2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl

HCID 11269872CAS 657408-07-6

Basic information

Standard SMILES
COc1cccc(OC)c1-c1ccccc1P(C1CCCCC1)C1CCCCC1
InChIKey
VNFWTIYUKDMAOP-UHFFFAOYSA-N
Molecular formula
C26H35O2P
Average molar mass
410.5 g/mol
Monoisotopic mass
410.23746699

Names & identifiers

Preferred name
2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl
IUPAC
dicyclohexyl-[2-(2,6-dimethoxyphenyl)phenyl]phosphane
English name
2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl
Molecular formula
C26H35O2P
Molecular weight
410.53

Names & synonyms

657408-07-62-Dicyclohexylphosphino-2',6'-dimethoxybiphenylSphos phosphine ligand [MI]XI1MQ32186UNII-XI1MQ32186Buchwald phosphine ligands, sphos phosphine ligand-DTXSID90460730Phosphine, dicyclohexyl(2',6'-dimethoxy(1,1'-biphenyl)-2-yl)-Phosphine, dicyclohexyl(2',6'-dimethoxy[1,1'-biphenyl]-2-yl)-RefChem:86777SPHOS PHOSPHINE LIGANDDTXCID30411549
Show more names
dicyclohexyl(2',6'-dimethoxy-[1,1'-biphenyl]-2-yl)phosphane98% SPhos2-Dicyclohexylphosphino-2',6'-dimethoxybipheny6´NS-PHOSSPhos 97%SPhos, >=98%SPhos ChemBeads
613-838-2SPhosS-PhosDicyclohexyl(2',6'-dimethoxy-[1,1'-biphenyl]-2-yl)phosphineDicyclohexyl-[2-(2,6-dimethoxyphenyl)phenyl]phosphaneMFCD058616112-Dicyclohexylphosphino-2',6'-dimethoxy-1,1'-biphenyl(1S)-Dicyclohexyl(2',6'-dimethoxy-[1,1'-biphenyl]-2-yl)phosphine

Database identifiers

CAS
657408-07-6
PubChem CID
11269872
DTXSID
DTXSID90460730
UNII
XI1MQ32186
EC Number
613-838-2
Nikkaji
J2.040.271G、J2.593.256K、J3.715.842I

Properties

Computed structural properties

XLogP
6.7
Topological polar surface area
18.5 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
2
Rotatable bonds
6
Heavy atoms
29

Physicochemical properties

Melting point
164 · 164-166°C
Boiling point
513.3 · 513.3±40.0 °C(Predicted)
storage temp.
Inert atmosphere,Room Temperature
solubility
soluble in Chloroform
form
crystal
color
white

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 7.1% (1 of 14) of reports.

Warning

H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P272, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 14 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (50%)

Safety data

wgk
3
tsca
No
hs_code
2931499090
risk_code
40
Signal word
Warning
Symbol(GHS)
GHS08

Chemistry & industry

Applications · 4 items

UsesSPhos [2-Dicyclohexylphosphino-2′,6′-dimethoxybiphenyl] is an air-stable, electron-rich biaryl phosphine ligand developed by the Buchwald group to enhance the reactivity of palladium catalysis during cross-coupling reactions. 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.

UsesS-Phos is a catalyst that is used in the preparation of thiadiazoles as DGAT1 inhibitors with potential in metabolic diseases treatment.

Usessuzuki reaction

General DescriptionSPhos [2-Dicyclohexylphosphino-2′, 6′-dimethoxybiphenyl] is an air-stable, electron-rich biaryl phosphine ligand developed by the Buchwald group to enhance the reactivity of palladium catalysis during cross-coupling reactions.

Suppliers50 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
山东雨禾医药科技有限公司15263077727
INTATRADE GmbH+49 3493/605464 · [email protected]

Related reactions

2,475 records

Linked notes

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