Ethyltriphenylphosphonium iodide (HCID 78474)

Names & identifiers

Preferred name: Ethyltriphenylphosphonium iodide
IUPAC: ethyl(triphenyl)phosphanium iodide
English name: Ethyltriphenylphosphonium iodide
Molecular formula: C20H20P.I
Molecular weight: 418.25

Names & synonyms

Ethyltriphenylphosphonium iodidePhosphonium, ethyltriphenyl-, iodidePhenylphosphonium ethyl iodideETPPITriphenylethylphosphonium iodideHishicolin ETPPIUNII-XXZ2V239JNEINECS 225-245-2XXZ2V239JNethyl(triphenyl)phosphonium iodidePhosphonium, ethyltriphenyl-, iodide (1:1)DTXSID1052117

Show more names

EPJ[Ph3EP]IEthyl triphenyleTriphenylethyl iodidephenylphosphoniumethyliodideethyltriphenylphosphine iodideTriphenylethylphosphine iodideEthyltriphenylphosphoniuM iodid

J263.335CRefChem:139213DTXCID3030686225-245-24736-60-1ethyl triphenylphosphonium iodideMFCD00040352C20H20IP

Database identifiers

CAS: 4736-60-1
PubChem CID: 78474
DTXSID: DTXSID1052117
UNII: XXZ2V239JN
EC Number: 225-245-2

Properties

Computed structural properties

Topological polar surface area: 0 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 4
Heavy atoms: 22
Formal charge: 0
Complexity: 247

Experimental & physicochemical properties

Physical DescriptionDry Powder

Physicochemical properties

Melting point: 164 · 164-168 °C(lit.)
Boiling point: 337 °C · 337 °C
Density: 1.5 · 1.500
vapor pressure: 0 Pa · 0Pa at 25℃
Flash point: 226 °C · 226 °C
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
solubility: Acetone, Chloroform, Dichloromethane, Methanol
form: Powder
color: Yellow
Water Solubility: slightly soluble
Sensitive: Light Sensitive & Hygroscopic
BRN: 3659323 · 3659323
InChI: 1S/C20H20P.HI/c1-2-21(18-12-6-3-7-13-18,19-14-8-4-9-15-19)20-16-10-5-11-17-20;/h3-17H,2H2,1H3;1H/q+1;/p-1
InChIKey: SLAFUPJSGFVWPP-UHFFFAOYSA-M
SMILES: [I-].CC[P+](c1ccccc1)(c2ccccc2)c3ccccc3
LogP: 0.324 · 0.324
CAS DataBase Reference: 4736 · 4736-60-1(CAS DataBase Reference)
FDA UNII: 2 V239JN · XXZ2V239JN
EPA Substance Registry System: Phosphonium, ethyltriphenyl-, iodide (4736-60-1)
UNSPSC Code: 12352002 · 12352002
NACRES: 22 · NA.22
Symbol(GHS): 6 · GHS06
Signal word: Danger
Hazard statements: 301 · H301-H319
Precautionary statements: 301 · P301+P310+P330-P305+P351+P338
PPE: 2 · Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
Hazard Codes: T,Xn
Risk Statements: 25 · 25-36/38-21-36/37/38-20/21/22
Safety Statements: 45 · 45-36/37/39-28A-26-36
RIDADR: 2811 · UN 2811 6.1/PG 3
WGK Germany: 3 · 3
RTECS: 2312000 · TA2312000
F: 3 · 3-8-10
TSCA: TSCA listed
HazardClass: 6.1 · 6.1
PackingGroup: III
HS Code: 29310095 · 29310095
Storage Class: 6.1 C · 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard Classifications: 3 OralEye · Acute Tox. 3 OralEye Irrit. 2
REACH Registrations: Active
Limited Quantities: 5 kg · 5.0 kg (11 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 1.3% (5 of 381) of reports.

Danger

H300 (26.8%): Fatal if swallowed [Danger Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P273, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 381 reports by companies from 16 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 4 items

Chemical: Phosphonium, ethyltriphenyl-, iodide

Phosphonium, ethyltriphenyl-, iodide (1:1) is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Phosphonium, ethyltriphenyl-, iodide (1:1) 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)

Status: Active Update: 04-08-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/21537

Ethyltriphenylphosphonium iodide: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesAcute Tox. 2 (26.8%)

Safety data

F: 3-8-10
PPE: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
wgk: 3
tsca: TSCA listed
rtecs: TA2312000
ridadr: UN 2811 6.1/PG 3
hs_code: 29310095
risk_code: 25-36/38-21-36/37/38-20/21/22
Signal word: Danger
Symbol(GHS): GHS06
hazard_code: T,Xn
safety_code: 45-36/37/39-28A-26-36
hazard_class: 6.1
Storage Class: 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
packing_group: III
Hazard statements: H301-H319
Limited Quantities: 5.0 kg (11 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
REACH Registrations: Active
Hazard Classifications: Acute Tox. 3 OralEye Irrit. 2
Precautionary statements: P301+P310+P330-P305+P351+P338

Chemistry & industry

Uses & manufacturing

U.S. Production2023: 79,919 lb

Industry UsesCatalyst

General Manufacturing Information · 2 items

Paint and Coating Manufacturing

Phosphonium, ethyltriphenyl-, iodide (1:1): ACTIVE

Applications

UsesEthyltriphenylphosphonium iodide is involved in synthesis of diarylmethine derivatives, phosphonium salts, and bismuth(III) polynuclear halide complexes, asymmetric hydrogenation.

UsesEthyltriphenylphosphonium iodide is used as a Wittig reagent and phase transfer catalyst in organic synthesis. It can also be used in asymmetric hydrogenation and to make Bismuth(III) polynuclear complexes.