4-(Diphenylamino)phenylboronic acid

Base Information

• Chemical Name: 4-(Diphenylamino)phenylboronic acid
• CAS No.: 201802-67-7
• Molecular Formula: C18H16BNO2
• Molecular Weight: 289.142
• Hs Code.: 29319090
• European Community (EC) Number: 627-214-2
• DSSTox Substance ID: DTXSID80479033
• Nikkaji Number: J2.177.452I
• Wikidata: Q72473018
• Mol file: 201802-67-7.mol

Synonyms:4-(Diphenylamino)phenylboronic acid;201802-67-7;Triphenylamine-4-boronic Acid;(4-(diphenylamino)phenyl)boronic acid;Boronic acid, B-[4-(diphenylamino)phenyl]-;[4-(N-phenylanilino)phenyl]boronic acid;4-(Diphenylamino)benzeneboronic acid;[4-(Diphenylamino)phenyl]boronic acid;4-(N,N-Diphenylamino)phenylboronic acid;MFCD06798117;4-(Diphenylamino)phenylboronic acid (contains varying amounts of Anhydride);Boronic acid, [4-(diphenylamino)phenyl]-;4-(diphenylamino)phenyl boronic acid;SCHEMBL23966;DTXSID80479033;4-diphenylaminophenyl boronic acid;n,n-diphenylanilin-4-boronic acid;TWWQCBRELPOMER-UHFFFAOYSA-N;4-Diphenylamino-phenylboronic acid;4-(diphenylamino) phenylboronic acid;AKOS015840670;AB29826;AS-2471;CS-W000896;HY-W000896;AC-30992;AM808112;SY032208;D3537;FT-0654681;A21352;EN300-7390319;J-513728;Z3234806728;4-(Diphenylamino)phenylboronic Acid, (contains varying amounts of Anhydride)

Chemical Property of 4-(Diphenylamino)phenylboronic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 110-115 °C
• Refractive Index: 1.665
• Boiling Point: 484.52 °C at 760 mmHg
• PKA: 8.71±0.17(Predicted)
• Flash Point: 246.829 °C
• PSA: 43.70000
• Density: 1.24 g/cm³
• LogP: 2.83620
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: soluble in Toluene
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 289.1274089
• Heavy Atom Count: 22
• Complexity: 301

Purity/Quality:

99% ^*data from raw suppliers

4-Diphenylaminophenylboronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=C(C=C1)N(C2=CC=CC=C2)C3=CC=CC=C3)(O)O
• Uses: Reagent used forStrong multiphoton-excited blue photoluminescence and lasing from ladder-type oligo(p-phenylene)s Suzuki coupling reactions Ligand-free Suzuki reactionReagent used in Preparation of Push-pull arylvinyldiazine chromophoresBenzothiadiazole-based fluorophores contg. triphenylamine functionalityBlue light-emitting and hole-transporting materials for electroluminescent devicesp-quaterphenyls laterally substituted with dimesitylboryl group for use as solid-state blue emitters Efficient sensitizers for dye-sensitized solar cells Prange electroluminescent materials for single-layer white polymer OLEDs Eeep-blue organic light emitting devices (OLEDs) Ligands for Organic Photovoltaic cells suzuki reaction

Technology Process of 4-(Diphenylamino)phenylboronic acid

There total 25 articles about 4-(Diphenylamino)phenylboronic acid 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: 88.0%

Triisopropyl borate (5419-55-6) + 4-N,N-diphenylamino-1-bromobenzene (36809-26-4) → 4-(diphenylamino)phenyl boronic acid (201802-67-7)

Guidance literature:

4-N,N-diphenylamino-1-bromobenzene; With n-butyllithium; In tetrahydrofuran; toluene; at -70 ℃; for 1h;

Triisopropyl borate; In tetrahydrofuran; toluene; at 20 ℃; for 2h;

With hydrogenchloride; water; In tetrahydrofuran; toluene; at 20 ℃; for 2h;

Reference yield: 87.0%

4-Chlorophenylboronic acid (1679-18-1) + diphenylamine (122-39-4) → 4-(diphenylamino)phenyl boronic acid (201802-67-7)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tri-tert-butyl phosphine; sodium t-butanolate; In toluene; at 100 ℃;

Reference yield: 85.26%

4-Bromophenylboronic acid (5467-74-3) + diphenylamine (122-39-4) → 4-(diphenylamino)phenyl boronic acid (201802-67-7)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tri-tert-butyl phosphine; sodium t-butanolate; In toluene; at 90 ℃; for 5h; Inert atmosphere;

upstream raw materials:

4-N,N-diphenylamino-1-bromobenzene

Trimethyl borate

1,4-bromoiodobenzene

diphenylamine

Downstream raw materials:

(4-(7-bromobenzo[c][1,2,5]thiadiazol-4-yl)-N,N-diphenyl-aniline)

N-(4'-anilino[1,1'-biphenyl]-4-yl)-N,N-diphenylamine

4,4’-(9H-carbazole-3,6-diyl)bis(N,N-diphenylaniline)

Refernces

• 1、 Gao, Chao,Gao, Ge,Lan, Jingbo,You, Jingsong. "An AIE active monoimidazolium skeleton: High selectivity and fluorescence turn-on for H2PO4- in acetonitrile and ClO 4- in water". . p. 5623 - 5625. Retrieved 2014.
• 2、 Fakis, Mihalis,Georgiou, Dimitris,Gyepes, Róbert,Hrobárik, Peter,Nociarová, Jela,Osusky, Patrik,Polyzos, Ioannis,Smolí?ek, Maro?. "Oxidative C-H Homocoupling of Push-Pull Benzothiazoles: An Atom-Economical Route to Highly Emissive Quadrupolar Arylamine-Functionalized 2,2′-Bibenzothiazoles with Enhanced Two-Photon Absorption". supporting information. p. 5512 - 5517. Retrieved 2021/07/31.
• 3、 Kang, Seokwoo,Jung, Hyocheol,Lee, Hayoon,Park, Sunwoo,Kim, Joonghan,Park, Jongwook. "Highly efficient dual-core derivatives with EQEs as high as 8.38% at high brightness for OLED blue emitters". . p. 14709 - 14716. Retrieved 2019/12/06.