tert-Butyl (4-aminophenyl)carbamate

Base Information

• Chemical Name: tert-Butyl (4-aminophenyl)carbamate
• CAS No.: 71026-66-9
• Molecular Formula: C11H16N2O2
• Molecular Weight: 208.26
• Hs Code.: 29242990
• European Community (EC) Number: 275-132-7
• DSSTox Substance ID: DTXSID90991332
• Nikkaji Number: J308.686K
• Wikidata: Q72510849
• Mol file: 71026-66-9.mol

Synonyms:71026-66-9;tert-Butyl (4-aminophenyl)carbamate;4-(tert-Butoxycarbonylamino)aniline;N-Boc-p-phenylenediamine;tert-butyl 4-aminophenylcarbamate;tert-butyl N-(4-aminophenyl)carbamate;N-Boc-1,4-phenylenediamine;N-BOC-1,4-PHENYLENE DIAMINE;N-Boc-benzene-1,4-diamine;tert-butyl(4-aminophenyl)carbamate;4-(Boc-amino)aniline;C11H16N2O2;(4-AMINO-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER;EINECS 275-132-7;tert-Butyl-4-aminophenylcarbamate;CARBAMIC ACID, (4-AMINOPHENYL)-, 1,1-DIMETHYLETHYL ESTER;MFCD00043022;(4-aminophenyl)carbamic acid tert-butyl ester;(4-aminophenyl)-carbamic acid tert butyl ester;tert-butyl4-aminophenylcarbamate;Boc 1,4-phenylenediamine;SCHEMBL78108;4-t-butoxycarbonylaminoaniline;tertbutyl 4-aminophenylcarbamate;4-tert-butoxycarbonylaminoaniline;tert-buty-4-aminophenylcarbamate;DTXSID90991332;t-butyl (4-aminophenyl)carbamate;4-(t-butoxycarbonylamino)-aniline;4-tert.butoxycarbonylamino-aniline;AMY32316;CX1208;N-(t-butoxycarbonyl) 4-aminoaniline;AKOS000169498;CS-W007514;DS-15419;N-t-butoxycarbonyl-1,4-phenylene diamine;SY031466;N-(tert-Butoxycarbonyl)-p-phenylenediamine;N-t-butoxy carbonyl-1,4 phenylene diamine;N-tert-butoxycarbonyl-para-phenylenediamine;N-(tert-Butoxycarbonyl)benzene-1,4-diaMine;A9331;B4081;FT-0641324;N-Boc-p-phenylenediamine, >=97.0% (NT);4-amino-phenyl-carbamic acid tert-butyl ester;EN300-49956;n-(tert-butoxycarbonyl)-1,4-phenylenediamine;mono-n-(t-butoxycarbonyl)-1,4-phenylenediamine;J-524839;Z285919688

Chemical Property of tert-Butyl (4-aminophenyl)carbamate

Chemical Property:

• Appearance/Colour: beige to brownish crystalline powder
• Vapor Pressure: 0.002mmHg at 25°C
• Melting Point: 113-115 °C
• Refractive Index: 1.583
• Boiling Point: 295.4 °C at 760 mmHg
• PKA: 13.49±0.70(Predicted)
• Flash Point: 132.5 °C
• PSA: 64.35000
• Density: 1.152 g/cm³
• LogP: 3.27000
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 208.121177757
• Heavy Atom Count: 15
• Complexity: 215

Purity/Quality:

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

Boc-1,4-phenylenediamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn,N
• Statements: 22-43-50/53
• Safety Statements: 36/37-60-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1=CC=C(C=C1)N
• Uses: N-Boc-p-phenylenediamine can be used as:A reactant to prepare perylene monoimide-based dyes for dye-sensitized solar cell applications.A starting material to synthesize covalent organic frameworks, which are used as proton exchange membranes for hydrogen fuel cell applications.A reactant in the synthesis of bestatin derived hydroxamic acids as potent pan-HDAC inhibitors.

Technology Process of tert-Butyl (4-aminophenyl)carbamate

There total 18 articles about tert-Butyl (4-aminophenyl)carbamate 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: 100.0%

tert-butyl N-(4-nitrophenyl)carbamate (18437-63-3) → N-(tert-butoxycarbonyl)-1,4-phenylenediamine (71026-66-9)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In ethyl acetate; for 16h;

Reference yield: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + 1,4-phenylenediamine (106-50-3) → N-(tert-butoxycarbonyl)-1,4-phenylenediamine (71026-66-9)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/acs.jmedchem.9b00736

Reference yield: 95.0%

tert-butyldicarbonate (34619-03-9) + 1,4-phenylenediamine (106-50-3) → N-(tert-butoxycarbonyl)-1,4-phenylenediamine (71026-66-9)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 8h;

upstream raw materials:

tert-butyl N-(4-nitrophenyl)carbamate

di-tert-butyl dicarbonate

1,4-phenylenediamine

tert-butyldicarbonate

Downstream raw materials:

[4-(2-Oxo-propylamino)-phenyl]-carbamic acid tert-butyl ester

tert-butyl N-<4-(7-diethylamino-2-oxo-2H-chromene-3-carboxamido)phenyl>carbamate

tert butyl N-[4-[(2-chloroacetyl)amino]phenyl]carbamate

3-[4-(N-BOC-amino)-phenylamino]-2-cyano-3-methylmercapto-acrylonitrile

Refernces

• 1、 -. "Thiazole ring-containing amide compounds as well as preparation method and application thereof". Paragraph 0044-0046. . Retrieved 2021/06/23.
• 2、 Kollarigowda, Ravichandran H.,Braun, Paul V.. "Direct and Divergent Solid-Phase Synthesis of Azobenzene and Spiropyran Derivatives". . p. 4391 - 4397. Retrieved 2021/04/02.