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Tributylphosphin

Tributylphosphine

HCID 13831
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Grundinformationen

CAS
998-40-3
Standard-SMILES
CCCCP(CCCC)CCCC
InChIKey
TUQOTMZNTHZOKS-UHFFFAOYSA-N
Summenformel
C12H27P
Durchschnittliche Molmasse
202,32 g/mol
Monoisotopische Masse
202,18503749

Überblick

Tributylphosphine is a colorless to yellowish liquid with a strong garlic-like odor. It is insoluble in water. It is liable to heat and ignite spontaneously in air. If involved in a fire phosphine gas, a highly flammable and toxic gas, will evolve. It is irritating to mucous membranes.

Namen und Bezeichner

Bevorzugter Name
Tributylphosphine
IUPAC
tributylphosphane
Lokaler Name
Tributylphosphin
Englischer Name
Tributylphosphine
Summenformel
C12H27P
Molmasse
202.32

Namen und Synonyme

TributylphosphineTributylphosphaneTri-n-butylphosphine998-40-3Phosphine, tributyl-Tris(butyl)phosphineTributylfosfinDTXSID90469980O52FJR7WNUN3254NSC-91700DTXCID7026998
Weitere Namen anzeigen
TBUPP(n-Bu)3cytop 340TributylphosphorusNSC 91700(n-C4H9)3PCYTOP(R) 340
RefChem:190921213-651-2tributyl phosphineTri-n-butyl phosphinetributyl-phosphaneMFCD00009462Bu3PPBu3

Datenbank-Bezeichner

CAS
998-40-3
PubChem CID
13831
DTXSID
DTXSID9046998
ChEMBL
CHEMBL3185473
UNII
0O52FJR7WN
EC Number
213-651-2
Nikkaji
J56.131B

Eigenschaften

Berechnete StruktureigenschaftenWird ergänzt

XLogP
3,7
Polarare Oberfläche (TPSA)
0 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
0
Frei drehbare Bindungen
9
Schwere Atome
13
Formalladung
0
Komplexität
72,1

Experimentelle und physikochemische Eigenschaften

Chemical ClassesOther Classes -> Phosphorus Compounds
Density0.812 @25 °C
Boiling Point240 °C @760 [mm Hg]
Vapor Pressure16 [mm Hg] @121 °C
Physical Description · 3 Einträge

Tributylphosphine is a colorless to yellowish liquid with a strong garlic-like odor. It is insoluble in water. It is liable to heat and ignite spontaneously in air. If involved in a fire phosphine gas, a highly flammable and toxic gas, will evolve. It is irritating to mucous membranes.

Liquid

Colorless to yellowish liquid with a strong odor like garlic; [CAMEO] Clear colorless liquid; [Sigma-Aldrich MSDS]

Physikochemische Eigenschaften

Schmelzpunkt
-65 °C · -65 °C
Siedepunkt
150 °C50 · 150 °C50 mm Hg(lit.)
Dichte
0.81 g/mL · 0.81 g/mL at 25 °C(lit.)

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 6 Einträge

Danger

H226 (15.7%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P222, P231, P233, P235, P240, P241, P242, P243, P260, P264, P264+P265, P270, P273, P280, P301+P317, P301+P330+P331, P302+P335+P334, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P321, P330, P362+P364, P363, P370+P378, P391, P403+P235, P405, P407, P410, P413, P420, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 287 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Not Classified

Danger

Gefahrenhinweise

Regulatory Information · 4 Einträge

Chemical: Phosphine, tributyl-

Phosphine, tributyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Phosphine, tributyl- 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: 25-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/18531

Phosphine, tributyl-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

DOT LabelSpontaneously Combustible
Fire Hazards · 2 Einträge

Excerpt from ERG Guide 135 [Substances - Spontaneously Combustible]:

· Flammable/combustible material.

Health Hazards · 2 Einträge

Excerpt from ERG Guide 135 [Substances - Spontaneously Combustible]:

· Fire will produce irritating, corrosive and/or toxic gases.

Chemie und Industrie

Verwendung und Herstellung

Uses · 2 Einträge

Used as a polymerization cross-linking catalyst, organic intermediate, and as a catalyst component for hydrogenation in the petroleum industry; [EPA OHM/TADS]

Petroleum Production and Refining [Category: Industry]

U.S. Production2023: 50,000 - <250,000 lb
Industry UsesIntermediate
General Manufacturing Information · 2 Einträge

All Other Basic Organic Chemical Manufacturing

Phosphine, tributyl-: ACTIVE

Anwendungen

VerwendenTributylphosphine is usually used as catalyst for Domino reactions of activated conjugated dienes with β,γ-unsaturated-α-ketoesters, [3+2]-Cycloadditions,Umpolung addition reactions,Reductive carbonylation, Allylation reactions.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

