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Triphenylantimony CAS 603-36-1 Stibine, triphenyl- CAS no 603-36-1 Triphenylstibine Triphenylantimony(III) Triphenylantimony CAS 603-36-1 Stibine, triphenyl- IN Stock CAS 603-36-1 Triphenylantimony Triphenylantimony(III) Stibine, triphenyl-
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inquiryProduct Name: Triphenylantimony CAS: 603-36-1 MF: C18H15Sb MW: 353.07 EINECS: 210-037-6 Mol File: 603-36-1.mol Triphenylantimony Structure Triphenylantimony Chemical Properties Melting point 52-54 °C(lit.) Boiling point
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inquiryProduct name: Triphenylantimony CAS No.:603-36-1 Molecule Formula:C18H15Sb Molecule Weight:353.07 Purity: 97% Package: 25kg/drum Description:White crystalline powder Manufacture Standards:Enterprise Standard TESTING ITEMS
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inquiryMelting point 52-54 °C(lit.) Boiling point 377 °C (lit.) Density 1,434 g/cm 3 Refractive Index 1.6948 Flash Point > 230 °F Store below +30 °C. Solubility < 0.001 g/l Morphology Specif
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inquirytetraphenyl stibonium iodide
triphenylantimony
Conditions | Yield |
---|---|
In water Electrochem. Process; reduction; | 100% |
diphenylfluorostibine
phenyltrifluorosilane
A
triphenylantimony
B
silicon tetrafluoride
Conditions | Yield |
---|---|
reflux for 3 d; | A 100% B n/a |
reflux for 3 d; | A 100% B n/a |
triphenylantimony dichloride
B
triphenylantimony
Conditions | Yield |
---|---|
In toluene a soln. of vanadocene and dichlorotriphenylantimony (2:1) in toluene at room temp. for 20 h, mixt. becomes blue; solvent is removed in vac., triphenylstibine is extd. with hexane, residue consists of dark blue crystals; elem. anal.; | A 98% B 99% |
triphenylantimony dichloride
A
bis(cyclopentadienyl)vanadium dichloride
B
triphenylantimony
Conditions | Yield |
---|---|
In toluene heating of vanadocene and dichlorotriphenylantimony in the ratio of 1:1 in toluene at 100°C for 5 h;; removal of solvent under vac.; the stibine was extd. with hexane;; | A n/a B 99% |
Conditions | Yield |
---|---|
In hexane The complex and a slight excess of Pp are refluxed in hexane for 5 min (N2). Some decompn. was observed.; The reaction soln. was filtered and concd. to small vol. under reduced pressure then subjected to preparative thin layer chromy. (silica gel; light petroleum/diethyl ether).; | A 99% B n/a C n/a |
A
biphenyl
B
diphenyl sulfide
C
triphenylantimony
D
diphenyldisulfane
E
benzene
Conditions | Yield |
---|---|
In neat (no solvent) thermal decompn. of Sb compd. in a sealed tube on heating to 140°C for 3 h; not isolated, detected by GLC and TLC; | A 21% B 69% C 99% D 30% E 6% |
Conditions | Yield |
---|---|
Stage #1: chlorobenzene With cis-Octadecenoic acid; sodium In toluene at 30 - 40℃; for 2h; Inert atmosphere; Stage #2: antimony(III) chloride In toluene at 110℃; for 3.5h; Solvent; Reagent/catalyst; Temperature; Inert atmosphere; | 98.1% |
A
4-Methoxybenzenethiol
C
4,4'-dimethoxyphenyl disulfide
D
triphenylantimony
Conditions | Yield |
---|---|
In tetrachloromethane Kinetics; at 34°C; not isolated, GLC; | A 47% B 5% C 48% D 98% |
