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Merck
CN

T67806

Triisopropyl phosphite

95%

Synonym(s):

Isopropyl phosphite, Tri-2-propyl phosphite, Triisopropoxyphosphine, Tris(isopropyl) phosphite

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About This Item

Linear Formula:
[(CH3)2CHO]3P
CAS Number:
116-17-6
Molecular Weight:
208.24
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24900404
EC Number:
204-130-0
Beilstein/REAXYS Number:
1701528
MDL number:
MFCD00008874
Assay:
95%

Key Documents

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InChI key

SJHCUXCOGGKFAI-UHFFFAOYSA-N

InChI

1S/C9H21O3P/c1-7(2)10-13(11-8(3)4)12-9(5)6/h7-9H,1-6H3

SMILES string

CC(C)OP(OC(C)C)OC(C)C

vapor pressure

<2 mmHg ( 20 °C)

assay

95%

Quality Level

200

bp

63-64 °C/11 mmHg (lit.)

density

0.844 g/mL at 25 °C (lit.)

Related Categories

Application

Triisopropyl phosphite can be used as a reactant:
  • With Ru-based indenylidene complexes to form 1st 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.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301,H315

Hazard Classifications

Acute Tox. 3 Oral - Skin Irrit. 2

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

154.4 °F - closed cup

flash_point_c

68 °C - closed cup

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKDB2719
MKCZ3901
MKCV3265
MKCM4475
MKCK2664

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Ruthenium indenylidene ?1st generation? olefin metathesis catalysts containing triisopropyl phosphite
Guidone S, et al.
Beilstein Journal of Organic Chemistry, 11, 1520-1520 (2015)
Mitsunobu reactions of nucleoside analogs using triisopropyl phosphite-DIAD
Veliz EA and Beal PA
Tetrahedron Letters, 47(18), 3153-3156 (2006)
Nef-isocyanide-Perkow synthesis of new polarized olefins containing 2-dicyanomethylene-2, 3-dihydrothiazole and 2-dicyanomethylene-1, 3-dithiole moieties
Yavari I, et al.
Tetrahedron, 69(11), 2462-2467 (2013)
Su Mei Liu et al.
Marine pollution bulletin, 60(9), 1591-1599 (2010-04-30)
Inorganic or bulk organic chemical indicators, including organic carbon (OC), total nitrogen, organic nitrogen (ON), fixed ammonium (N(fix)), exchangeable ammonium, exchangeable nitrate, organic phosphorus (OP), inorganic phosphorus (IP), and biogenic silica (BSi), were examined in a 3-m core collected in
Convenient synthesis of phosphonohydrazines from arylamines
Kent GT, et al.
Tetrahedron Letters, 57(19), 2097-2099 (2016)
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