N-diphenylphosphanyl-1-[2-(diphenylphosphanylamino)naphthalen-1-yl]naphthalen-2-amine

Base Information

• Chemical Name: N-diphenylphosphanyl-1-[2-(diphenylphosphanylamino)naphthalen-1-yl]naphthalen-2-amine
• CAS No.: 74974-14-4
• Molecular Formula: C₄₄H₃₄N₂P₂
• Molecular Weight: 652.715
• European Community (EC) Number: 693-348-3
• DSSTox Substance ID: DTXSID50400516
• Nikkaji Number: J1.687.207E
• Wikidata: Q82203521
• Mol file: 74974-14-4.mol

Synonyms:74974-14-4;(R)-Binam-P;74974-15-5;N-diphenylphosphanyl-1-[2-(diphenylphosphanylamino)naphthalen-1-yl]naphthalen-2-amine;(R)-(+)-2,2'-Bis[(diphenylphosphino)amino]-1,1'-binaphthyl;(S)-(-)-2,2'-Bis[(diphenylphosphino)amino]-1,1'-binaphthyl;(R)-N2,N2'-Bis(diphenylphosphino)-[1,1'-binaphthalene]-2,2'-diamine;(S)-N2,N2'-Bis(diphenylphosphino)-[1,1'-binaphthalene]-2,2'-diamine;(S)-2,2'-Bis-[(N,N'-diphenylphosphino)-amino]-1,1'-binaphthyl;MFCD01073885;N2,N2'-Bis(diphenylphosphanyl)-[1,1'-binaphthalene]-2,2'-diamine;344454-94-0;(S)-BinamP;bdpab;(R)-BinamP;(S)-Binam-P, 95%;SCHEMBL1231378;DTXSID50400516;CS-0086421;CS-0086908;1,1'-Bi[2-(diphenylphosphinoamino)naphthalene];(S)-2,2'-Bis-[(N,N-diphenylphosphino)-amino]-1,1'-binaphthyl;(S)-2,2'-Bis-[(N,N inverted exclamation mark -diphenylphosphino)-amino]-1,1'-binaphthyl

Chemical Property of N-diphenylphosphanyl-1-[2-(diphenylphosphanylamino)naphthalen-1-yl]naphthalen-2-amine

Chemical Property:

• Melting Point: 151-156°C
• PSA: 51.24000
• LogP: 10.72560
• XLogP3: 12.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 9
• Exact Mass: 652.21972309
• Heavy Atom Count: 48
• Complexity: 838

Purity/Quality:

99% ^*data from raw suppliers

(R)-Binam-P ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)P(C2=CC=CC=C2)NC3=C(C4=CC=CC=C4C=C3)C5=C(C=CC6=CC=CC=C65)NP(C7=CC=CC=C7)C8=CC=CC=C8

Technology Process of N-diphenylphosphanyl-1-[2-(diphenylphosphanylamino)naphthalen-1-yl]naphthalen-2-amine

There total 3 articles about N-diphenylphosphanyl-1-[2-(diphenylphosphanylamino)naphthalen-1-yl]naphthalen-2-amine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

(R)-1,1'-binaphthyl-2,2'-diamine (18741-85-0) + chloro-diphenylphosphine (1079-66-9,74391-44-9) → R-N,N'-[1,10-binaphthalene]-2,2'-diylbis[P,P-diphenylphosphinous amide] (74974-14-4,74974-15-5)

Guidance literature:

With triethylamine; In dichloromethane; for 1h;

DOI:10.1002/zaac.201800508

Reference yield: 66.0%

(S)-2,2'-diamino-1,1'-binaphthalene (18531-95-8) + chloro-diphenylphosphine (1079-66-9,74391-44-9) → S-N,N'-[1,10-binaphthalene]-2,2'-diylbis[P,P-diphenylphosphinous amide] (74974-14-4,74974-15-5)

Guidance literature:

With triethylamine; In dichloromethane; for 24h; Inert atmosphere; Reflux;

DOI:10.1002/bkcs.12363

Reference yield:

1,1'-binaphthalene-2,2'-diamine (4488-22-6,18531-95-8) + chloro-diphenylphosphine (1079-66-9,74391-44-9) → 2,2’-bis(diphenylphosphinoamino)-1,1’-binaphthyl (74974-14-4,74974-15-5,344454-94-0)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction; 1.) THF, hexane, -30 deg C, 20 min, 2.) THF, hexane, a) -28 - -30 deg C, 1 h, b) RT, overnight;

DOI:10.1246/bcsj.57.2171

upstream raw materials:

1,1'-binaphthalene-2,2'-diamine

chloro-diphenylphosphine

(R)-1,1'-binaphthyl-2,2'-diamine

(S)-2,2'-diamino-1,1'-binaphthalene

Downstream raw materials:

2-amino-2’-hydroxy-1,1’-binaphthyl

[Rh(COD)((R)-(+)-2,2'-bis(diphenylphosphinoamino)-1,1'-binaphthyl)]BF₄