Skip to Content
MilliporeSigma

253189

Tris(diethylamino)phosphine

97%, liquid

Synonym(s):

Hexaethyltriamidophosphite, Hexaethyltriaminophosphine, Phosphorous acid tris(diethylamide), Tris(N,N-diethylamino)phosphine, Tris(diethylamido)phosphine, Hexaethylphosphorous triamide

Sign In to View Organizational & Contract Pricing

Select a Size

5 G

$71.91

25 G

$213.00

$71.91

List Price$84.60Save 15%

Check Cart for Availability
Need it sooner? View alternative products.

Request a Bulk Order

About This Item

Linear Formula:
P[N(C2H5)2]3
CAS Number:
Molecular Weight:
247.36
Beilstein/REAXYS Number:
636187
EC Number:
MDL number:
UNSPSC Code:
12352001
PubChem Substance ID:
NACRES:
NA.22

Skip To

Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

Tris(diethylamino)phosphine, 97%

Quality Level

assay

97%

form

liquid

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

refractive index

n20/D 1.475 (lit.)

bp

80-90 °C/10 mmHg (lit.)

density

0.903 g/mL at 25 °C (lit.)

functional group

phosphine

SMILES string

CCN(CC)P(N(CC)CC)N(CC)CC

InChI

1S/C12H30N3P/c1-7-13(8-2)16(14(9-3)10-4)15(11-5)12-6/h7-12H2,1-6H3

InChI key

FDIOSTIIZGWENY-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
775444393290177881
assay

97%

assay

97%

assay

97%

assay

90%

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Hiyama Coupling, reaction type: Sonogashira Coupling, reaction type: Suzuki-Miyaura Coupling, reaction type: Heck Reaction, reaction type: Stille Coupling, reagent type: ligand, reaction type: Negishi Coupling

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 suitability

-

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

functional group

phosphine

functional group

phosphine

functional group

phosphine

functional group

phosphine

form

liquid

form

liquid

form

liquid

form

-

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

-

bp

80-90 °C/10 mmHg (lit.)

bp

104 °C/0.1 mmHg (lit.)

bp

48-50 °C/12 mmHg (lit.)

bp

111-113 °C/2.5 mmHg (lit.)

Application

Tris(diethylamino)phosphine [(Et2N)3P] can be used as a reagent to synthesize:
  • 1,1′-Dialkylisoindigo derivatives by reacting with various 1-alkylisatins via deoxygenation reaction.[1]
  • 1-Aminomethylisatins by treating with isatin and primary and secondary amines.[2]

It can also be used in the deoxygenation of some cyclic α-diketones using fullerene C60.[3]

pictograms

FlameExclamation mark

signalword

Warning

Hazard Classifications

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

138.2 °F - closed cup

flash_point_c

59 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Khadga J Karki et al.
Scientific reports, 3, 2287-2287 (2013-07-28)
Multiple exciton generation (MEG) is a process in which more than one exciton is generated upon the absorption of a high energy photon, typically higher than two times the band gap, in semiconductor nanocrystals. It can be observed experimentally using
Facile synthesis of 1, 1′-dialkylisoindigos through deoxygenation reaction of isatins and tris (diethylamino) phosphine
Bogdanov AV, et al.
Synthesis, 2010(19), 3268- 3270 (2010)
Novel 1-Aminomethylisatins: Peculiarities of the Synthesis and the Reaction with Tris (diethylamino) phosphine
Bogdanov AV, et al.
Journal of Heterocyclic Chemistry, 51(4), 1027- 1030 (2014)
Irina P Romanova et al.
The Journal of organic chemistry, 76(8), 2548-2557 (2011-03-12)
The reactions of such cyclic α-diketones as acenaphthenequinone, aceanthrenequinone, and N-alkylisatins, with hexaethyltriaminophosphine in the presence of the fullerene C(60), lead to the formation of methanofullerene derivatives under mild conditions. This process proceeds via deoxygenation of the dicarbonyl compound by
K Yamana et al.
Nucleic acids symposium series, (21)(21), 31-32 (1989-01-01)
Utilities of deoxyribonucleoside 3'-O-phosphorbisdiethylamidites in the synthesis of oligodeoxyribonucleotides and their analogues are described.

Related Content

The Catalexis platform enhances catalysis by digitally optimizing catalyst selection to identify the most effective phosphine ligands for cross-coupling reactions.

La plataforma Catalexis mejora la catálisis al optimizar digitalmente la selección de catalizadores para identificar los ligandos de fosfina más eficaces para las reacciones de acoplamiento cruzado.

Phosphine Ligand Application Guide

Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service