2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl - CAS 657408-07-6

Name: 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl
Brand: BOC Sciences
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Catalog:	BB032805
Product Name:	2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl
CAS:	657408-07-6
Synonyms:	dicyclohexyl-[2-(2,6-dimethoxyphenyl)phenyl]phosphine; dicyclohexyl-[2-(2,6-dimethoxyphenyl)phenyl]phosphane

Technical Data

IUPAC Name:	dicyclohexyl-[2-(2,6-dimethoxyphenyl)phenyl]phosphane
Description:	SPhos may be used as a ligand in the following processes: Palladium catalyzed Suzuki-Miyaura cross-coupling reaction between Boc-protected aminomethyltrifluoroborate and aryl chlorides or hetaryl chlorides to form the corresponding aminomethylarenes.; Palladium catalyzed Suzuki-Miyaura cross-coupling reaction between 4-methyl-substituted piperidinylzinc reagent and different aryl or heteroaryl iodides to form various substituted piperidines; Intramolecular Suzuki-Miyaura coupling to form the 18-membered macrocyclic ring during the multi-step synthesis of riccardin C. Utilized in conjunction with palladium to form a highly active catalyst for C-N bond formation. Highly universal ligand for Suzuki-Miyaura coupling; aryl chlorides, hindered biaryls, heterobiaryls.
Molecular Weight:	410.53
Molecular Formula:	C26H35O2P
Canonical SMILES:	COC1=C(C(=CC=C1)OC)C2=CC=CC=C2P(C3CCCCC3)C4CCCCC4
InChI:	InChI=1S/C26H35O2P/c1-27-23-17-11-18-24(28-2)26(23)22-16-9-10-19-25(22)29(20-12-5-3-6-13-20)21-14-7-4-8-15-21/h9-11,16-21H,3-8,12-15H2,1-2H3
InChI Key:	VNFWTIYUKDMAOP-UHFFFAOYSA-N
Boiling Point:	513.3 °C at 760 mmHg
Melting Point:	164-166 °C (lit.)
Flash Point:	Not applicable
Purity:	98 %
MDL:	MFCD05861611
LogP:	7.14340

GHS Hazard Statement:	H302+H312+H332 (11.11%): Harmful if swallowed, in contact with skin or if inhaled [Warning Acute toxicity, oral; acute toxicity, dermal; acute toxicity, inhalation]
Precautionary Statement:	P261, P264, P270, P271, P272, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P333+P313, P337+P313, P362, P363, P403+P233, P405, and P501
Signal Word:	Warning

Publication Number	Title	Priority Date
US-2021147442-A1	Organic compound, electroluminescent material, and application thereof	20201030
US-2020403161-A1	Compound, organic light-emitting element including the same, display panel and display device	20200616
EP-3842444-A1	Organometallic compound, organic light-emitting device including the same and electronic apparatus including the organic light-emitting device	20191224
US-2021193938-A1	Organometallic compound, organic light-emitting device including the same and electronic apparatus including the organic light-emitting device	20191224
US-2021188829-A1	Chemical Compounds	20191220

PMID	Publication Date	Title	Journal
22897673	20120907	Cyclohexylcarbonitriles: diastereoselective arylations with TMPZnCl·LiCl	The Journal of organic chemistry
22454367	20120601	Palladium-catalyzed annulation of 1,2-diborylalkenes and -arenes with 1-bromo-2-[(Z)-2-bromoethenyl]arenes: a modular approach to multisubstituted naphthalenes and fused phenanthrenes	Chemistry, an Asian journal
22083103	20120107	Suzuki-Miyaura coupling of heteroaryl boronic acids and vinyl chlorides	Chemical communications (Cambridge, England)
22136586	20120106	Intramolecular SN'-type aromatic substitution of benzylic carbonates at their para-position	Organic letters
21280109	20110301	Pd- and Ni-catalyzed cross-coupling reactions of functionalized organozinc reagents with unsaturated thioethers	Chemistry (Weinheim an der Bergstrasse, Germany)

Complexity:	441
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	0
Defined Bond Stereocenter Count:	0
Exact Mass:	410.23746735
Formal Charge:	0
Heavy Atom Count:	29
Hydrogen Bond Acceptor Count:	2
Hydrogen Bond Donor Count:	0
Isotope Atom Count:	0
Monoisotopic Mass:	410.23746735
Rotatable Bond Count:	6
Topological Polar Surface Area:	18.5 Å²
Undefined Atom Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
XLogP3:	6.7