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554669

Sigma-Aldrich

Triisopropyl phosphate

95%

Synonym(s):

NSC 46370, NSC 62275, Phosphoric acid triisopropyl ester

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About This Item

Linear Formula:
PO(OCH(CH3)2)3
CAS Number:
Molecular Weight:
224.23
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

95%

refractive index

n20/D 1.4070 (lit.)

bp

224 °C (lit.)

density

0.970 g/mL at 25 °C (lit.)

SMILES string

CC(C)OP(=O)(OC(C)C)OC(C)C

InChI

1S/C9H21O4P/c1-7(2)11-14(10,12-8(3)4)13-9(5)6/h7-9H,1-6H3

InChI key

OXFUXNFMHFCELM-UHFFFAOYSA-N

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General description

Triisopropyl phosphate, an ester of secondary alcohol, is a non-phosphorylating organophosphorus compound. It is formed as a by-product during the synthesis of haloalkylphosphonates. Triisopropyl phosphate can be prepared from isopropyl alcohol by reacting with phosphorus oxychloride. It can also be obtained from triisopropyl phosphite.

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Acute 1 - Eye Irrit. 2 - Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

73.4 °F - closed cup

Flash Point(C)

23 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Dealkylation and debenzylation of triesters of phosphoric acid. Phosphorylation of hydroxy and amino compounds.
Zervas L and Dilaris I.
Journal of the American Chemical Society, 77(20), 5354-5357 (1955)
The effect of triisopropyl phosphate on the mobility of surface concanavalin A receptors and on the locomotion of polymorphonuclear leucocytes.
A M Woodin et al.
Experimental cell research, 94(2), 292-298 (1975-09-01)
Carbonium ion formation in solvolysis of phosphate triesters.
Cox Jr JR and Newton MG.
The Journal of Organic Chemistry, 34(9), 2600-2605 (1969)
Efficient and `green?microwave-assisted synthesis of haloalkylphosphonates via the Michaelis?Arbuzov reaction.
Jansa P, et al.
Green Chemistry, 13(4), 882-888 (2011)
Reactions of Trialkyl Phosphates, Alkyl Acetates, and Tertiary Butyl Hypochlorite in the Friedel-Crafts Syntheses1.
Berman N and Lowy A.
Journal of the American Chemical Society, 60(11), 2596-2597 (1938)

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