4-(N,N-Diethylaminocarbonyl)phenylboronic acid

Base Information

• Chemical Name: 4-(N,N-Diethylaminocarbonyl)phenylboronic acid
• CAS No.: 389621-80-1
• Molecular Formula: C11H16BNO3
• Molecular Weight: 221.064
• Hs Code.: 2931900090
• European Community (EC) Number: 808-086-9
• DSSTox Substance ID: DTXSID80378416
• Wikidata: Q72469083
• Mol file: 389621-80-1.mol

Synonyms:4-(N,N-Diethylaminocarbonyl)phenylboronic acid;389621-80-1;4-(diethylcarbamoyl)phenylboronic acid;[4-(diethylcarbamoyl)phenyl]boronic Acid;4-(DIETHYLCARBAMOYL)BENZENEBORONIC ACID;BORONIC ACID, [4-[(DIETHYLAMINO)CARBONYL]PHENYL]-;(4-(Diethylcarbamoyl)phenyl)boronic acid;SCHEMBL133138;DTXSID80378416;ZCGVBHIMRVYWOH-UHFFFAOYSA-N;AMY13268;MFCD03411949;AKOS015843270;AB14315;PS-9530;CS-0046818;D4681;FT-0644567;{4-[(diethylamino)carbonyl]phenyl}boronic acid;4-(n,n-diethyl aminocarbonyl)phenylboronic acid;A824351;J-513790;4-(N,N-diethylaminocarbonyl)phenylboronic acid, AldrichCPR;VQ2

Chemical Property of 4-(N,N-Diethylaminocarbonyl)phenylboronic acid

Chemical Property:

• Vapor Pressure: 6.41E-08mmHg at 25°C
• Melting Point: 138-142°C
• Refractive Index: 1.54
• Boiling Point: 423.3 °C at 760 mmHg
• PKA: 8.18±0.16(Predicted)
• Flash Point: 209.8 °C
• PSA: 60.77000
• Density: 1.14 g/cm³
• LogP: -0.15160
• Storage Temp.: Keep Cold
• Solubility.: soluble in Methanol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 221.1223235
• Heavy Atom Count: 16
• Complexity: 223

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-(N,N-Diethylaminocarbonyl)phenylboronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=C(C=C1)C(=O)N(CC)CC)(O)O

Technology Process of 4-(N,N-Diethylaminocarbonyl)phenylboronic acid

There total 1 articles about 4-(N,N-Diethylaminocarbonyl)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: 59.0%

4-carboxyphenylboronic acid (14047-29-1) + diethylamine (109-89-7) → 4-(N,N-diethylaminocarbonyl)phenylboronic acid (389621-80-1)

Guidance literature:

4-carboxyphenylboronic acid; With N,N-diethanolaminomethyl polystyrene; In tetrahydrofuran; at 20 ℃; for 1h;

diethylamine; With water; benzotriazol-1-ol; diisopropyl-carbodiimide; at 20 ℃; for 18h;

In tetrahydrofuran; water; at 20 ℃; for 0.0166667h; Further stages.;

DOI:10.1021/jo0106501

Reference yield: 96.9%

C20H24F3NO6S (911227-88-8) + 4-(N,N-diethylaminocarbonyl)phenylboronic acid (389621-80-1) → C30H38N2O4 (911227-89-9)

Guidance literature:

With sodium carbonate; lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; water; Heating / reflux;

Reference yield: 96.0%

2,4,6‐triphenyl-1‐(thiazol‐2-ylmethyl)pyridin‐1‐ium tetrafluoroborate + 4-(N,N-diethylaminocarbonyl)phenylboronic acid (389621-80-1) → N,N‐diethyl‐4‐(thiazol‐2‐ylmethyl)benzamide

Guidance literature:

With potassium phosphate; 2C₂H₃O₂^(1-)*C₁₂H₈N₂*(x)H₂O*Ni⁽²⁺⁾; In 1,4-dioxane; ethanol; at 60 ℃; for 5h; Schlenk technique; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.8b01062

upstream raw materials:

4-carboxyphenylboronic acid

diethylamine

Downstream raw materials:

tert-butyl 6-(tert-butyldimethylsilyloxy)-4-(4-(diethylcarbamoyl)phenyl)spiro[chromene-2,4'-piperidine]-1'-carboxylate

tert-butyl 4-(4-(diethylcarbamoyl)phenyl)-5-(methoxymethoxy)spiro[chromene-2,4'-piperidine]-1'-carboxylate

C₃₀H₃₈N₂O₄

C₃₁H₃₈N₂O₆

Refernces

• 1、 Gravel, Michael,Thompson, Kim A.,Zak, Mark,Berube, Christian,Hall, Dennis G.. "Universal solid-phase approach for the immobilization, derivatization, and resin-to-resin transfer reactions of boronic acids". . p. 3 - 15. Retrieved 2007/10/03.