Triisopropyl phosphite

Bezeichnung:Triisopropyl phosphite

CAS-Nr116-17-6

Englisch Name:Triisopropyl phosphite

CBNumberCB6674045

SummenformelC9H21O3P

Molgewicht208.24

MOL-Datei116-17-6.mol

Triisopropyl phosphite physikalisch-chemischer Eigenschaften

Siedepunkt	63-64 °C11 mm Hg(lit.)
Dichte	0.844 g/mL at 25 °C(lit.)
Dampfdruck	<2 mm Hg ( 20 °C)
Brechungsindex	n20/D 1.411(lit.)
Flammpunkt	154 °F
storage temp.	-20°C
Löslichkeit	Insoluble in water, soluble in benzene and other organic solvents.
Aggregatzustand	Liquid
Farbe	Clear
Wichte	0.844
Wasserlöslichkeit	Insoluble
Sensitive	Moisture Sensitive
BRN	1701528
InChI	1S/C9H21O3P/c1-7(2)10-13(11-8(3)4)12-9(5)6/h7-9H,1-6H3
InChIKey	SJHCUXCOGGKFAI-UHFFFAOYSA-N
SMILES	CC(C)OP(OC(C)C)OC(C)C
LogP	2
CAS Datenbank	116-17-6(CAS DataBase Reference)
NIST chemische Informationen	Phosphorous acid, tris(1-methylethyl) ester(116-17-6)
EPA chemische Informationen	Phosphorous acid, tris(1-methylethyl) ester (116-17-6)

Sicherheit

Kennzeichnung gefährlicher	T,F
R-Sätze:	25-38-68
S-Sätze:	37-46-45-36/37
RIDADR	UN 3278 6.1/PG 3
WGK Germany	3
RTECS-Nr.	TH2800000
F	1-10
Hazard Note	Toxic/Flammable/Moisture Sensitive/
TSCA	TSCA listed
HazardClass	3
PackingGroup	III
HS Code	29209090
Speicherklasse	6.1C - Combustible acute toxic Cat.3 toxic compounds or compounds which causing chronic effects
Hazard Classifications	Acute Tox. 3 Oral Skin Irrit. 2
Giftige Stoffe Daten	116-17-6(Hazardous Substances Data)

Gefahreninformationscode (GHS)

Triisopropyl phosphite Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R25:Giftig beim Verschlucken.
R38:Reizt die Haut.
R68:Irreversibler Schaden möglich.
S-Sätze Betriebsanweisung:
S37:Geeignete Schutzhandschuhe tragen.
S46:Bei Verschlucken sofort ärztlichen Rat einholen und Verpackung oder Etikett vorzeigen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
Chemische Eigenschaften
Colorless liquid; characteristic odor. Miscible with most common organic solvents; insoluble in water; hydrolyzes slowly in water; exposure to air should be minimum; high thermal stability. Combustible.
Verwenden
Intermediate for insecticides, component of vinyl stabilizers, lubricant additive, specialty solvent.
Verwenden
Triisopropyl phosphite can be used as a reactant:
- With Ru-based indenylidene complexes to form 1^st generation complexes for metathesis reactions.
- In Perkow-type reaction to synthesize compounds containing polarized carbon-carbon double bonds.
- For the synthesis of phosphonohydrazines by reacting with arylamines and isoamyl nitrite.
It can also be used as an alternative to triphenylphosphine in Mitsunobu reaction to facilitate the isolation of products.
Synthese
A solution of 180.3 g (3 mol) of anhydrous isopropyl alcohol and 447 g (477 ml, 3 mol) of freshly distilled diethylaniline in 1 l of dry petroleum ether (b.p. 40–60°) is placed in a 3-l three-necked flask fitted with a sealed stirrer, an efficient reflux condenser, and a 500-ml dropping funnel, which is charged with a solution of 137.5 g (87.5 ml, 1 mol) of freshly distilled phosphorus trichloride in 400 ml of dry petroleum ether (b.p. 40–60°). The flask is cooled in a cold-water bath. With vigorous stirring, the phosphorus trichloride solution is introduced at such a rate that the mixture boils gently towards the end of the addition. After the addition, which requires about 30 minutes, the mixture is heated under gentle reflux for about 1 hour with stirring. The suspension, containing a copious precipitate of diethylaniline hydrochloride, is then cooled and filtered with suction through a sintered glass funnel. The cake of the amine salt is well compressed and washed with five 100-ml. portions of dry petroleum ether (b.p. 40–60°). The filtrate and washings are combined and concentrated by distillation at water-bath temperature through a 75-cm. Vigreux column. The residue is transferred to a pear-shaped flask and distilled under a water-pump vacuum through a 75-cm. Vigreux column. After a small fore-run, the product Triisopropyl phosphite is collected. It has the following properties: b.p. 43.5°/1.0 mm; nD25 1.4080; d417 0.917.
läuterung methode
Distil it from sodium, under vacuum, through a column packed with glass helices. (This removes any dialkyl phosphonate.) [Ford-Moore & Williams J Chem Soc 1465 1947, Arbuzov Chem Ber 38 1171 1905, see Verkade & Coskren in Organo Phosphorus Compound (Kosolapoff & Maier eds) Wiley Vol 2 pp 1-187 1972, Beilstein 1 IV 1476.]

Triisopropyl phosphite Upstream-Materialien And Downstream Produkte

Triisopropyl phosphite Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

116-17-6, Triisopropyl phosphite Verwandte Suche:

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