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T84409

Triphenylphosphine

99%, ReagentPlus®

Triphenylphosphine

Synonym(s):

Phosphorustriphenyl

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1 g
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$36.10
25 g
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$39.60
100 g
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$69.60
500 g
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$174.00
1 kg
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$227.00
10 kg
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$1,190.00

About This Item

Linear Formula:
(C6H5)3P
CAS Number:
Molecular Weight:
262.29
NACRES:
NA.21
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
210-036-0
MDL number:
Beilstein/REAXYS Number:
610776

$36.10


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Product Name

Triphenylphosphine, ReagentPlus®, 99%

vapor density

9 (vs air)

Quality Segment

vapor pressure

5 mmHg ( 20 °C)

product line

ReagentPlus®

assay

99%

feature

achiral

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: Cross Couplings

parameter

air stable

bp

377 °C (lit.)

mp

79-81 °C (lit.)

functional group

phosphine

SMILES string

c1ccc(cc1)P(c2ccccc2)c3ccccc3

InChI

1S/C18H15P/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H

InChI key

RIOQSEWOXXDEQQ-UHFFFAOYSA-N

General description

Rhodium and triphenylphosphine catalyst system has been used for the hydroformylation of soybean, safflower and linseed oils and their methyl esters. Polymer supported triphenylphosphine has been reported to efficiently catalyze the γ-addition of pronucleophiles to alkynoate. Triphenylphosphine reacts with hydrated ruthenium trichloride in methanol to afford [RuCl2(PPh3)4], [RuCl2(PPh3)3] and [RuCl3(PPh3)2CH3OH]. It participates in the Heck reaction of 4-bromoanisole and ethyl acrylate in ionic liquids.

Application

Triphenylphosphine was used in the synthesis of mono-6-amino-deoxy-6-cyclodextrin. It was also employed as catalyst during the synthesis of C-aryl furanosides.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

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1 of 1

This Item
930928.082708.00551
assay

99%

assay

≥95.0% (GC)

assay

≥99.0% (GC)

assay

≥97.0% (GC)

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, reaction type: Negishi Coupling, reagent type: ligand
reaction type: Cross Couplings

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

-

functional group

phosphine

functional group

phosphine

functional group

-

functional group

-

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

bp

377 °C (lit.)

bp

377 °C (lit.)

bp

377 °C/1013 hPa

bp

360 °C/1013 hPa (decomposes)

mp

79-81 °C (lit.)

mp

77-84 °C, 79-81 °C (lit.)

mp

78.5-81.5 °C

mp

-


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signalword

Danger

target_organs

Central nervous system,Peripheral nervous system

Storage Class

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

flash_point_f

356.0 °F - closed cup

flash_point_c

180 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

pictograms

Health hazardExclamation mark

Hazard Classifications

Acute Tox. 4 Oral - Skin Sens. 1B - STOT RE 1 Inhalation



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Related Content


Triphenylphosphine: a catalyst for the synthesis of C-aryl furanosides from furanosyl halides.
Nicolas L, et al.
Tetrahedron Letters, 55(4), 849-852 (2014)
Facile synthesis of mono-6-amino-6-deoxy-a-, ?-, ?-cyclodextrin hydrochlorides for molecular recognition, chiral separation and drug delivery.
Tang W and Ng S-C.
Nature Protocols, 3(4), 691-697 (2008)
Selective hydroformylation of polyunsaturated fats with a rhodium-triphenylphosphine catalyst.
Frankel EN and Thomas FL.
Journal of the American Oil Chemists' Society, 49(1), 10-14 (1972)



Global Trade Item Number

SKUGTIN
T84409-1KG04061835322800
T84409-1G04061835322794
T84409-100G04061835322787
T84409-500G04061835322817
T84409-25G04061837379222
T84409-10KG04061833000595

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

Active Filters

  1. 02139
    • Review 1
    • Votes 4
    5 out of 5 stars.

    High quality

    My reactions worked, high quality. Removing triphenylphosphine oxide was hard.

    Helpful?