Skip to Content
Merck
All Photos(2)

Key Documents

View All Documentation

Safety Information

751618

Sigma-Aldrich

MorDalphos

97%

Synonym(s):

Di(1-adamantyl)-2-morpholinophenylphosphine

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C30H42NOP
CAS Number:
1237588-12-3
Molecular Weight:
463.63
MDL number:
MFCD17018759
UNSPSC Code:
12352005
PubChem Substance ID:
329766227
NACRES:
NA.22

Quality Level

100

Assay

97%

form

solid

reaction suitability

reagent type: ligand
reaction type: Arylations
reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction

mp

219-224 °C

functional group

phosphine

storage temp.

2-8°C

SMILES string

C1CN(CCO1)c2ccccc2P([C@@]34C[C@@H]5C[C@@H](C[C@@H](C5)C3)C4)[C@@]67C[C@@H]8C[C@@H](C[C@@H](C8)C6)C7

InChI

1S/C30H42NOP/c1-2-4-28(27(3-1)31-5-7-32-8-6-31)33(29-15-21-9-22(16-29)11-23(10-21)17-29)30-18-24-12-25(19-30)14-26(13-24)20-30/h1-4,21-26H,5-20H2/t21-,22+,23-,24-,25+,26-,29-,30-

InChI key

CCBRRSUORFMQCZ-BVIFAWIJSA-N

Application

MorDalphos is an electronically rich, sterically hindered P,N-based ancillary ligand developed by the Stradiotto group that can be used in the Buchwald-Hartwig Amination reaction, alkyne hydroamination and monoarylation of compounds such as ammonia, hydrazine, and acetone.

related product

Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

751618-BULK:
751618-1G:
751618-250MG:
751618-VAR:
751618-5G:

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
SHBL0922
SHBJ6164
SHBH8248
SHBH2274V
SHBH3783V

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 mono-?-arylation of acetone with aryl halides and tosylates.
Hesp K D, et al.
Journal of the American Chemical Society, 133(14), 5194-5197 (2011)
Rational and Predictable Chemoselective Synthesis of Oligoamines via Buchwald?Hartwig Amination of (Hetero) Aryl Chlorides Employing Mor-DalPhos.
Tardiff B, et al.
The Journal of Organic Chemistry, 77(2), 1056-1071 (2011)
AP, N?Ligand for Palladium?Catalyzed Ammonia Arylation: Coupling of Deactivated Aryl Chlorides, Chemoselective Arylations, and Room Temperature Reactions
Lundgren R J, et al.
Angewandte Chemie (International Edition in English), 122(24), 4165-4168 (2010)
Stereo-and regioselective gold-catalyzed hydroamination of internal alkynes with dialkylamines.
Hesp K D, et al.
Journal of the American Chemical Society, 132(51), 18026-18029 (2010)

Articles

DalPhos Ligands

DalPhos is air-stable and contains the bulky di(1-adamantyl)phosphino [P(1-Ad)2] fragment. These ligands are useful in Pd-catalyzed C-N and C-C bond formation. Both Me-DalPhos and Mor-DalPhos allow for Pd-catalyzed ammonia, hydrazine and acetone cross-coupling with good functional group tolerance

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service