CAS 185913-97-7 (5,5'-Dichloro-6,6'-dimethoxy-2,2'-biphenyldiyl)bis(diphenylphosphine) (HCID 5165044)

Names & identifiers

Preferred name: (5,5'-Dichloro-6,6'-dimethoxy-2,2'-biphenyldiyl)bis(diphenylphosphine)
IUPAC: [4-chloro-2-(3-chloro-6-diphenylphosphanyl-2-methoxyphenyl)-3-methoxyphenyl]-diphenylphosphane
English name: (R)-(+)-5,5'-Dichloro-6,6'-dimethoxy-2,2'-bis(diphenylphosphino)-1,1'-biphenyl
Molecular formula: C38H30Cl2O2P2
Molecular weight: 651.5

Names & synonyms

185913-98-8185913-97-7RefChem:403521(5,5'-Dichloro-6,6'-dimethoxy-2,2'-biphenyldiyl)bis(diphenylphosphine)5,5'-Dichloro-6,6'-dimethoxy-2,2'-biphenyldiyl)bis(diphenylphosphine)811-310-8811-677-4(S)-(-)-5,5'-Dichloro-6,6'-dimethoxy-2,2'-bis(diphenylphosphino)-1,1'-biphenyl(R)-MeO-Cl-BIPHEPMFCD03426987(R)-(5,5'-Dichloro-6,6'-dimethoxy-[1,1'-biphenyl]-2,2'-diyl)bis(diphenylphosphine)[4-chloro-2-(3-chloro-6-diphenylphosphanyl-2-methoxyphenyl)-3-methoxyphenyl]-diphenylphosphane

Show more names

95.0% (H-NMR)(R)-(+)-5，5′-Dichloro-2，2′-dimethoxy-1，1′min.(r)-cl-meo-biphep-bis(diphenylphosphino)-6，6′(+)-5,5'-DICHLORO-2,2'-BIS(DIPHE.PHOS)6,6'-DIMETHOXYBIPHENYL

(S)-Cl-MeO-BIPHEP(r)-(+)-5,5'-dichloro-6,6'-dimethoxy-2,2'-bis(diphenylphosphino)-1,1'-biphenyl(R)-(+)-5,5/'-DICHLORO-6,6/'-DIMETHOXY-2,2/'-BIS(DIPHENYLPHOSPHINO)-1,1/'-BIPHENYL(R)-(-)-Cl-MeO-BIPHEP(S)-(-)-Cl-MeO-BIPHEP(R)-Cl-MeO-BIPHEP(5,5'-dichloro-6,6'-dimethoxy-[1,1'-biphenyl]-2,2'-diyl)bis(diphenylphosphane)(R)-(+)-Cl-MeO-BIPHEP

Database identifiers

CAS: 185913-97-7、185913-98-8
PubChem CID: 5165044
EC Number: 811-310-8、811-677-4
Nikkaji: J2.083.191J、J2.182.860B、J2.471.660K

Properties

Computed structural properties

XLogP: 10.1
Topological polar surface area: 18.5 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 9
Heavy atoms: 44
Formal charge: 0
Complexity: 735

Physicochemical properties

Melting point: 176 · 176-180 °C
Boiling point: 678.2 · 678.2±55.0 °C(Predicted)
storage temp.: 2 · 2-8°C, protect from light, stored under nitrogen
form: Powder
color: yellow-white
optical activity: 59 · [α]/D +59±4°, c = 1% in chloroform
InChIKey: GCBRCSSVOVNEIX-UHFFFAOYSA-N
SMILES: C1(C(OC)=C(C=CC=1P(C1=CC=CC=C1)C1C=CC=CC=1)Cl)C1=C(OC)C(=CC=C1P(C1=CC=CC=C1)C1C=CC=CC=1)Cl
UNSPSC Code: 12352101 · 12352101
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P280-P301+P312-P302+P352-P305+P351+P338
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Safety Statements: 24 · 24/25
WGK Germany: 3 · 3
F: 10 · 10-23
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 97.4% (37 of 38) of all reports.

Not Classified

Aggregated GHS information provided per 38 reports by companies from 2 notifications to the ECHA C&L Inventory.

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

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

Hazard information

Hazard Classes and Categories · 2 items

Skin Irrit. 2 (100%)

Not Classified

Safety data

F: 10-23
PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 24/25
Storage Class: 11 - Combustible Solids
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P280-P301+P312-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 1 item

Description1. Ligand used in the ruthenium catalyzed, enantioselective hydrogenation of alkenes, carbonyls, and imines.2. Ligand used in the rhodium-catalyzed cyclization of acetylenic aldehydes.3. Ligand used in the iridium-catalyzed hydrogenative coupling of alkynes to aromatic and aliphatic N-arylsulfonyl aldimines.4. Asymmetric Cu-catalyzed propargylic substitution with amines,4a and enamines.4b5. Catalytic desymmetrizing intramolecular Heck reaction.6. Assembly of 1,3-polyols.7. Pd-catalyzed diastereo/enantioselective allylic alkylations of ketone enolates.8. Enantioselective vinylogous Reformatsky-type addition.9. Cu-catalyzed chemoselective preparation of 2-(pinacolato)boron- substituted allylcopper complexes.and their In situ site-, diastereo-, and enantioselective additions to ketones.