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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.

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Danger

Hazard Classifications

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

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

73.4 °F - closed cup

flash_point_c

23 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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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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