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
Show more names
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
- Formal charge
- 0
- Complexity
- 441
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
- Sensitive
- Air Sensitive
- 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
- InChIKey
- VNFWTIYUKDMAOP-UHFFFAOYSA-N
- SMILES
- P(C1CCCCC1)(C1CCCCC1)C1=CC=CC=C1C1=C(OC)C=CC=C1OC
- FDA UNII
- 1 MQ32186 · XI1MQ32186
- UNSPSC Code
- 12352200 · 12352200
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 8 · GHS08
- Signal word
- Warning
- Hazard statements
- 351 · H351
- Precautionary statements
- 280 · P280
- Hazard Codes
- Xn
- Risk Statements
- 40 · 40
- Safety Statements
- 24 · 24/25-36/37
- WGK Germany
- 3 · 3
- TSCA
- No
- HS Code
- 2931499090 · 2931499090
- Storage Class
- 11 · 11 - Combustible Solids
Safety & regulation
GHS classification
GHS Classification
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
Safety data
- wgk
- 3
- tsca
- No
- hs_code
- 2931499090
- risk_code
- 40
- Signal word
- Warning
- Symbol(GHS)
- GHS08
- hazard_code
- Xn
- safety_code
- 24/25-36/37
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H351
- Precautionary statements
- P280
Chemistry & industry
Applications
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.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
Related reactions
Linked notes
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