N-Isopropylaniline

Base Information

• Chemical Name: N-Isopropylaniline
• CAS No.: 768-52-5
• Molecular Formula: C9H13N
• Molecular Weight: 135.209
• Hs Code.: 29214990
• European Community (EC) Number: 212-196-7
• ICSC Number: 0909
• UN Number: 2810
• UNII: I7Y9616F3R
• DSSTox Substance ID: DTXSID7025479
• Nikkaji Number: J150.019H
• Wikidata: Q3284357
• ChEMBL ID: CHEMBL1529910
• Mol file: 768-52-5.mol

Synonyms:N-isopropylaniline;N-isopropylaniline hydrochloride

Chemical Property of N-Isopropylaniline

Chemical Property:

• Appearance/Colour: Clear brown liquid
• Vapor Pressure: 0.284mmHg at 25°C
• Melting Point: -32°C
• Refractive Index: 1.537 - 1.540
• Boiling Point: 202.999 °C at 760 mmHg
• PKA: 5.77(at 25℃)
• Flash Point: 81.29 °C
• PSA: 12.03000
• Density: 0.95 g/cm³
• LogP: 2.57990
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Water Solubility.: <0.01 g/100 mL at 21℃
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 135.104799419
• Heavy Atom Count: 10
• Complexity: 82.7
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

N-Isopropylaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 22-23-36/37/38
• Safety Statements: 26-36-45-7/9

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aromatic
• Canonical SMILES: CC(C)NC1=CC=CC=C1
• Inhalation Risk: A harmful contamination of the air will be reached rather slowly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is mildly irritating to the eyes and skin. The substance may cause effects on the blood. This may result in the formation of methaemoglobin. The effects may be delayed. Medical observation is indicated.
• Effects of Long Term Exposure: Repeated or prolonged contact may cause skin sensitization. The substance may have effects on the blood. This may result in the formation of methaemoglobin.
• Uses: Dyeing acrylic fibers, chemical intermediate. Dyeing of acrylic fibers and as a chemical intermediate N-Isopropylaniline is a microbial metabolite of Propachlor (P757300), an acylanilide herbicide that is used to maintain crop protection from weeds. Propachlor is also known to induce Glutathione (G597951)-dependent cytotoxicity and sister chromatid exchanges in human cells.

Technology Process of N-Isopropylaniline

There total 90 articles about N-Isopropylaniline 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: 99.0%

diisopropylamine (108-18-9) + aniline (62-53-3) → N-Isopropylaniline (768-52-5)

Guidance literature:

With [(C₅Me₄)(CH₂)₃(C₅Me₄)(IrI₂)₂]_m; In 5,5-dimethyl-1,3-cyclohexadiene; at 155 ℃; for 10h; Schlenk technique; Reflux;

DOI:10.1021/om4001742

Reference yield: 99.0%

N-isopropyl-N-phenyl-acetamide (5461-51-8) → N-ethyl-N-isopropylaniline (54813-77-3) + N-Isopropylaniline (768-52-5)

Guidance literature:

With triethyl borane; Triethoxysilane; sodium hydroxide; In hexane; at 80 ℃; for 6h; Solvent; Reagent/catalyst; Inert atmosphere; Sealed tube;

Reference yield: 99.0%

aniline (62-53-3) + acetone (67-64-1) → N-Isopropylaniline (768-52-5)

Guidance literature:

With hydrogen; at 21.84 ℃; for 2h; under 760.051 Torr;

DOI:10.1246/cl.2008.948

upstream raw materials:

N-isopropyl-N-phenylformamide

nitrobenzene

acetone

propene

Downstream raw materials:

N-allyl-N-isopropylaniline

1-isopropyl-1,3-diphenylurea

N-propyl-N-isopropylaniline

2-(5,7-dibromo-benzo[1,2,5]thiadiazol-4-yloxy)-N-isopropyl-N-phenyl-acetamide

Refernces

• 1、 Solé, Daniel,Amenta, Arianna,Campos, Cristina,Fernández, Israel. "Iron-promoted dealkylative carbene aminocyclization of δ-arylamino-α-diazoesters". . p. 2167 - 2176. Retrieved 2021/02/26.
• 2、 Tian, An-Qi,Luo, Xiang-Hao,Ren, Zhi-Lin,Zhao, Jun,Wang, Long. "The synthesis and structure of an amazing and stable carbonized material Cu-PC@OFM and its catalytic applications in water with mechanism explorations". supporting information. p. 9614 - 9620. Retrieved 2021/06/12.