CAS 23743-26-2 1,2-Bis(dicyclohexylphosphino)ethane (HCID 534202)

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Basic information

CAS: 23743-26-2
Standard SMILES: C1CCC(P(CCP(C2CCCCC2)C2CCCCC2)C2CCCCC2)CC1
InChIKey: BOUYBUIVMHNXQB-UHFFFAOYSA-N
Molecular formula: C26H48P2
Average molar mass: 422.6 g/mol
Monoisotopic mass: 422.32312553

Names & identifiers

Preferred name: 1,2-Bis(dicyclohexylphosphino)ethane
IUPAC: dicyclohexyl(2-dicyclohexylphosphanylethyl)phosphane
English name: 1,2-BIS(DICYCLOHEXYLPHOSPHINO)ETHANE
Molecular formula: C26H48P2
Molecular weight: 422.62

Names & synonyms

1,2-Bis(dicyclohexylphosphino)ethane23743-26-2Phosphine, 1,2-ethanediylbis[dicyclohexyl-Bis(1,2-dicyclohexylphosphino)ethanePhosphine, 1,2-ethanediylbis(dicyclohexyl-DTXSID90336507Phosphine, 1,2-ethanediylbis*dicyclohexyl-RefChem:71734DTXCID00287596684-243-3BOUYBUIVMHNXQB-UHFFFAOYSA-NDcype

Show more names

1,2-Bis(dicycL98% Cy2PCH2CH2PCy2Ethylenebis(biscyclohexylphosphine)1,2-Bis(dicyclohexylphosphino)ethane,98%1,2-Ethanediylbis(dicyclohexylphosphine)1,2-Bis(dicyclohexylphosphino)ethane,min.98%

Ethylenebis(dicyclohexylphosphine)dicyclohexyl(2-dicyclohexylphosphanylethyl)phosphaneMFCD00015521bis(dicyclohexylphosphino)ethaneDG2ZG8EGQ2dicyclohexyl[2-(dicyclohexylphosphanyl)ethyl]phosphane1,2-Bis(dicyclohexylphosphanyl)ethane1,1'-(1,2-Ethanediyl)bis(1,1-dicyclohexylphosphine)

Database identifiers

CAS: 23743-26-2
PubChem CID: 534202

Properties

Computed structural properties

XLogP: 6.9
Topological polar surface area: 0 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 0
Rotatable bonds: 7
Heavy atoms: 28
Formal charge: 0
Complexity: 336

Physicochemical properties

Melting point: 92.5 · 92.5-96.5 °C(lit.)
Boiling point: 528.3 · 528.3±20.0 °C(Predicted)
Flash point: 110 °C · 110 °C
storage temp.: 2 · under inert gas (nitrogen or Argon) at 2-8°C
form: Powder
color: White
Sensitive: Air Sensitive
InChI: 1S/C26H48P2/c1-5-13-23(14-6-1)27(24-15-7-2-8-16-24)21-22-28(25-17-9-3-10-18-25)26-19-11-4-12-20-26/h23-26H,1-22H2
InChIKey: BOUYBUIVMHNXQB-UHFFFAOYSA-N
SMILES: C1CCC(CC1)P(CCP(C2CCCCC2)C3CCCCC3)C4CCCCC4
CAS DataBase Reference: 23743 · 23743-26-2(CAS DataBase Reference)
FDA UNII: 2 ZG8EGQ2 · DG2ZG8EGQ2
UNSPSC Code: 12352001 · 12352001
NACRES: 22 · NA.22
Symbol(GHS): 5 · GHS05,GHS07

Safety & regulation

GHS classification

GHS Classification · 5 items

Danger

H315 (95.1%): Causes skin irritation [Warning Skin corrosion/irritation]；H318 (50.6%): Causes serious eye damage [Danger Serious eye damage/eye irritation]；H319 (44.4%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (95.1%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]；H413 (50.6%): May cause long lasting harmful effects to aquatic life [Hazardous to the aquatic environment, long-term hazard]

P261, P264, P264+P265, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 81 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (95.1%)；Eye Dam. 1 (50.6%)；Eye Irrit. 2 (44.4%)；STOT SE 3 (95.1%)；Aquatic Chronic 4 (50.6%)

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
ridadr: UN1325
hs_code: 29310099
risk_code: 36/37/38-53-41-37/38
Signal word: Danger
Symbol(GHS): GHS05,GHS07
hazard_code: Xi

Chemistry & industry

Applications

Uses1,2-Bis(dicyclohexylphosphino)ethane can be used as a ligand for:Pd-catalyzed decarbonylative C-H coupling of azoles and aromatic esters.Ni-catalyzed cross-coupling reaction of aryl fluorides and primary amines.

Preparation methods · 1 item

PreparationUnder anhydrous and oxygen-free conditions, dicyclohexylphosphine chloride was used as the starting material to obtain dicyclohexyldiethylaminophosphine through amino protection. Then, dicyclohexyldiethylaminophosphine reacted with diethylcadmium to obtain bis(dicyclohexylphosphine)cadmium intermediate, and finally reacted with dichloroalkanes to synthesize 1,2-BIS(DICYCLOHEXYLPHOSPHINO)ETHANE.