tetraphenyl 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% |
Triphenylstibane (603-36-1)and its compounds are on the Community Right-To-Know List. Reported in EPA TSCA Inventory.
OSHA PEL: TWA 0.5 mg(Sb)/m3
ACGIH TLV: TWA 0.5 mg(Sb)/m3
NIOSH REL: (Antimony) TWA 0.5 mg(Sb)/m3
The Triphenyl stibine with CAS registry number of 603-36-1 is also known as Stibine, triphenyl-. The IUPAC name is Triphenylstibane. It belongs to product categories of Classes of Metal Compounds; Sb (Antimony) Compounds; Semimetal Compounds. Its EINECS registry number is 210-037-6. In addition, the formula is C18H15Sb and the molecular weight is 353.08. This chemical is a off-white powder and should be stored in sealed containers.
Physical properties about Triphenyl stibine are: (1)Rotatable Bond Count: 3; (2)Exact Mass: 352.021193; (3)MonoIsotopic Mass: 352.021193; (4)Topological Polar Surface Area: 0; (5)Heavy Atom Count: 19; (6)Formal Charge: 0; (7)Complexity: 202.
Uses of Triphenyl stibine: it is used as catalyst for reaction of changing leukotriene into aromatic and hydrogenated aromatic. This chemical is also used as inhibitors for polymerization, lubricant additives and used in dechlorination.
When you are using this chemical, please be cautious about it. As a chemical, it is harmful by inhalation and if swallowed. What's more, it is toxic to aquatic organisms and may cause long-term adverse effects in the aquatic environment. During using it, avoid release to the environment refer to special instructions/safety data sheet.
You can still convert the following datas into molecular structure:
1. SMILES: c3c([Sb](c1ccccc1)c2ccccc2)cccc3
2. InChI: InChI=1/3C6H5.Sb/c3*1-2-4-6-5-3-1;/h3*1-5H;/rC18H15Sb/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H
3. InChIKey: HVYVMSPIJIWUNA-KWOBPOEBAA
4. Std. InChI: InChI=1S/3C6H5.Sb/c3*1-2-4-6-5-3-1;/h3*1-5H;
5. Std. InChIKey: HVYVMSPIJIWUNA-UHFFFAOYSA-N
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | oral | 650mg/kg (650mg/kg) | Aerospace Medical Research Laboratory Report. Vol. TR-74-78, Pg. 1974, | |
mouse | LDLo | intraperitoneal | 500mg/kg (500mg/kg) | "Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 6, Pg. 229, 1954. | |
rat | LD50 | intraperitoneal | 168mg/kg (168mg/kg) | Aerospace Medical Research Laboratory Report. Vol. TR-74-78, Pg. 1974, | |
rat | LD50 | oral | 183mg/kg (183mg/kg) | "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 1280, 1986. |
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