In chloroform-d1 Kinetics; at 34°C; not isolated, GLC; | A 35% B 5% C 64% D 95% |
A
4-Methoxybenzenethiol
B
biphenyl
C
4,4'-dimethoxyphenyl disulfide
D
triphenylantimony
Conditions | Yield |
---|---|
In neat (no solvent) 130°C; not isolated, GLC; | A 69% B 17% C 28% D 98% |
In cyclohexene reflux; not isolated, GLC; | A 80% B 12% C 18% D 98% |
In benzene reflux; not isolated, GLC; | A 86% B 4% C 8% D 95% |
In chloroform reflux; not isolated, GLC; | A 70% B 4% C 19% D 95% |
A
biphenyl
B
4,4'-dimethoxyphenyl disulfide
C
1-methoxy-4-(phenylsulfanyl)benzene
D
triphenylantimony
E
benzene
Conditions | Yield |
---|---|
In neat (no solvent) thermal decompn. of Sb compd. in a sealed tube on heating to 140°C for 3 h; not isolated, detected by GLC and TLC; | A 17% B 28% C 69% D 98% E 13% |
Conditions | Yield |
---|---|
In acetone Sb comp. and Zn dust heated in acetone in a sealed glass ampule at 90°C for 2 h; solvent removed, residue treated with hexane and then with alcohol; products detected by IR spectra; | A 98% B 95% |
Conditions | Yield |
---|---|
With bromobenzene In diethyl ether with 20% excess of Li at 0°C then reflux for 2 h; | 97% |
(2,6-dimethylphenoxy)tetraphenylantimony
triphenylantimony
Conditions | Yield |
---|---|
In neat (no solvent) byproducts: 2,6,2',6'-tetramethyldiphenoquinone; heated for 1 h at 220°C in a glass evacuated ampoule; sepd. by chromy. on silica gel; eluted with petroleum ether; | 97% |
cobaltocene
triphenylantimony dichloride
B
triphenylantimony
Conditions | Yield |
---|---|
In toluene a mixt. of cobaltocene and dichlorotriphenylstibine in toluene is heated at 100°C for 3 h, decolorization of soln. and formation of a light-green ppt. is observed,; ppt. is extd. with toluene and toluene is driven off to give triphenylstibine, the residual light-green powder is chlorodicyclopentadienylcobalt; | A 96% B 97% |
A
4-Methoxybenzenethiol
B
4,4'-dimethoxyphenyl disulfide
C
triphenylantimony
Conditions | Yield |
---|---|
In benzene-d6 reflux; not isolated, GLC; | A 86% B 7% C 97% |
A
biphenyl
B
bis(2-methoxyphenyl)disulfide
C
1-methoxy-2-(phenylthio)benzene
D
triphenylantimony
E
benzene
Conditions | Yield |
---|---|
In neat (no solvent) thermal decompn. of Sb compd. in a sealed tube on heating to 140°C for 3 h; not isolated, detected by GLC and TLC; | A 6% B 5% C 92% D 97% E 4% |
A
biphenyl
B
bis(4-bromophenyl)disulfide
C
phenyl(4-bromophenyl)sulfide
D
triphenylantimony
E
benzene
Conditions | Yield |
---|---|
In neat (no solvent) thermal decompn. of Sb compd. in a sealed tube on heating to 140°C for 3 h; not isolated, detected by GLC and TLC; | A 3% B 3% C 97% D 96% E 3% |
(3,5-di-tert-butylphenoxy)tetraphenylantimony
triphenylantimony
Conditions | Yield |
---|---|
In neat (no solvent) byproducts: PhOC6H3(tert-bu)2; heating for 1 h at 220°C in a glass evacuated ampoule; recrystd. from EtOH; | 97% |
Conditions | Yield |
---|---|
Stage #1: bromobenzene With sodium; stearic acid In toluene at 40℃; for 1h; Inert atmosphere; Stage #2: antimony(III) chloride In toluene at 110℃; for 3.5h; Solvent; Reagent/catalyst; Inert atmosphere; | 96.5% |
2-aminotropone
triphenylantimony dichloride
triphenylantimony
Conditions | Yield |
---|---|
