4-Amino-4'-fluorobiphenyl

Base Information

• Chemical Name: 4-Amino-4'-fluorobiphenyl
• CAS No.: 324-93-6
• Molecular Formula: C12H10 F N
• Molecular Weight: 187.217
• Hs Code.: 2921499090
• European Community (EC) Number: 206-306-2
• NSC Number: 88341
• UNII: LL87GJV2VC
• DSSTox Substance ID: DTXSID7020631
• Nikkaji Number: J36.109G
• Wikidata: Q63088209
• ChEMBL ID: CHEMBL83147
• Mol file: 324-93-6.mol

Synonyms:324-93-6;4-Amino-4'-fluorobiphenyl;4-(4-Fluorophenyl)aniline;4'-Fluoro-[1,1'-biphenyl]-4-amine;4'-Fluoro-4-aminobiphenyl;4'-Fluoro-4-aminodiphenyl;4'-Fluoro-biphenyl-4-ylamine;4-(p-Fluorophenyl)aniline;4'-Fluoro-4-biphenylamine;4'-fluorobiphenyl-4-amine;4-BIPHENYLAMINE, 4'-FLUORO-;4-Amino-4'-fluorodiphenyl;[1,1'-Biphenyl]-4-amine, 4'-fluoro-;4-Amino-4'-fluorbifenyl;NSC 88341;C12H10FN;CCRIS 1569;(1,1'-Biphenyl)-4-amine, 4'-fluoro-;4-Amino-4'-fluorbifenyl [Czech];EINECS 206-306-2;LL87GJV2VC;4'-Fluoro(1,1'-biphenyl)-4-amine;4'-Fluoro-p-phenylaniline;BRN 2936239;4'-Fluoro-biphenyl-4-amine;4'-Fluorobiphenyl-4-ylamine;AI3-50465;DTXSID7020631;NSC-88341;NSC88341;UNII-LL87GJV2VC;[1, 4'-fluoro-;WLN: ZR DR DF;NCIOpen2_001407;CHEMBL83147;DTXCID50631;SCHEMBL125516;4'-fluorobiphenyl-4-yl amine;Amino-4'-fluorobyphenyl, 4-;(4'-Fluorobiphenyl-4-yl)amine;Tox21_302275;MFCD00025338;AKOS000302725;AB01463;LS-7400;4-amino-4'-fluorobiphenyl, AldrichCPR;4'-Fluoro[1,1'-biphenyl]-4-amine #;NCGC00255397-01;BS-32274;CAS-324-93-6;BB 0222486;FT-0617511;C78141;EN300-2687135;A821299;Q63088209;Z667445760

Chemical Property of 4-Amino-4'-fluorobiphenyl

Chemical Property:

• Melting Point: 119-121°C
• Boiling Point: 306.6°Cat760mmHg
• PKA: 3.99±0.10(Predicted)
• Flash Point: 156.9°C
• PSA: 26.02000
• Density: 1.161g/cm³
• LogP: 3.65610
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Acetonitrile (Slightly), Chloroform (Slightly), Dichloromethane (Slightly)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 187.079727485
• Heavy Atom Count: 14
• Complexity: 167

Purity/Quality:

98%min ^*data from raw suppliers

4-(4-Fluorophenyl)aniline ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 23/24/25-33-41
• Safety Statements: 24/25-36/37/39-39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CC=C(C=C2)F)N

Technology Process of 4-Amino-4'-fluorobiphenyl

There total 18 articles about 4-Amino-4'-fluorobiphenyl 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: 97.0%

4-fluoroboronic acid (1765-93-1) + 4-bromo-aniline (106-40-1) → 4-amino-4'-fluorobiphenyl (324-93-6)

Guidance literature:

With potassium phosphate tribasic heptahydrate; palladium diacetate; In water; N,N-dimethyl-formamide; at 80 ℃; for 0.416667h;

DOI:10.3998/ark.5550190.0013.906

Reference yield: 93.0%

2-(4-fluorophenyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione + 4-bromo-aniline (106-40-1) → 4-amino-4'-fluorobiphenyl (324-93-6)

Guidance literature:

With dichloro[1,1′-bis[bis(1,1-dimethylethyl)phosphino]ferrocene-P,P′]palladium; TPGS-750-M; triethylamine; In water; at 20 ℃; Inert atmosphere;

DOI:10.1021/ja409663q

Reference yield: 92.0%

(4-aminophenyl)boronic acid hydrochloride (80460-73-7) + 1-Bromo-4-fluorobenzene (460-00-4) → 4-amino-4'-fluorobiphenyl (324-93-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In tetrahydrofuran; at 75 ℃; for 12h; Reflux; Inert atmosphere;

upstream raw materials:

4-fluoro-4'-nitro-1,1'-biphenyl

N-(4'-fluorobiphenyl-4-yl)acetamide

4-fluoroboronic acid

4-bromo-aniline

Downstream raw materials:

2-(4’-fluoro-[1,1’-biphenyl]-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

methyl 5-chloro-2-[({2-[(4'-fluorobiphenyl-4-yl)amino]-2-oxoethoxy}acetyl)amino]benzoate

5-chloro-[((2-[(4’-fluorobiphenyl-4-yl)amino]oxoethoxy)acetyl)amino]benzoic acid sodium salt

Refernces

• 1、 Deng, Guo-Jun,Huang, Huawen,Ji, Xiaochen,Liu, Zhaosheng,Zhong, Shuai. "Photoredox Cyclization of N-Arylacrylamides for Synthesis of Dihydroquinolinones". supporting information. . Retrieved 2021/12/27.
• 2、 Delaney, Connor P.,Kassel, Vincent M.,Denmark, Scott E.. "Potassium trimethylsilanolate enables rapid, homogeneous suzuki-miyaura cross-coupling of boronic esters". . p. 73 - 80. Retrieved 2019/12/24.