,1-dioxide

: (R)-3-cyclohexyl-3-phenyl-2,3-dihydrobenzo[d]isothiazole 1,1-dioxide

Conditions

Conditions	Yield
Stage #1: triphenylboroxine; 3-cyclohexyl-1,2-benziothiazole-1,1-dioxide With chlorobis(cyclooctene)rhodium(I) dimer; C18H23NOS In 1,2-dichloro-ethane at 20℃; for 0.5h; Inert atmosphere; Stage #2: With potassium hydroxide In water; 1,2-dichloro-ethane at 60℃; for 12h; Inert atmosphere; enantioselective reaction;	99%

: 3262-89-3
triphenylboroxine

: 34989-82-7
3-methylbenzo[d]isothiazole-1,1-dioxide

: (R)-3-methyl-3-phenyl-2,3-dihydrobenzo[d]isothiazole 1,1-dioxide

Conditions

Conditions	Yield
Stage #1: triphenylboroxine; 3-methylbenzo[d]isothiazole-1,1-dioxide With chlorobis(cyclooctene)rhodium(I) dimer; C18H23NOS In 1,2-dichloro-ethane at 20℃; for 0.5h; Inert atmosphere; Stage #2: With potassium hydroxide In water; 1,2-dichloro-ethane at 60℃; for 12h; Inert atmosphere; enantioselective reaction;	99%

: 3262-89-3
triphenylboroxine

: 357417-22-2
N-(4-chlorobenzylidene)-4-methylbenzenesulfonamide

: 796966-21-7
(R)-N-((4-chlorophenyl)(phenyl)methyl)-4-methylbenzenesulfonamide

Conditions

Conditions	Yield
With di-μ-chlorobis[η5-(4'R,5'R)-(Sp)-2-(2'-4',5'-dihydro-4',5'-diphenyl-1'-tosyl-1'H-imidazolyl)cyclopentadienyl, (1-C,3'-N)(η5-cyclopentadienyl)-iron(II)]dipalladium(II); silver(I) acetate In chlorobenzene; acetonitrile at 65℃; for 20h; Reagent/catalyst; Temperature; Inert atmosphere; enantioselective reaction;	99%
With di-μ-chloro-bis[(η5-(4`R,5`R)-(Sp)-2-(2`-4`,5`-dihydro-4`,5`-diphenyl-1`-tosyl-1`H-imidazolyl)cyclopentadienyl,1-C,3`-N)(η5-cyclopentadienyl)-iron(II)]dipalladium(II); silver(I) acetate In chlorobenzene at 65℃; for 20h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere; Schlenk technique; enantioselective reaction;	99%
With chlorobis(ethylene)rhodium(I) dimer; (R)-4-isopropyl-3-((1R,4S)-3-phenylbicyclo[2.2.1]hepta-2,5-diene-2-carbonyl)oxazolidin-2-one; potassium hydroxide; n-octyl β-D-glucopyranoside In 1,4-dioxane; water at 29.84℃; for 1h; Reagent/catalyst; Solvent; Inert atmosphere;	99%

: 3262-89-3
triphenylboroxine

: 343598-64-1
N-(2-methylphenyl)methylidene-4-methylbenzenesulfonamide

: 738626-20-5
(S)-N-[(2-methylphenyl)phenylmethyl]-4-methylbenzenesulfonamide

Conditions

Conditions	Yield
With chlorobis(ethylene)rhodium(I) dimer; potassium hydroxide In tetrahydrofuran at 60℃; for 24h; enantioselective reaction;	99%
With [{(M,SS,SS)-p-Tol-binaso}Rh(OH)]2 In water; toluene at 25℃; for 14h; Glovebox; Sealed tube; Inert atmosphere; enantioselective reaction;	95%

: 3262-89-3
triphenylboroxine

: 160955-96-4
N-[1-(3-Methoxy-phenyl)-meth-(E)-ylidene]-4-methyl-benzenesulfonamide

: (S)-N-((3-methoxyphenyl)(phenyl)methyl)-4-methylbenzenesulfonamide

Conditions

Conditions	Yield
With chlorobis(ethylene)rhodium(I) dimer; potassium hydroxide In tetrahydrofuran at 60℃; for 24h; enantioselective reaction;	99%
With [{(M,SS,SS)-p-Tol-binaso}Rh(OH)]2 In water; toluene at 25℃; for 14h; Glovebox; Sealed tube; Inert atmosphere; enantioselective reaction;	88%