With potassium tert-butylate; 2-hydroxy-2-phenylacetophenone In benzene byproducts: benzil; under N2; t-BuOK added to stirred soln. of Ph3SbCl2 and H2NC7H5O (molar ratio 2:1:1) in dry benzene; stirred at room temp. for 30 min; benzoin (1 equiv.) added; heated under reflux for 1.5 h; solvent evapd.; sepd. by column chromy. (SiO2, CH2Cl2); further sepd. byTLC (SiO2, hexane-ethyl acetate); | 96% |
With potassium tert-butylate In benzene byproducts: benzophenone; under N2; t-BuOK added to stirred soln. of Ph3SbCl2 and H2NC7H5O (molar ratio 2:1:1) in dry benzene; stirred at room temp. for 30 min; benzopinacol (1 equiv.) added; stirred at room temp. for 2 h; solvent evapd.; sepd. by column chromy. (SiO2, CH2Cl2); further sepd. byTLC (SiO2, hexane-ethyl acetate); | 92% |
A
4-Methoxybenzenethiol
C
4,4'-dimethoxyphenyl disulfide
D
triphenylantimony
E
chlorobenzene
Conditions | Yield |
---|---|
In tetrachloromethane byproducts: biphenyl; reflux; not isolated, GLC; | A 36% B 40% C 22% D 96% E 33% |
triphenylantimony dibromide
A
germanium tetrabromide
B
triphenylantimony
Conditions | Yield |
---|---|
In toluene byproducts: dioxane; standing (room temperature, 24 h); liquid chromy.; | A 93% B 95% |
triphenylantimony dichloride
A
bis(cyclopentadienyl)vanadium dichloride
B
triphenylantimony
Conditions | Yield |
---|---|
In toluene a soln. of Cp2VCl and Ph3SbCl2 (2:1) at 100°C for 3 h; | A 95% B 95% |
A
4-Methoxybenzenethiol
B
biphenyl
C
4,4'-dimethoxyphenyl disulfide
D
4-methoxyphenyl cyclohexyl sulfide
E
triphenylantimony
Conditions | Yield |
---|---|
In cyclohexane reflux; not isolated, GLC; | A 62% B 3% C 5% D 31% E 95% |
antimony(III) chloride
triphenylantimony
Conditions | Yield |
---|---|
With phenylmagnesium bromide In tetrahydrofuran; benzene N2 atmosphere; addn. of SbCl3 to PhMgBr soln. (over 1.5-2 h, 85°C), heating (70-85°C, 1 h); ware addn., sepn. of org. layer, solvent removal, fractioning (vac., 200-205°C), crystn. (ethanol); elem. anal.; | 94% |
With bromobenzene; sodium In toluene; benzene reflux for 5 to 6 h, SbCl3:C6H5BrNa in 0.5:1.5:4.35 rate; distn.; | 71.7% |
With aniline; zinc In ethyl acetate treating diazotated aniline and SbCl3 with zinc powder; | 52% |
Cr(CO)3{Sb(C6H5)3}3
triphenylantimony
Conditions | Yield |
---|---|
In neat (no solvent) byproducts: Cr, Cr(CO)6, CO; in vacuo or under inert gas, heated at 230°C for 5 h; washed (benzene); TLC; | 94% |
triphenylantimony dichloride
A
triphenylantimony
B
germaniumtetrachloride
Conditions | Yield |
---|---|
In toluene byproducts: dioxane; standing (room temperature, 24 h); liquid chromy.; | A 93% B 91% |
A
biphenyl
B
di(p-tolyl) disulfide
C
4-tolyl phenyl sulfide
D
triphenylantimony
E
benzene
Conditions | Yield |
---|---|
In neat (no solvent) thermal decompn. of Sb compd. in a sealed tube on heating to 140°C for 3 h; not isolated, detected by GLC and TLC; | A 4% B 40% C 50% D 93% E 15% |
bis(phenylethynyl)ytterbium(II) tetrahydrofuranate
iodotetraphenyl-λ5-stibane
A
tetrakis(tetrahydrofurane)diiodidoytterbium(II)
B
phenylethynylytterbium(II) iodide tetrahydrofuranate
C
triphenylantimony
Conditions | Yield |
---|---|
In tetrahydrofuran Sb-compound in THF added to Yb-complex in THF, kept at room temp. for 24h under vac.; washed with hexane, dried in vac., solvent removed; elem. anal.; | A 29% B 71% C 92.5% |
