4-Butoxyaniline

Base Information

• Chemical Name: 4-Butoxyaniline
• CAS No.: 4344-55-2
• Molecular Formula: C10H15NO
• Molecular Weight: 165.235
• Hs Code.: 29214200
• European Community (EC) Number: 224-402-2
• NSC Number: 5443
• UNII: P0PI549RZ4
• DSSTox Substance ID: DTXSID4048199
• Nikkaji Number: J59.931J
• Wikidata: Q72513907
• ChEMBL ID: CHEMBL3184190
• Mol file: 4344-55-2.mol

Synonyms:4-Butoxyaniline;4344-55-2;p-Butoxyaniline;Benzenamine, 4-butoxy-;p-Butyloxyaniline;4-Butyloxyaniline;ANILINE, p-BUTOXY-;4-n-Butoxyaniline;p-Aminophenol n-butyl ether;Aminophenyl-n-butyl ether;4-Butyloxybenzenamine;NSC 5443;EINECS 224-402-2;BRN 2084421;P0PI549RZ4;DTXSID4048199;NSC-5443;4-13-00-01018 (Beilstein Handbook Reference);(4-butoxyphenyl)amine;4-butoxy-aniline;p-n-butoxyaniline;4-butoxy-phenylamine;4-(butyloxy)aniline;4-Butoxyaniline, 97%;4-BUTOXYBENZENAMINE;p-Aminophenyl-n-butyl ether;UNII-P0PI549RZ4;SCHEMBL112238;4-AMINO-1-BUTOXYBENZENE;CHEMBL3184190;DTXCID9028174;NSC5443;STR06320;Tox21_303357;BBL027664;GEO-00604;MFCD00007866;STL376991;AKOS000104366;SB76592;NCGC00257345-01;AC-16346;LS-19627;CAS-4344-55-2;B1003;CS-0152083;FT-0619160;D70221;EN300-109419;A826282;W-109026;F9995-1647

Chemical Property of 4-Butoxyaniline

Chemical Property:

• Appearance/Colour: clear dark brown liquid
• Vapor Pressure: 0.00436mmHg at 25°C
• Melting Point: 130-132 °C
• Refractive Index: n20/D 1.538(lit.)
• Boiling Point: 278 °C at 760 mmHg
• PKA: 5.23±0.10(Predicted)
• Flash Point: 123.6 °C
• PSA: 35.25000
• Density: 0.999 g/cm³
• LogP: 3.02890
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 165.115364102
• Heavy Atom Count: 12
• Complexity: 108

Purity/Quality:

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

4-Butoxyaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-28-36/37/39-45

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCOC1=CC=C(C=C1)N
• Uses: 4-Butoxyaniline was used in the preparation of:bis-4-butoxyphenyl-4,4′-(2,2′-bipyridyl)carbamide1-(4-butoxyphenyl)-3-(6-methyl-3-oxo-2-phenyl-2,3-dihydropyridazin-4-yl)urea

Technology Process of 4-Butoxyaniline

There total 25 articles about 4-Butoxyaniline 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: 93.0%

n-Butyl chloride (109-69-3) + N,N-dimethyl acetamide (127-19-5,116057-81-9) + 4-amino-phenol (123-30-8) → para-butoxyaniline (4344-55-2)

Guidance literature:

With sodium hydroxide;

Reference yield: 86.0%

4-n-butoxyacetanilide (23563-26-0) → para-butoxyaniline (4344-55-2)

Guidance literature:

With hydrogenchloride; In methanol; water; for 18h; Reflux;

DOI:10.1002/anie.201410184

Reference yield: 86.0%

4-bromo-aniline (106-40-1) + butan-1-ol (71-36-3) → para-butoxyaniline (4344-55-2)

Guidance literature:

With copper(l) iodide; N¹, N²-diphenethyloxalamide; sodium t-butanolate; In 1,4-dioxane; for 24h; Schlenk technique; Inert atmosphere; Molecular sieve; Heating;

DOI:10.1021/jacs.8b12142

upstream raw materials:

1-butoxy-4-nitrobenzene

4-n-butoxyacetanilide

trans-4-<3-Chlorbuten-(2)-yloxy>-nitrobenzol

cis-4-<3-Chlorbuten-(2)-yloxy>-nitrobenzol

Downstream raw materials:

4-butoxyphenyl isocyanate

N-(4-butoxy-phenyl)-N'-(4-[2]pyridyl-phenyl)-thiourea

N-(4-butoxy-phenyl)-2-chloro-acetamide

N-(4-Butoxy-phenyl)-2-butylamino-2-methyl-propionamide

Refernces

• 1、 Chen, Zhixiang,Jiang, Yongwen,Zhang, Li,Guo, Yinlong,Ma, Dawei. "Oxalic Diamides and tert-Butoxide: Two Types of Ligands Enabling Practical Access to Alkyl Aryl Ethers via Cu-Catalyzed Coupling Reaction". supporting information. p. 3541 - 3549. Retrieved 2019/02/26.
• 2、 Kapustikova, Iva,Bak, Andrzej,Gonec, Tomas,Kos, Jiri,Kozik, Violetta,Jampilek, Josef. "Investigation of hydro-lipophilic properties of n-alkoxyphenylhydroxynaphthalenecarboxamides ?". . . Retrieved 2018/07/10.