N-Isopropylbenzylamine

Base Information

• Chemical Name: N-Isopropylbenzylamine
• CAS No.: 102-97-6
• Molecular Formula: C10H15N
• Molecular Weight: 149.236
• Hs Code.: 29214980
• European Community (EC) Number: 203-067-6
• NSC Number: 60295
• UNII: 67SYC92FNS
• DSSTox Substance ID: DTXSID8059265
• Nikkaji Number: J149.906H
• Wikipedia: Isopropylbenzylamine
• Wikidata: Q3511281
• ChEMBL ID: CHEMBL3229275
• Mol file: 102-97-6.mol

Synonyms:N-benzyl-N-isopropylamine;N-benzylisopropylamine;N-isopropylbenzylamine

Chemical Property of N-Isopropylbenzylamine

Chemical Property:

• Appearance/Colour: Clear, very slightly yellow to yellow liquid
• Vapor Pressure: 0.332mmHg at 25°C
• Melting Point: 143°C (estimate)
• Refractive Index: n20/D 1.502(lit.)
• Boiling Point: 199.999 °C at 760 mmHg
• PKA: 9.77±0.19(Predicted)
• Flash Point: 87.778 °C
• PSA: 12.03000
• Density: 0.907 g/cm³
• LogP: 2.57550
• Storage Temp.: Store below +30°C.
• Solubility.: Chloroform (Slightly), Ethy Acetate (Slightly), Methanol (Slightly)
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 149.120449483
• Heavy Atom Count: 11
• Complexity: 93

Purity/Quality:

≥99% ^*data from raw suppliers

N-Isopropylbenzylamine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)NCC1=CC=CC=C1
• Uses: N-Isopropylbenzylamine, can be used as an intermediate in the synthesis of pharmaceutical compounds,and as a precursor to the manufacture of some drugs. Due to it’s similarity in appearance and physical properties to methamphetamine, it has been recently come under consideration of DEA.

Technology Process of N-Isopropylbenzylamine

There total 62 articles about N-Isopropylbenzylamine 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%

isopropyl alcohol (67-63-0,8013-70-5) + benzylamine (100-46-9) → Benzyl-isopropyl-amin (102-97-6)

Guidance literature:

With C₁₃H₂₀N₂O*Ir⁽¹⁺⁾; hydrogen; at 80 ℃; for 23h; under 3000.3 Torr; Reagent/catalyst; Autoclave; Green chemistry;

DOI:10.1002/cctc.201402101

Reference yield: 97.0%

diisopropylamine (108-18-9) + benzylamine (100-46-9) → Benzyl-isopropyl-amin (102-97-6)

Guidance literature:

With μ-diiodo-di((η5-pentamethylcyclopentadienyl)(iodo)iridium); In 5,5-dimethyl-1,3-cyclohexadiene; at 155 ℃; for 10h; Inert atmosphere;

DOI:10.1002/anie.200904028

Reference yield: 94.0%

N-isopropylbenzamide (5440-69-7) → Benzyl-isopropyl-amin (102-97-6)

Guidance literature:

N-isopropylbenzamide; With 2-fluoropyridine; trifluoromethylsulfonic anhydride; In dichloromethane; at 0 ℃; for 0.333333h;

With 1,1,3,3-Tetramethyldisiloxane; In dichloromethane; at 0 - 20 ℃; for 3.16667h;

With tris(pentafluorophenyl)borate; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/acs.joc.6b00572

upstream raw materials:

benzyl bromide

isopropylamine

isopropyl phenyl ketoxime

benzyl chloride

Downstream raw materials:

N-benzyl-N-isopropyl-2,3-epoxypropylamine

1-benzyl-3,3-dimethyl-1-(1-methylethyl)urea

(+/-)-benzylisopropyl<2-hydroxy-3-(1-naphthyloxy)propyl>amine

4'-<3-(benzylisopropylamino)-2-hydroxypropoxy>acetanilide

Refernces

• 1、 Taniguchi, Nobukazu,Uemura, Motokazu. "Stereoselective pinacol coupling of planar chiral (benzaldehyde)Cr(Co)3, (benzaldimine)Cr(CO)3, ferrocenecarboxaldehyde and (dienal)Fe(CO)3 complexes with samarium diiodide". . p. 12775 - 12788. Retrieved 1998.
• 2、 Robichaud, André,Nait Ajjou, Abdelaziz. "First example of direct reductive amination of aldehydes with primary and secondary amines catalyzed by water-soluble transition metal catalysts". . p. 3633 - 3636. Retrieved 2006.
• 3、 Fasano, Valerio,Ingleson, Michael J.. "Expanding Water/Base Tolerant Frustrated Lewis Pair Chemistry to Alkylamines Enables Broad Scope Reductive Aminations". . p. 2217 - 2224. Retrieved 2017.
• 4、 Zou, Qizhuang,Liu, Fei,Zhao, Tianxiang,Hu, Xingbang. "Reductive amination of ketones/aldehydes with amines using BH3N(C2H5)3as a reductant". supporting information. p. 8588 - 8591. Retrieved 2021/09/04.
• 5、 Ardiansah, Bayu,Kakiuchi, Kiyomi,Morimoto, Tsumoru,Tanimoto, Hiroki,Tomohiro, Takenori. "Sulfonium ion-promoted traceless Schmidt reaction of alkyl azides". supporting information. p. 8738 - 8741. Retrieved 2021/09/08.