bis(phenylethynyl)ytterbium(II) tetrahydrofuranate
tetraphenylchloroantimony(V)
A
YbCl2(C4H8O)4
B
YbCl(C4H8O)4(C6H5C2)
C
triphenylantimony
Conditions | Yield |
---|---|
In tetrahydrofuran Sb-compound in THF added to Yb-complex in THF, kept at room temp. for 24h under vac.; washed with hexane, dried in vac., solvent removed; elem. anal.; | A 25% B 70% C 91.5% |
antimony(III) chloride
triphenylantimony
diphenylantimony(III) chloride
Conditions | Yield |
---|---|
In neat (no solvent) for 72h; | 100% |
In neat (no solvent) for 3h; | 100% |
Stage #1: antimony(III) chloride; triphenylantimony at 20℃; for 72h; Inert atmosphere; Stage #2: for 336h; Cooling; | 95% |
Conditions | Yield |
---|---|
In neat (no solvent) for 72h; | 100% |
In neat (no solvent) for 3h; | 100% |
In neat (no solvent) for 3h; Schlenk technique; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
In benzene threefold excess of C6H5SH used, heating at 50°C for 15 h; with and without addn. of t-butyl hyponitrite: radical mechanism postulated; | 100% |
In benzene threefold excess of C6H5SH used, heating at 50°C for 15 h; with and without addn. of t-butyl hyponitrite: radical mechanism postulated; | 100% |
In benzene Kinetics; mole ratio 3:1, 15 h; | >99 |
In benzene Kinetics; mole ratio 3:1, 15 h; | >99 |
triphenylantimony
thallium (III) chloride
triphenylantimony dichloride
Conditions | Yield |
---|---|
In ethanol; toluene | 100% |
In ethanol; toluene | 100% |
Conditions | Yield |
---|---|
In ethanol (under Ar, Schlenk); Rh-complex added to refluxing soln. of Sb(C6H5)3 inEtOH; ppt. filtered, washed with CH2Cl2/hexane, dried in vacuo; elem. anal.; | 100% |
Conditions | Yield |
---|---|
In dichloromethane (under Ar or N2, Schlenk); Rh-complex and Sb(C6H5)3 dissolved in CH2Cl2,stirred for 2 h; reduced to dryness, residue stirred in hexane, ppt. filtered, dried in vacuo; elem. anal.; | 100% |
methyltriphenylbismuthonium tetrafluoroborate
triphenylantimony
A
methyltriphenylstibonium tetrafluoroborate
B
triphenylbismuthane
Conditions | Yield |
---|---|
In chloroform-d1 react. (Ph3BiMe)(BF4) and SbPh3 in CDCl3 at room temp.; detn. by 1H NMR; | A 100% B 100% |
triphenylantimony
Conditions | Yield |
---|---|
In ethanol at 55℃; Inert atmosphere; Schlenk technique; | 100% |
Conditions | Yield |
---|---|
In chloroform at -30℃; for 120h; Inert atmosphere; Glovebox; Schlenk technique; | 100% |
triphenylantimony
3-(benzyloxy)-1,1’-biphenyl
Conditions | Yield |
---|---|
With ferrocenium hexafluorophosphate; bis(tri-t-butylphosphine)palladium(0); cesium fluoride In tetrahydrofuran at 60℃; Inert atmosphere; Schlenk technique; Glovebox; | 100% |
Conditions | Yield |
---|---|
With cyclododecane; palladium diacetate In chloroform at 70℃; for 14h; other solvents, other temp., other times; | 99% |
With triethylamine; palladium diacetate In tetrahydrofuran at 65℃; for 1.5h; | 97% |
With 2-thioxo-3H-1,3-benzothiazole; copper diacetate; bis(dibenzylideneacetone)-palladium(0) In N,N-dimethyl-formamide at 80℃; for 24h; Inert atmosphere; | 11 %Chromat. |
Conditions | Yield |
---|---|
With dihydrogen peroxide In acetic acid H2O2 added to soln. of (C6H5)3Sb in CH3CO2H; washed with hexane, dried; | 99% |
