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301558

Di-tert-butylchlorophosphine

96%, liquid

Synonym(s):

P, P-bis(1 1-dimethylethyl), Phosphinous chloride

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Size/SKUAvailabilityPrice
5 g

Available to ship TODAY

$132.00
25 g

Available to ship TODAY

$507.00
100 g

Available to ship TODAY

$865.00

About This Item

Linear Formula:
[(CH3)3C]2PCl
CAS Number:
Molecular Weight:
180.66
PubChem Substance ID:
UNSPSC Code:
12352001
MDL number:

$132.00


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Product Name

Di-tert-butylchlorophosphine, 96%

Quality Segment

assay

96%

form

liquid

reaction suitability

reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

refractive index

n20/D 1.482 (lit.)

bp

48 °C/3 mmHg (lit.)

density

0.951 g/mL at 25 °C (lit.)

functional group

phosphine

SMILES string

CC(C)(C)P(Cl)C(C)(C)C

InChI

1S/C8H18ClP/c1-7(2,3)10(9)8(4,5)6/h1-6H3

InChI key

MCRSZLVSRGTMIH-UHFFFAOYSA-N

General description

Di-tert-butylchlorophosphine belongs to the class of phosphine ligands. It is used for cross-coupling reactions because of the flexibility of its electronic and steric properties. It plays a key role in stabilizing and activating the central metal atom and is used in reactions such as transition metal-catalyzed C-O, C-N, and C-C bond-forming reactions.

Application

Di-tert-butylchlorophosphine can be used as a ligand in:      
  • The Pd-catalyzed amination reaction with aryl halides.      
  • The Pd-catalyzed Suzuki-Miyaura cross-coupling of arylboronic acids with aryl bromides and chlorides.


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This Item
296937762245275735
description

96%

description

97%

description

-

description

99%

assay

96%

assay

97%

assay

-

assay

99%

reaction suitability

reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

reaction suitability

reactivity: alcohol reactive, reagent type: protection reagent

reaction suitability

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

reaction suitability

-

functional group

phosphine

functional group

silyl

functional group

-

functional group

-

form

liquid

form

-

form

powder

form

powder

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

bp

48 °C/3 mmHg (lit.)

bp

82-84 °C/45 mmHg (lit.)

bp

-

bp

-


Pictograms

Corrosion

Signal Word

Danger

Hazard Codes

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point (°F)

143.6 °F - closed cup

Flash Point (°C)

62 °C - closed cup

PPE (personal protective equipment)

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



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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

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  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?

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