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Key Documents

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Safety Information

T84654

Sigma-Aldrich

Triphenyl phosphite

97%

Synonym(s):

(PhO)3P, P(OPh)3, Triphenoxyphosphine

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500 G
CN¥900.34
2.5 KG
CN¥1,924.12

CN¥900.34

Estimated to ship onApril 22, 2025Details

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500 G
CN¥900.34
2.5 KG
CN¥1,924.12

About This Item

Linear Formula:
(C6H5O)3P
CAS Number:
101-02-0
Molecular Weight:
310.28
Beilstein:
1079456
MDL number:
MFCD00003032
UNSPSC Code:
12352108
PubChem Substance ID:
24900533
NACRES:
NA.22

CN¥900.34

Estimated to ship onApril 22, 2025Details

Request a Bulk Order

vapor density

10.7 (vs air)

vapor pressure

5 mmHg ( 205 °C)

Assay

97%

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: ligand
reaction type: Alkylations
reagent type: ligand
reaction type: Cycloadditions
reagent type: ligand
reaction type: Heck Reaction
reagent type: ligand
reaction type: Olefinations
reagent type: ligand
reaction type: Stille Coupling
reagent type: ligand
reaction type: Wittig Reaction

refractive index

n20/D 1.59 (lit.)

bp

360 °C (lit.)

mp

22-24 °C (lit.)

density

1.184 g/mL at 25 °C (lit.)

SMILES string

O(P(Oc1ccccc1)Oc2ccccc2)c3ccccc3

InChI

1S/C18H15O3P/c1-4-10-16(11-5-1)19-22(20-17-12-6-2-7-13-17)21-18-14-8-3-9-15-18/h1-15H

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Show Differences

1 of 4

This Item
902179102379102392
Calcium chloride anhydrous granules Reag. Ph Eur

102378

Calcium chloride

Calcium chloride anhydrous, granular, ≤7.0 mm, free-flowing, Redi-Dri™, ReagentPlus®, ≥93%

902179

Calcium chloride

Calcium chloride anhydrous, granular ~ 1-2 mm

102379

Calcium chloride

Calcium chloride anhydrous, granular ~ 6 - 14 mm

102392

Calcium chloride

assay

≥98.0%

assay

≥93%

assay

≥95.0% (complexometric)

assay

~90% (complexometric)

Quality Level

200

Quality Level

-

Quality Level

200

Quality Level

200

density

2.15 g/cm3 at 20 °C

density

-

density

2.15 g/cm3 at 20 °C

density

2.15 g/cm3 at 20 °C

impurities

≤0.2% Free alkali (as Ca(OH)2)

impurities

-

impurities

≤0.2% Free alkali (as Ca(OH)2)

impurities

≤0.2% Free alkali (as Ca(OH)2)

pH

8-10 (20 °C, 100 g/L in H2O)

pH

-

pH

8-10 (20 °C, 100 g/L in H2O)

pH

8-10 (20 °C, 100 g/L in H2O)

General description

Triphenyl phosphite (TPP) is an organophosphorus compound that serves as a versatile reagent in the synthesis of phosphorus ligands.[1]

Application

Triphenyl phosphite can be used:
  • As a source of phosphorus and as a ligand for the synthesis of transition metal phosphide nanoparticles via heating-up process.[2]
  • To convert alcohols to alkyl halides.[3]
  • As a peptide coupling agent.[4]
  • As a low-temperature source of singlet oxygen after forming an adduct with ozone.[5]
  • To synthesize bromotriphenoxyphosphonium bromide, a brominating agent, by reacting with bromine.[6]

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT RE 2

Target Organs

Nervous system

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

410.0 °F

Flash Point(C)

210 °C

Regulatory Information

危险化学品
  • Specification Sheet

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    Certificates of Analysis (COA)

    Lot/Batch Number
    SDBB0484
    STBL0911
    STBL2968
    STBK9290
    STBK5645

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    Triphenyl Phosphite as the Phosphorus Source for the Scalable and Cost-Effective Production of Transition Metal Phosphides
    Liu J, et al.
    Chemistry of Materials, 30(5), 1799-1807 (2018)
    Development of a Safe and Robust Process for the Large-Scale Preparation of a Vinyl Bromide from a Ketone Using a (PhO)3P/Br2-Derived Reagent
    Likhite N, et al.
    Organic Process Research & Development, 20(5), 977-981 (2016)
    Singlet oxygen sources in ozone chemistry
    Murray RW and Kaplan M
    Journal of the American Chemical Society, 90(2), 537-538 (1968)
    Peptide synthesis using triphenyl phosphite and imidazole
    Mitin YV and Glinskaya OV
    Tetrahedron Letters, 10(60), 5267-5270 (1969)
    458. The organic chemistry of phosphorus. Part I. Some new methods for the preparation of alkyl halides
    Landauer SR and Rydon HN
    Journal of the Chemical Society, 30(5), 2224-2234 (1953)
    View All Related Papers

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    Catalyst Screening with Catalexis

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