: 3262-89-3
triphenylboroxine

: 14674-38-5
N-(4-methoxybenzylidene)-p-toluenesulfonamide

: 258277-16-6, 796966-18-2
(S)-N-((4-methoxyphenyl)(phenyl)methyl)-4-methylbenzenesulfonamide

Conditions

Conditions	Yield
With chlorobis(ethylene)rhodium(I) dimer; (S)-(-)-[η5-1-bis(3,5-di(trifluormethylphenyl)phosphino-2-(3-diphenylphosphino-2-methylpropenyl)cyclopentadienyl-P)]manganese(I) dicarbonyl; potassium hydroxide In 1,4-dioxane; water at 40℃; for 7h; Reagent/catalyst; Inert atmosphere; enantioselective reaction;	99%
With chlorobis(ethylene)rhodium(I) dimer; potassium hydroxide In tetrahydrofuran at 60℃; for 24h; enantioselective reaction;	29%

: 3262-89-3
triphenylboroxine

: 100200-70-2
N-(2-methoxybenzylidene)-p-toluenesulfonamide

: 258277-17-7
(S)-N-((2-methoxyphenyl)(phenyl)methyl)-4-methylbenzenesulfonamide

Conditions

Conditions	Yield
With chlorobis(ethylene)rhodium(I) dimer; (S)-(-)-[η5-1-bis(3,5-di(trifluormethylphenyl)phosphino-2-(3-diphenylphosphino-2-methylpropenyl)cyclopentadienyl-P)]manganese(I) dicarbonyl; potassium hydroxide In 1,4-dioxane; water at 40℃; for 7h; Reagent/catalyst; Inert atmosphere; enantioselective reaction;	99%

: 3262-89-3
triphenylboroxine

: 158293-42-6
4-methyl-N-(thiophen-2-ylmethylene)benzenesulfonamide

: (S)-4-methyl-N-(phenyl(thiophen-2-yl)methyl)benzenesulfonamide

Conditions

Conditions	Yield
With chlorobis(ethylene)rhodium(I) dimer; (S)-(-)-[η5-1-bis(3,5-di(trifluormethylphenyl)phosphino-2-(3-diphenylphosphino-2-methylpropenyl)cyclopentadienyl-P)]manganese(I) dicarbonyl; potassium hydroxide In 1,4-dioxane; water at 40℃; for 7h; Reagent/catalyst; Inert atmosphere; enantioselective reaction;	99%

: 3262-89-3
triphenylboroxine

: C27H34N2O3SSi

: C33H40N2O3SSi

Conditions

Conditions	Yield
Stage #1: triphenylboroxine; C27H34N2O3SSi With [RhCl(cis-cyclooctene)2]2; (R)-N-(4,4-dimethyl-2-methylenepentyl)-2-methylpropane-2-sulfinamide In toluene at 20℃; for 0.5h; Schlenk technique; Inert atmosphere; Stage #2: With potassium hydroxide In water; toluene at 60℃; for 6h;	99%

: 3262-89-3
triphenylboroxine

: 930-68-7
cyclohexenone

: 57344-86-2
(S)-3-phenylcyclohexanone

Conditions

Conditions	Yield
With [Rh(OH)((S)-binap)]2 at 35℃; for 3h;	98%
With potassium hydroxide; [RhCl((S,S)-2,5-dibenzylbicyclo[2.2.2]octa-2,5-diene)]2 In 1,4-dioxane; water at 30℃; for 1h;	96%

: 3262-89-3
triphenylboroxine

: 100200-70-2
N-(2-methoxyphenyl)methylidene-4-methylbenzenesulfonamide

: 258277-17-7
(S)-N-((2-methoxyphenyl)(phenyl)methyl)-4-methylbenzenesulfonamide

Conditions

Conditions	Yield
With potassium hydroxide; bis(ethylene)rhodium(I) chloride dimer; (1R,4R)-2,5-diphenylbicyclo[2.2.2]octa-2,5-diene In 1,4-dioxane at 60℃; for 6h;	98%