1-BrombutanPhosphorige Säure-trichloridDiethyletherMagnesium

Nachgelagerte Produkte

ORNOPROSTILCYANOMETHYLENETRIBUTYLPHOSPHORANETRI-N-BUTYLPHOSPHONIUM TETRAFLUOROBORATETributylhexadecylphosphoniumbromid

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Dampfdichte
9 · 9 (vs air)
Dampfdruck
1.9 Pa · 1.9Pa at 20℃
Brechungsindex
20 · n20/D 1.462(lit.)
Flammpunkt
99 °F · 99 °F
storage temp.
2 · 2-8°C
Aggregatzustand
liquid
Farbe
Clear colorless to pale yellow
Wichte
0.82 · 0.820 (20/4℃)
Wasserlöslichkeit
insoluble
BRN
1738261 · 1738261
Stabilität
Stable, but pyrophoric - spontaneously inflammable in air. Incompatible with oxidizing agents. Moisture sensitive.
InChI
1S/C12H27P/c1-4-7-10-13(11-8-5-2)12-9-6-3/h4-12H2,1-3H3
InChIKey
TUQOTMZNTHZOKS-UHFFFAOYSA-N
SMILES
CCCCP(CCCC)CCCC
CAS Datenbank
998 · 998-40-3(CAS DataBase Reference)
NIST chemische Informationen
Phosphine, tributyl-(998-40-3)
EPA chemische Informationen
Phosphine, tributyl- (998-40-3)
Hazards Summary · 1 Eintrag

Pyrophoric; May ignite on contact with water or moisture; [CAMEO] Causes burns; [EPA OHM/TADS] Pyrophoric; Reacts violently with water; Causes burns and lachrymation; Inhalation may cause corrosive injuries to upper respiratory tract; Harmful by ingestion and skin absorption; [Sigma-Aldrich MSDS] See Triphenylphosphine and tert-Butylphosphine.

DOT ID and Guide3254 135
Reactive GroupAmines, Phosphines, and Pyridines
Reactivity AlertsHighly Flammable
Reactivity ProfileOrganophosphines, such as TRIBUTYLPHOSPHANE, are susceptible to partial oxidation by oxidizing agents, resulting in the release of phosphine oxides.
DOT Hazard Classification · 4 Einträge

Tributylphosphane

UN3254

Div 4.2 Spontaneously combustible material (49 eCFR § 173.124)

PG I: the degree of danger presented by the material is great

Air and Water ReactionsHighly flammable. May ignite on contact with air or moist air. Insoluble in water.
Hazard Classes and Categories · 2 Einträge

Flam. Liq. 3 (15.7%)

Pyrophoric liquids - Category 1

Sicherheit und Schutzausrüstung

Fire FightingExcerpt from ERG Guide 135 [Substances - Spontaneously Combustible]:
Accidental Release Measures · 2 Einträge

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 2 Einträge

Excerpt from ERG Guide 135 [Substances - Spontaneously Combustible]:

General First Aid:

Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).
Nonfire Spill ResponseExcerpt from ERG Guide 135 [Substances - Spontaneously Combustible]:
Isolation and Evacuation · 2 Einträge

Excerpt from ERG Guide 135 [Substances - Spontaneously Combustible]:

Immediate precautionary measure

Protective Action Criteria (PAC) · 3 Einträge

2.3 [mg/m3]

25 [mg/m3]

150 [mg/m3]

Personal Protective Equipment (PPE)Excerpt from ERG Guide 135 [Substances - Spontaneously Combustible]:
Emergency Response Planning Guidelines· DO NOT USE WATER, CO2 OR FOAM ON MATERIAL ITSELF.

Toxikologische Informationen

Adverse EffectsDermatotoxin - Skin burns.

Sicherheitsdaten

F
10-13-23
wgk
3
tsca
TSCA listed
ridadr
UN 3254
hs_code
29319090
RTECS-Nr.
SZ3270000
risk_code
36/38-34-21/22-17-11-37-36/37/38-61
hazard_code
Xi,F,C,T
safety_code
41-36/37/39-26-16-45-43-17-5-53
hazard_class
4.2
packing_group
I
Speicherklasse
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard Classifications
Aquatic Chronic 3Eye Dam. 1Repr. 1BSkin Corr. 1ASTOT SE 3
Selbstentzündungstemperatur
392 °F
Tetrabutylphosphonium iodide
HISHICOLIN PX-4MP
1-Butyl-1-methylpiperidinium Bromide
DI-TERT-BUTYLPHENYLPHOSPHINE
Acetic acid, 2-(tributylphosphoranylidene)-, methyl ester
TRIBUTYLPHOSPHINE SELENIDE
Dibutylmethylphosphine oxide