Cas no 90299-04-0 (2-(naphthalen-2-yl)propan-2-amine)

2-(naphthalen-2-yl)propan-2-amine structure
90299-04-0 structure
Product Name:2-(naphthalen-2-yl)propan-2-amine
CAS No:90299-04-0
MF:C13H15N
MW:185.264903306961
MDL:MFCD23379662
CID:798198
PubChem ID:15590854
Update Time:2024-10-26

2-(naphthalen-2-yl)propan-2-amine Chemical and Physical Properties

Names and Identifiers

    • 2-Naphthalenemethanamine,a,a-dimethyl-
    • (1-METHYL-1-(NAPHTH-2-YL)ETHYL)AMINE
    • 2-(naphthalen-2-yl)propan-2-amine
    • 2-naphthalen-2-ylpropan-2-amine
    • 1-methyl-1-naphthalen-2-yl-ethylamine
    • AmbkkkkK365
    • AKOS012084916
    • YVPPUVZWMHWCQE-UHFFFAOYSA-N
    • FT-0715292
    • E76972
    • BS-52297
    • J-519564
    • Alpha,alpha-dimethyl-2-naphthalenemethanamine
    • AB48737
    • DTXSID40575303
    • EN300-322253
    • SCHEMBL9274665
    • 2-(1-Methyl-1-aminoethyl)naphthalene
    • 90299-04-0
    • starbld0019037
    • α,α-Dimethyl-2-naphthalenemethanamine (ACI)
    • DB-078635
    • MDL: MFCD23379662
    • Inchi: 1S/C13H15N/c1-13(2,14)12-8-7-10-5-3-4-6-11(10)9-12/h3-9H,14H2,1-2H3
    • InChI Key: YVPPUVZWMHWCQE-UHFFFAOYSA-N
    • SMILES: NC(C)(C)C1C=C2C(C=CC=C2)=CC=1

Computed Properties

  • Exact Mass: 185.12000
  • Monoisotopic Mass: 185.120449483g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 197
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.9
  • Topological Polar Surface Area: 26?2

Experimental Properties

  • PSA: 26.02000
  • LogP: 3.73390

2-(naphthalen-2-yl)propan-2-amine Pricemore >>

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2-(naphthalen-2-yl)propan-2-amine Production Method

Production Method 1

Reaction Conditions
1.1 Solvents: Tetrahydrofuran
1.2 Reagents: Ammonium hydroxide Solvents: Water
Reference
Organocerium reactions of benzamides and thiobenzamides: a direct synthesis of tertiary carbinamines
Calderwood, David J.; Davies, Roy V.; Rafferty, Paul; Twigger, Helen L.; Whelan, Helen M., Tetrahedron Letters, 1997, 38(7), 1241-1244

Production Method 2

Reaction Conditions
1.1 Solvents: 2-Methyltetrahydrofuran ,  Tetrahydrofuran ;  30 min, rt
1.2 Reagents: Titanium isopropoxide ;  overnight, rt → 50 °C; 50 °C → rt
1.3 Reagents: Sodium hydroxide Solvents: Water ;  15 min, rt
1.4 Reagents: Hydrochloric acid Solvents: Water ;  rt
1.5 Reagents: Sodium hydroxide Solvents: Water ;  rt
Reference
Dual Copper- and Aldehyde-Catalyzed Transient C-H Sulfonylation of Benzylamines
Higham, Joe I.; Ma, Tsz-Kan ; Bull, James A., Organic Letters, 2023, 25(28), 5285-5290

Production Method 3

Reaction Conditions
1.1 Reagents: Magnesium Catalysts: Iodine Solvents: Diethyl ether ;  15 min, rt
1.2 rt; 1 h, reflux; reflux → 0 °C; 0 °C; 4 - 5 h, 0 °C
1.3 Reagents: Sodium azide Solvents: Dichloromethane ;  rt → -5 °C; -5 °C; 15 min, -5 °C; 1 - 2 h, 0 °C
1.4 Reagents: Ammonium hydroxide Solvents: Water ;  0 °C; 30 min, 0 °C
1.5 Reagents: Lithium aluminum hydride Solvents: Tetrahydrofuran ;  0 °C; 3 - 4 h, rt
1.6 Reagents: Sodium hydroxide Solvents: Water ;  rt
Reference
Native Amine-Directed ortho-C-H Halogenation and Acetoxylation /Condensation of Benzylamines
Chand-Thakuri, Pratibha; Alahakoon, Indunil; Liu, Daniel; Kapoor, Mohit; Kennedy, John F.; et al, Synthesis, 2022, 54(2), 341-354

Production Method 4

Reaction Conditions
1.1 Reagents: Cerium trichloride Solvents: Tetrahydrofuran ;  -78 °C; 30 min, -78 °C
1.2 Solvents: Tetrahydrofuran ;  -78 °C; overnight, rt
1.3 Reagents: Ammonium hydroxide Solvents: Water ;  1 h, rt
Reference
Optimization of N-benzyl-5-nitrofuran-2-carboxamide as an antitubercular agent
Gallardo-Macias, Ricardo; Kumar, Pradeep; Jaskowski, Mark; Richmann, Todd; Shrestha, Riju; et al, Bioorganic & Medicinal Chemistry Letters, 2019, 29(4), 601-606

2-(naphthalen-2-yl)propan-2-amine Raw materials

2-(naphthalen-2-yl)propan-2-amine Preparation Products

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