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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.

signalword

Warning

Hazard Classifications

Aquatic Acute 1 - Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

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


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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D2631

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Sigma-Aldrich

68572

Dibutyl phosphate

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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