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Merck
CN

393436

Tris(2,6-dimethoxyphenyl)phosphine

98%

Synonym(s):

DMPP

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About This Item

Linear Formula:
[(CH3O)2C6H3]3P
CAS Number:
85417-41-0
Molecular Weight:
442.44
UNSPSC Code:
12352112
PubChem Substance ID:
24864518
MDL number:
MFCD00192558

Key Documents

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InChI

1S/C24H27O6P/c1-25-16-10-7-11-17(26-2)22(16)31(23-18(27-3)12-8-13-19(23)28-4)24-20(29-5)14-9-15-21(24)30-6/h7-15H,1-6H3

SMILES string

COc1cccc(OC)c1P(c2c(OC)cccc2OC)c3c(OC)cccc3OC

InChI key

CMLWFCUAXGSMBB-UHFFFAOYSA-N

assay

98%

form

powder

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

mp

145-147 °C (lit.)

functional group

phosphine

Application

Catalyst for:
  • Preparation of chiral building blocks via hydroalkynylation reactions or ynolates
  • Three-component aza-Morita-Baylis-Hillman reactions (aza-MBH)
  • Atom-economic synthesis of nitrogen heterocycles and ynenoates from alkynes
  • Oxycylizations of allendiols
  • Enantioselective aldol reactions
  • Pd-mediated cross-coupling, Pd- and Cu-mediated benzannulation reactions and copper-mediated dimerization reactions

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
SHBC3197V
02819TH
11528DZ
07321TO
03804TN

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Evangelia S Papadopoulou et al.
Frontiers in microbiology, 11, 581283-581283 (2020-12-01)
Nitrification inhibitors (NIs) applied to soil reduce nitrogen fertilizer losses from agro-ecosystems. NIs that are currently registered for use in agriculture appear to selectively inhibit ammonia-oxidizing bacteria (AOB), while their impact on other nitrifiers is limited or unknown. Ethoxyquin (EQ)
Jamal Sheikhi et al.
Ecotoxicology and environmental safety, 191, 110243-110243 (2020-02-01)
The use of nitrification inhibitors (NIs) such as 3,4-dimethylpyrazole phosphate (DMPP) has been suggested to diminish agricultural soil nitrate (NO3-) loss and increase nitrogen (N) use efficiency (NUE). However, the yield of ammonium (NH4+)-sensitive plants such as spinach (Spinacia oleracea
Marloes van Hout et al.
Biochemical pharmacology, 174, 113788-113788 (2019-12-31)
α6β2-Containing nicotinic acetylcholine receptors (α6β2* nAChRs) are predominantly expressed in midbrain dopaminergic neurons, including substantia nigra pars compacta (SNc) neurons and their projections to striatal regions, where they regulate dopamine release and nigrostriatal activity. It is well established that nAChR
Jeningsih et al.
Sensors (Basel, Switzerland), 20(7) (2020-03-29)
A DNA micro-optode for dengue virus detection was developed based on the sandwich hybridization strategy of DNAs on succinimide-functionalized poly(n-butyl acrylate) (poly(nBA-NAS)) microspheres. Gold nanoparticles (AuNPs) with an average diameter of ~20 nm were synthesized using a centrifugation-based method and
Ruting Xiao et al.
Journal of chromatography. A, 1617, 460807-460807 (2020-01-01)
Click chemistry has attracted increasing attention for the synthesis of novel stationary phases. Considering the advantage of click chemistry, a strategy based on thiol-Michael addition was developed for the preparation of a new stationary phase herein, and a phenyl vinyl
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