: N-(4-methoxyphenyl)methylidene-4-nitrobenzenesulfonamide

: 3262-89-3
triphenylboroxine

: 840529-68-2
N-[(S)-(4-methoxyphenyl)(phenyl)methyl]-4-nitrobenzenesulfonamide

Conditions

Conditions	Yield
With potassium hydroxide; [RhCl((1R,5R)-2,6-diphenylbicyclo[3.3.1]nona-2,6-diene)]2 In 1,4-dioxane at 60℃; for 6h;	98%

: 3262-89-3
triphenylboroxine

: 36176-92-8
N-(4-bromophenyl)methylidene-4-nitrobenzenesulfonamide

: 840529-67-1
(S)-N-[(4-bromophenyl)phenylmethyl]-4-nitrobenzenesulfonamide

Conditions

Conditions	Yield
With potassium hydroxide; [RhCl((1R,5R)-2,6-diphenylbicyclo[3.3.1]nona-2,6-diene)]2 In 1,4-dioxane at 60℃; for 6h;	98%

: 3262-89-3
triphenylboroxine

: 459-57-4
4-fluorobenzaldehyde

: (S)-(+)-(4-fluorophenyl)phenylmethanol

Conditions

Conditions	Yield
Stage #1: triphenylboroxine With diethylzinc In toluene at 60℃; for 4h; Stage #2: 4-fluorobenzaldehyde With (S)-dendritic pyrrolidinylmethanol C116H105NO15 In toluene at -15℃; for 6h;	98%

Boroxin,2,4,6-triphenyl- Specification

The Boroxin,2,4,6-triphenyl-, with the CAS registry number 3262-89-3, is also known as Cyclic benzeneboronic anhydride. It belongs to the product category of Organometallics. This chemical's molecular formula is C₁₈H₁₅B₃O₃ and molecular weight is 311.74. What's more, its IUPAC name is 2,4,6-Triphenyl-1,3,5,2,4,6-trioxatriborinane. It is stable at room temperature and pressure, and it should be stored in a cool and dry place and be protected from light.

Physical properties of Boroxin,2,4,6-triphenyl- are: (1)#H bond acceptors: 3; (2)#H bond donors: 0; (3)#Freely Rotating Bonds: 3; (4)Polar Surface Area: 27.69 Å²; (5)Index of Refraction: 1.564; (6)Molar Refractivity: 89.77 cm³; (7)Molar Volume: 275.6 cm³; (8)Polarizability: 35.58×10^-24 cm³; (9)Surface Tension: 38.1 dyne/cm; (10)Density: 1.13 g/cm³; (11)Flash Point: 176.6 °C; (12)Enthalpy of Vaporization: 59.08 kJ/mol; (13)Boiling Point: 368.3 °C at 760 mmHg; (14)Vapour Pressure: 2.72E-05 mmHg at 25 °C.

Preparation: this chemical can be prepared by 2-phenyl-4H-benzo[1,3,2]dioxaborinine at the temperature of 900 °C. The yield is about 12%.

Boroxin,2,4,6-triphenyl- can be prepared by 2-phenyl-4H-benzo[1,3,2]dioxaborinine at the temperature of 900 °C.

Uses of Boroxin,2,4,6-triphenyl-: it can be used to produce 4-nitro-biphenyl at the temperature of 65 °C. It will need reagent K₂CO₃ and solvents acetone, H₂O with the reaction time of 45 min. This reaction will also need catalyst palladium acetate. The yield is about 97%.

Boroxin,2,4,6-triphenyl- can be used to produce 4-nitro-biphenyl at the temperature of 65 °C.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: B1(OB(OB(O1)C2=CC=CC=C2)C3=CC=CC=C3)C4=CC=CC=C4
(2)InChI: InChI=1S/C18H15B3O3/c1-4-10-16(11-5-1)19-22-20(17-12-6-2-7-13-17)24-21(23-19)18-14-8-3-9-15-18/h1-15H
(3)InChIKey: VOXXGUAZBWSUSS-UHFFFAOYSA-N

Product Name

TRIPHENYLBOROXIN

Synthetic route

Boroxin,2,4,6-triphenyl- Specification

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