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Triphenylbismuth

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Name

Triphenylbismuth

EINECS 210-033-4
CAS No. 603-33-8 Density 1.585 g/cm3
PSA 0.00000 LogP 4.46040
Solubility insoluble in water Melting Point 78-80 °C
Formula C18H15Bi Boiling Point 310 °C
Molecular Weight 440.298 Flash Point 242 °C/14mm
Transport Information N/A Appearance white to off-white crystalline powder
Safety 24/25-36/37 Risk Codes 20/21/22
Molecular Structure Molecular Structure of 603-33-8 (Triphenylbismuth) Hazard Symbols HarmfulXn
Synonyms

NSC 465;Triphenylbismuthine;

Article Data 194

Triphenylbismuth Synthetic route

7787-58-8

bismuth(III) bromide

587-85-9

diphenylmercury(II)

603-33-8

triphenylbismuthane

Conditions
ConditionsYield
In diethyl ether byproducts: C6H5HgBr; 12h; distillation of ether phase;100%

BiO2SC6H5

603-33-8

triphenylbismuthane

Conditions
ConditionsYield
In not given byproducts: SO2; 4h at 216°C under 1E-2 - 1E-3 Torr;100%
28719-55-3, 7065-17-0

dibromotriphenylbismuth

603-33-8

triphenylbismuthane

Conditions
ConditionsYield
In ethanol 1h reflux;100%
With potassium hydroxide In water 5h reflux or shaking;
With ammonia In ethanol byproducts: sulfur;
With NH3 In ethanol byproducts: sulfur;
2023-48-5, 28719-53-1

triphenylbismuth difluoride

603-33-8

triphenylbismuthane

Conditions
ConditionsYield
In ethanol 1h reflux;100%
in alkaline medium;
in alkaline medium;
28719-54-2, 507233-69-4, 594-30-9

triphenylbismuth dichloride

603-33-8

triphenylbismuthane

Conditions
ConditionsYield
In ethanol 1h reflux;100%
With sodium hydrogensulfite In acetone at 0°C;80%
With potassium hydroxide In ethanol 5h reflux or shaking;
42967-53-3

tetraphenylbismuth chloride

A

603-33-8

triphenylbismuthane

B

108-90-7

chlorobenzene

Conditions
ConditionsYield
In not given decomposition at room temp.;A 100%
B 100%

C6H5Bi(O2SC6H5)2

603-33-8

triphenylbismuthane

Conditions
ConditionsYield
In not given byproducts: SO2; 4h at 190°C under 1E-2 - 1E-3 Torr;100%
3049-07-8

pentaphenylbismuth

603-33-8

triphenylbismuthane

Conditions
ConditionsYield
With isopropyl alcohol In not given byproducts: C6H6, acetone; at 20°C;100%
In pyridine byproducts: benzene, arine=arin(germ.); decomposition in pyridine;100%
With phenol In not given byproducts: C6H6, C6H5OH, diphenylether;90%
38222-83-2

2,6-di-tert-butyl-4-methylpyridine

278172-59-1

methyltriphenylbismuthonium tetrafluoroborate

A

67-56-1

methanol

B

115-10-6

Dimethyl ether

C

160142-36-9

2,6-di-tert-butyl-4-methylpyridinium tetrafluoroborate

D

603-33-8

triphenylbismuthane

Conditions
ConditionsYield
With H2O In chloroform-d1 water was added to mixt. (Ph3BiMe)(BF4) and 2,6-di-tert-butyl-4-methylpyridine in CDCl3 and mixt. was allowed to stand at room temp. for 33 h; detn. by NMR;A 30%
B 16%
C 100%
D 100%
38222-83-2

2,6-di-tert-butyl-4-methylpyridine

278172-59-1

methyltriphenylbismuthonium tetrafluoroborate

67-63-0

isopropyl alcohol

A

598-53-8

isopropyl methyl ether

B

160142-36-9

2,6-di-tert-butyl-4-methylpyridinium tetrafluoroborate

C

603-33-8

triphenylbismuthane

Conditions
ConditionsYield
In chloroform-d1 alcohol was added to mixt. (Ph3BiMe)(BF4) and 2,6-di-tert-butyl-4-methylpyridine in CDCl3 and allowed to react at 23°C for 4-7 h; detn. by NMR;A 82%
B 100%
C 100%

Triphenylbismuth Consensus Reports

Reported in EPA TSCA Inventory.

Triphenylbismuth Standards and Recommendations

PURITY: 98.0% min
Bi CONTENT: 47.0 - 48.0%
METALLIC IMPURITY: 0.1% max

Triphenylbismuth Specification

The Triphenylbismuthine, with its CAS registry number 603-33-8, is a kind of white to off-white crystalline powder. For being sensitive to moisture and insoluble in water, its product categories are including blocks; BuildingBlocks; Organometallics.

The physical properties of this chemical are as below: (1)#H bond acceptors: 0 ; (2)#H bond donors: 0 ; (3)#Freely Rotating Bonds: 3 ; (4)Polar Surface Area: 0; (5)Exact Mass: 440.097758; (6)MonoIsotopic Mass: 440.097758; (7)Heavy Atom Count: 19; (8)Complexity: 202; (9)Covalently-Bonded Unit Count: 1.

Use of this chemical is below: Triphenylbismuthine could react with piperidine to produce 1-phenyl-piperidine with the catalytic agent of Cu(OAc)2 and the solvent of CH2Cl2. And in this reaction, the reaction time is 18 hour(s) and the yield is 56 % in the ambient temperature.

When you are dealing with this chemical, you should be careful. For being a kind of harmful chemical which may cause damage to health, it is dangerous to our body if by inhalation, in contact with skin and if swallowed. Therefore, you should wear suitable protective clothing and gloves and then avoid contact with skin and eyes.

In addition, you could convert the following datas into the molecular structure:
(1)Canonical SMILES: C1=CC=C(C=C1)[Bi](C2=CC=CC=C2)C3=CC=CC=C3
(2)InChI: InChI=1S/3C6H5.Bi/c3*1-2-4-6-5-3-1;/h3*1-5H;
(3)InChIKey: ZHXAZZQXWJJBHA-UHFFFAOYSA-N 

Below are the toxicity information of this chemical:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 180mg/kg (180mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#01712,
mouse LDLo intraperitoneal 250mg/kg (250mg/kg)   "Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 4, Pg. 317, 1952.
mouse LDLo oral 320mg/kg (320mg/kg)   Archives of Environmental Contamination and Toxicology. Vol. 14, Pg. 111, 1985.
 

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