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Triphenylbismuth

HCID 11774
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
603-33-8
Standard SMILES
c1cc[c]([Bi]([c]2ccccc2)[c]2ccccc2)cc1
InChIKey
ZHXAZZQXWJJBHA-UHFFFAOYSA-N
Molecular formula
C18H15Bi
Average molar mass
440.3 g/mol
Monoisotopic mass
440.09777

Overview

structure given in first source

Names & identifiers

Preferred name
Triphenylbismuth
IUPAC
triphenylbismuthane
English name
Triphenylbismuth
Molecular formula
C18H15Bi
Molecular weight
440.29

Names & synonyms

Triphenylbismuth603-33-8TriphenylbismuthineTriphenyl bismuthBISMUTHINE, TRIPHENYL-AerotexTrifenylbismutinDTXSID6042498Triphenyl bismuthinePh3BiNSC-465R18732F41W
Show more names
TPB(C6H5)3Bitriphenyl-bismuthinTriphenylbismuth,99%Triphenylbismuth,98%
DTXCID4022498RefChem:191900210-033-4triphenylbismuthaneBismuth triphenylBismuth, triphenyl-Caswell No. 896triphenylbismuthin

Database identifiers

CAS
603-33-8
PubChem CID
11774
DTXSID
DTXSID6042498
UNII
R18732F41W
EC Number
210-033-4
Nikkaji
J42.067K

Properties

Computed structural properties

Topological polar surface area
0 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
0
Rotatable bonds
3
Heavy atoms
19
Formal charge
0
Complexity
202

Experimental & physicochemical properties

Chemical ClassesMetals -> Metals, Organic Compounds
Vapor Pressure0.000034 [mmHg]
Physical Description · 2 items

CBI

Solid; [Merck Index] White to off-white powder; [Alfa Aesar MSDS]

Physicochemical properties

Melting point
78 · 78-80 °C
Boiling point
310 °C · 310°C
Density
1 · 1,585 g/cm3
refractive index
1.704 · 1.7040
Flash point
242 °C/14mm · 242°C/14mm
storage temp.
Inert atmosphere,Room Temperature
solubility
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
form
crystal
color
white
Specific Gravity
1.585 · 1.585

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 2.1% (1 of 47) of reports.

Warning

H302 (95.7%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 47 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 3 items

Hazard Traits - Bioaccumulation; Environmental Persistence

Bismuthine, triphenyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Bismuthine, triphenyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Bismuthine, triphenyl-: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryMay cause irritation; Harmful by ingestion; [Alfa Aesar MSDS] See Triphenylantimony.
Hazard Classes and CategoriesAcute Tox. 4 (95.7%)

Safety data

wgk
3
tsca
TSCA listed
rtecs
EB2980000
hs_code
2931900090
risk_code
20/21/22
Signal word
Warning

Chemistry & industry

Uses & manufacturing

UsesUsed as a radiopacifying agent in dental resins and medical devices, polymerization catalyst, and in organic synthesis; [Merck Index]
U.S. Production2023: <50,000 lb
Industry UsesOther
General Manufacturing Information · 2 items

All Other Chemical Product and Preparation Manufacturing

Bismuthine, triphenyl-: ACTIVE

Applications · 1 item

UsesTriphenylbismuth, as an volatile organometallic used in the preparation of thin films of superconducting oxides by CVD. It is also added to the fuel of rocket as cruing agent. It acts as a solidifying catalyst for butyl hydroxyl propellants.

Preparation methods

PreparationTriphenylbismuth is conveniently prepared by reaction of Phenylmagnesium Bromide with BiCl3 in ether.

Upstream & downstream products

Upstream raw materials

2-iodo-N,N-dimethyl-aniline2-Amino-2,4,6-cycloheptatrien-1-oneBismuth trichloride

Downstream products

Methyl isopropyl etherOsmium carbonyl

Related reactions

7 records
New reaction record
HRID 110893 reaction equation
HRID 110893As reactantTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 116390 reaction equation
HRID 116390As reactantTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 288731 reaction equation
HRID 288731As reactantTraining data from https://doi.org/10.1039/C8SC04228D (8/10)
HRID 625205 reaction equation
HRID 625205As reactantuspto-grants-2016_04
HRID 1493115 reaction equation
HRID 1493115As reactantuspto-grants-1991_06
HRID 1881391 reaction equation
HRID 1881391As reactantuspto-grants-2012_11
HRID 2261506 reaction equation
HRID 2261506As reactantuspto-grants-2010_12

Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
More actions
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Water Solubility
insoluble
Sensitive
Moisture Sensitive
Hydrolytic Sensitivity
4 · 4: no reaction with water under neutral conditions
CAS DataBase Reference
603 · 603-33-8(CAS DataBase Reference)
EWG's Food Scores
2 · 2
FDA UNII
18732 F41W · R18732F41W
NIST Chemistry Reference
Bismuthine, triphenyl-(603-33-8)
EPA Substance Registry System
Triphenylbismuth (603-33-8)
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
302 · H302
Precautionary statements
264 · P264-P270-P301+P312a-P330-P501a
Hazard Codes
Xn
Risk Statements
20 · 20/21/22
Safety Statements
24 · 24/25-36/37
WGK Germany
3 · 3
RTECS
2980000 · EB2980000
TSCA
TSCA listed
HS Code
2931900090 · 2931900090
Symbol(GHS)
GHS07
hazard_code
Xn
safety_code
24/25-36/37
Hazard statements
H302
Precautionary statements
P264-P270-P301+P312a-P330-P501a
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