With tert.-butylhydroperoxide In diethyl ether byproducts: t-BuOH, H2O; t-BuOOH was added dropwise to stirred cold (5-10°C) soln. of Sb-compound and acid in Et2O, kept in the dark for 24 h at room temp.; solvent was distilled off under reduced pressure, recrystd. from CHCl3/hexane; | 90% |
With dihydrogen peroxide In diethyl ether; isopropyl alcohol H2O2 was added dropwise to stirred cold (5-10°C) soln. of Sb-compound and acid in Et2O and i-PrOH, kept in the dark for 3 h at room temp.; filtered, washed with i-PrOH, recrystd. from CHCl3/hexane; | 85% |
copper diacetate In pyridine; toluene byproducts: C6H6; mixt. of starting materials and catalyst in soln. sealed in an ampul without evacuation, heated (8h, 110. degree.C); liquid portion distd. at reduced pressure; |
Conditions | Yield |
---|---|
In chloroform reflux under CO2; | 99% |
In chloroform reflux under CO2; | 99% |
Conditions | Yield |
---|---|
With H2O2 In diethyl ether; water 42% aq. soln. of hydrogen peroxide added to reagent mixt. at 20°C, stored for 12 h; solvent evapd., recrystd. (toluene), elem. anal.; | 99% |
triphenylantimony
3,4,5-trifluorobenzoic acid
(C6H5)3Sb(OCOC6H2F3)2
Conditions | Yield |
---|---|
With dihydrogen peroxide In diethyl ether; water byproducts: H2O; react. of antimony compd. and acid with aq. H2O2 at room temp. in ether; elem. anal.; | 99% |
triphenylantimony
3,4,5-trifluorobenzoic acid
Conditions | Yield |
---|---|
With H2O2 In diethyl ether (C6F3H2)COOH and 30% aq. H2O2 added to soln. of Ph3Sb in ether; kept at 20°C for 12 h; crystals filtered off; dried; elem. anal.; | 99% |
Conditions | Yield |
---|---|
In hydrogenchloride; methanol a soln. of Sb compd. (methanol) added to a soln. of cluster (aq. HCl), kept in open vial for 2 d; crysts. filtered, dried (vac., P2O5); elem. anal.; | 99% |
N-chlorotriphenylphosphoraneimine
triphenylantimony
Conditions | Yield |
---|---|
In dichloromethane with exclusion of moisture, 1 equiv. of P-compd. in CH2Cl2 was added dropwise to CH2Cl2 soln. of Sb-compd.; soln. was concd. in dry N2-stream, several days at room temp., crystals were filtered off, filtrate was evapd. to dryness; | 99% |
triphenylantimony
A
tris(2-methoxyphenyl)bismuthine
B
triphenyl antimony oxide
Conditions | Yield |
---|---|
In dichloromethane Ph3Sb (2 equiv.) added to CH2Cl2 soln. of Bi compd. at room temp.; reacted for 30 min; concd. under reduced pressure; detd. by (1)H NMR spectra; | A 99% B 99% |
Conditions | Yield |
---|---|
In hydrogenchloride; methanol a soln. of Sb compd. (methanol) added to a soln. of cluster (aq. HCl), kept in open vial for 2 d; crysts. filtered, dried (vac., P2O5); elem. anal.; | 99% |
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide In diethyl ether for 12h; | 99% |
With tert.-butylhydroperoxide In diethyl ether for 12h; Heating; | 99% |
triphenylantimony
dichloro(η5-pentamethylcyclopentadienyl)(triphenylstibine)rhodium(III)
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 2h; | 99% |
bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]
triphenylantimony
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 2h; | 99% |
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide In water for 12h; | 99% |
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