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90827

Tributylphosphine

≥97% (Tri-N-butylphospine + isomers),≥93.5% (Tri-N-butylphosphine, GC), liquid

Synonyma:

P(n-Bu)3, TBP

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Vám/SKUDostupnostCena
25 mL
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1 120,00 Kč
100 mL
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2 220,00 Kč
500 mL
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8 600,00 Kč
6 450,00 Kč

O této položce

Lineární vzorec:
[CH3(CH2)3]3P
Číslo CAS:
Molekulová hmotnost:
202.32
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352128
EC Number:
213-651-2
MDL number:
Beilstein/REAXYS Number:
1738261

1 120,00 Kč


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Název produktu

Tributylphosphine, ≥93.5% (Tri-N-butylphosphine, GC)

vapor density

9 (vs air)

Quality Segment

assay

≥93.5% (Tri-N-butylphosphine, GC), ≥97% (Tri-N-butylphospine + isomers)

form

liquid

autoignition temp.

392 °F

reaction suitability

reaction type: Acetylations, reagent type: ligand

refractive index

n20/D 1.462 (lit.), n20/D 1.463

bp

150 °C/50 mmHg (lit.)

density

0.81 g/mL at 25 °C (lit.)

functional group

phosphine

SMILES string

CCCCP(CCCC)CCCC

InChI

1S/C12H27P/c1-4-7-10-13(11-8-5-2)12-9-6-3/h4-12H2,1-3H3

InChI key

TUQOTMZNTHZOKS-UHFFFAOYSA-N

General description

Tributylphosphine (TBP) is a potential nucleophile. It acts as a weak base in organic solvents. It is an important catalyst for the acylation reactions. It is an efficient promoting reagent for the ring-opening reaction of various epoxides and aziridines. TBP in conjugation with 1,1′-(azodicarbonyl)dipiperidine (ADDP) constitutes Mitsunobu reagent. This reactive phosphine allows the formation of a strained lactone.

Application

Tributylphosphine was used in the preparation of silver nanoparticles (AgNPs) functionalized with an organometallic bifunctional thiol containing Pt(II) centers.
It may be used in the following processes:
  • As reducing agent for alkyl disulfides and aromatic disulfides.
  • As catalyst for the synthesis of 2-substituted 1,3-benzoselenazoles.
  • As promoter for the ring opening of epoxides and aziridines with nucleophiles.
  • As a reagent in the preparation of 6-substituted penicillanate esters by reduction of 6-bromo-6-substituted penicillanate esters in high diastereoselectivity.
  • As a catalyst in the acylation reaction of alcohols.
  • As a catalyst to prepare rotaxanes by the acylation of corresponding pseudorotaxanes using 3,5-dimethylbenzoic anhydride.
  • As a catalyst to prepare vinyl thioethers by the Michael addition of ethanethiol to various alkynyl ketones.
  • As a promoter in the conjugate addition of non-nucleophilic N-containing compounds with Michael acceptors.

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Tato položka
247049T49484731374
description

≥93.5% (Tri-N-butylphosphine, GC)

description

mixture of isomers, 97%

description

97%

description

99%

assay

≥97% (Tri-N-butylphospine + isomers), ≥93.5% (Tri-N-butylphosphine, GC)

assay

97%

assay

97%

assay

99%

reaction suitability

reaction type: Acetylations, reagent type: ligand

reaction suitability

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

reaction suitability

reagent type: ligand
reaction type: Addition Reactions, reagent type: ligand
reaction type: Stille Coupling, reagent type: ligand
reaction type: Acetylations

reaction suitability

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

form

liquid

form

liquid

form

-

form

liquid

functional group

phosphine

functional group

phosphine

functional group

phosphine

functional group

phosphine

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

100

density

0.81 g/mL at 25 °C (lit.)

density

0.81 g/mL at 25 °C (lit.)

density

0.81 g/mL at 25 °C (lit.)

density

0.81 g/mL at 25 °C (lit.)


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signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Dam. 1 - Pyr. Liq. 1 - Skin Corr. 1A

Skladovací třída

4.2 - Pyrophoric and self-heating hazardous materials

flash_point_f

242.6 °F - closed cup

flash_point_c

117 °C - closed cup

ppe

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



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Questions

1–3 of 3 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?

  3. Does this product come in a SureSeal bottle?

    1 answer
    1. Yes, this product comes packaged in a SureSeal bottle.

      Helpful?

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