4'-Methoxy[1,1'-biphenyl]-2-amine

Base Information

• Chemical Name: 4'-Methoxy[1,1'-biphenyl]-2-amine
• CAS No.: 38089-03-1
• Molecular Formula: C13H13NO
• Molecular Weight: 199.252
• Hs Code.: 2922199090
• European Community (EC) Number: 673-284-2
• DSSTox Substance ID: DTXSID10374845
• Nikkaji Number: J1.270.736C
• Wikidata: Q82163414
• Mol file: 38089-03-1.mol

Synonyms:38089-03-1;2-(4-methoxyphenyl)aniline;4'-methoxy[1,1'-biphenyl]-2-amine;4'-Methoxy-biphenyl-2-ylamine;4'-methoxy-[1,1'-Biphenyl]-2-amine;(4'-methoxybiphenyl-2-yl)amine;2-amino-4'-methoxybiphenyl;4'-METHOXYBIPHENYL-2-AMINE;MFCD03424652;4'-Methoxybiphenyl-2-ylamine;SCHEMBL395088;DTXSID10374845;AUUXOXVQBXLAKY-UHFFFAOYSA-N;AKOS000303052;DIMETHYLBENZYLCARBINYLISOBUTYRATE;AB14563;BB 0222441;CS-0302753;FT-0678050;A824013;Z732776574

Chemical Property of 4'-Methoxy[1,1'-biphenyl]-2-amine

Chemical Property:

• Melting Point: 36 °C
• Boiling Point: 344.3 °C at 760 mmHg
• PKA: 3.32±0.10(Predicted)
• Flash Point: 169.5 °C
• PSA: 35.25000
• Density: 1.1 g/cm³
• LogP: 3.52560
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 199.099714038
• Heavy Atom Count: 15
• Complexity: 187

Purity/Quality:

98%min ^*data from raw suppliers

4'-Methoxy[1,1'-biphenyl]-2-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=CC=CC=C2N

Technology Process of 4'-Methoxy[1,1'-biphenyl]-2-amine

There total 5 articles about 4'-Methoxy[1,1'-biphenyl]-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: 65.0%

4?methoxy?N’?(1?phenylethylidene)benzenesulfonohydrazide + 2-bromoaniline (615-36-1) → 2-(1-phenylvinyl)aniline (64097-92-3) + 2-(4-methoxyphenyl)aniline (38089-03-1)

Guidance literature:

With di-tert-butyl(methyl)phosphonium tetrafluoroborate salt; palladium diacetate; potassium carbonate; In N,N-dimethyl acetamide; at 110 ℃; Inert atmosphere;

DOI:10.1021/acs.oprd.5b00211

Reference yield: 21.0%

2-iodophenylamine (615-43-0) + methoxybenzene (100-66-3) → 2-(4-methoxyphenyl)aniline (38089-03-1) + 2-(2'-methoxyphenyl)aniline (1206-76-4) + 3'-methoxy-[1,1'-biphenyl]-2-amine (38089-02-0)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); diphenyl diselenide; tri-n-butyl-tin hydride; for 1h; Heating;

DOI:10.1016/j.tet.2006.05.051

Reference yield:

methoxybenzene (100-66-3) + N-Phenylhydroxylamine (100-65-2) → N-(4-methoxyphenyl)phenylamine (1208-86-2) + 2-methoxy-N-phenylaniline (1207-92-7) + 4-(4-methoxyphenyl)aniline (1137-77-5) + 2-(4-methoxyphenyl)aniline (38089-03-1)

Guidance literature:

With PPA; trifluoroacetic acid; at 50 ℃; for 3h; Further byproducts. Title compound not separated from byproducts.;

upstream raw materials:

methoxybenzene

N-Phenylhydroxylamine

2-iodophenylamine

Phenyl-trityl-amine

Downstream raw materials:

8-methoxyphenanthridine-6(5H)-one

8‐methoxy‐6‐phenylphenanthridine

2,7-dibromo-9-(4'-methoxy-biphenyl-2-yl)-9H-fluoren-9-ol

N-(4'-methoxy-biphenyl-2-yl)-benzamide

Refernces

• 1、 Pirali, Tracey,Zhang, Fengzhi,Miller, Anna H.,Head, Jenna L.,McAusland, Donald,Greaney, Michael F.. "Transition-metal-free direct arylation of anilines". supporting information; experimental part. p. 1006 - 1009. Retrieved 2012/02/16.
• 2、 Takeuchi, Hiroshi,Taniguchi, Tomohito,Ueda, Takahiro. "N- and C-attacks on aromatics of phenylnitrenium ion generated from N-phenylhydroxylamine in the presence of trifluoroacetic acid containing polyphosphoric acid or trifluoroacetic anhydride". . p. 295 - 300. Retrieved 2007/10/03.