Key Documents

View All Documentation

643777

Di-tert-butyl(methyl)phosphonium tetrafluoroborate

Name: Di-<I>tert</I>-butyl(methyl)phosphonium tetrafluoroborate
Brand: ALDRICH

97%, solid

Synonym(s):

(t-Bu)2PMeHBF4, Bis(1,1-dimethylethyl)methylphosphine tetrafluoroborate

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):

C₉H₂₂BF₄P

CAS Number:

479094-62-7

Molecular Weight:

248.05

UNSPSC Code:

12352101

PubChem Substance ID:

24883295

NACRES:

NA.22

MDL number:

MFCD03840579

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

Properties

Product Name

Di-tert-butyl(methyl)phosphonium tetrafluoroborate, 97%

Quality Level

100

assay

97%

form

solid

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

pH

1.79 (1% in solution)

mp

>230 °C (lit.)

functional group

phosphine

SMILES string

F[B-](F)(F)F.C[PH+](C(C)(C)C)C(C)(C)C

InChI

1S/C9H21P.BF4/c1-8(2,3)10(7)9(4,5)6;2-1(3,4)5/h1-7H3;/q;-1/p+1

InChI key

BRDLRXCAHKUWJS-UHFFFAOYSA-O

Description

Application

Di-tert-butyl(methyl)phosphonium tetrafluoroborate may be used in the preparation of a precursor for nantenine analogs bearing a C4 phenyl substituent, which shows an affinity for 5-HT_2B receptor. It may also be used in the palladium-catalyzed borylation of primary alkyl electrophiles (bromides, iodides or tosylates) using bis(pinacolato)diboron or bis(neopentyl glycolato)diboron as the boron source.

The phosphonium salt is used for Pd catalyzed cross coupling reaction.

pictograms

GHS05

signalword

Danger

hcodes

H314

pcodes

P260 - P280 - P301 + P330 + P331 - P303 + P361 + P353 - P305 + P351 + P338 + P310

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Information

监管及禁止进口产品

This item has

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.

Search for a COA

Already Own This Product?

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

Visit the Document Library

Palladium-catalyzed borylation of primary alkyl bromides.

Joshi-Pangu A, et al.

The Journal of Organic Chemistry, 77(15), 6629-6633 (2012)

Palladium-catalyzed direct heck arylation of dual pi-deficient/pi-excessive heteroaromatics. Synthesis of C-5 arylated imidazo[1,5-a]pyrazines.

Jian-Xin Wang et al.

Organic letters, 10(14), 2923-2926 (2008-06-26)

A general and efficient synthesis of 5-aryl imidazo[1,5- a]pyrazines by palladium-catalyzed coupling of the corresponding 8-substituted derivatives with aryl halides is described. The scope of this new reaction for the imidazo[1,5- a]pyrazine ring system was explored using three readily available

C4 phenyl aporphines with selective h5-HT 2B receptor affinity.

Kapadia N and Harding WW.

Bioorganic & Medicinal Chemistry Letters, 25(17), 3451-3454 (2015)

View All Related Papers

Global Trade Item Number

SKU	GTIN
643777-5G	04061833357194
643777-1G	04061826733219