(S)-(-)-1-(1-Naphthyl)ethylamine - ≥99% , CAS No.10420-89-0

CAS: 10420-89-0 Cat. No.: N122375 Molecular Weight: 171.24 Beilstein Registry Number: 220802 EC Number: 600-536-0

GRADE & PURITY ≥99%

Synonyms

AI3-26858 | (1S)-1-naphthalen-1-ylethanamine | 1-Naphthalenemethanamine, alpha-methyl-, (.alpha.S)- | (1S)-(-)-1-(Naphth-1-yl)ethylamine | (S)-(-)-alpha-(1-Naphthyl)ethylamine | L-.alpha.-(.alpha.-Naphthyl)ethylamine

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

(S)-(-)-1-(1-Naphthyl)ethylamine, (S)-(-)-1-(1-Naphthyl)ethylamine is used in the asymmetric synthesis of α-cyanocarboxylates. Also used in the synthesis of chiral imadazolin-2-ylidene ligands used in organometallic catalysis. Chiral/Asymmetric synthesis.

Specifications

Synonyms

AI3-26858 | (1S)-1-naphthalen-1-ylethanamine | 1-Naphthalenemethanamine, alpha-methyl-, (.alpha.S)- | (1S)-(-)-1-(Naphth-1-yl)ethylamine | (S)-(-)-alpha-(1-Naphthyl)ethylamine | L-.alpha.-(.alpha.-Naphthyl)ethylamine

Specifications & Purity

≥99%

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 488183777
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488183777
• Canonical Smiles: CC(C1=CC=CC2=CC=CC=C21)N
• IUPAC Name: (1S)-1-naphthalen-1-ylethanamine
• InChIKey: RTCUCQWIICFPOD-VIFPVBQESA-N
• INCHI: 1S/C12H13N/c1-9(13)11-8-4-6-10-5-2-3-7-12(10)11/h2-9H,13H2,1H3/t9-/m0/s1
• Isomeric SMILES: C[C@@H](C1=CC=CC2=CC=CC=C21)N
• WGK Germany: 3
• RTECS: QJ6963000
• Molecular Weight: 171.24
• Beilstein: 220802
• Reaxy-Rn: 2208023
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2208023&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Naphthalenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Naphthalenes
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Naphthalenes
• Alternative Parents: Aralkylamines Organopnictogen compounds Monoalkylamines Hydrocarbon derivatives
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Naphthalene - Aralkylamine - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Primary amine - Organonitrogen compound - Primary aliphatic amine - Amine - Aromatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as naphthalenes. These are compounds containing a naphthalene moiety, which consists of two fused benzene rings.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in chloroform, ethanol.
• Sensitivity: Heat sensitive;Moisture sensitive;Air sensitive
• Refractive Index: 1.623
• Specific Rotation[α]: -80.5°C
• Flash Point(°C): >110 ℃
• Boil Point(°C): 153°C/11mmHg
• Molecular Weight: 171.240 g/mol
• XLogP3: 2.800
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 171.105 Da
• Monoisotopic Mass: 171.105 Da
• Topological Polar Surface Area: 26.000 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 167.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Nan Jiang, Xiaotong Du, Liangyu Zheng.  (2023)  Highly efficient synthesis of chiral lactams by using a ω-transaminase from Bacillus megaterium and its mutant enzymes.  Molecular Catalysis,      [PMID:] [10.1016/j.mcat.2023.113364]

2. Zhengwei Yang, Haolin Lu, Yu Zhang, Baipeng Yin, Hong Wang, Sehrish Gull, Wei Qin, Yongsheng Chen, Jiannian Yao, Chuang Zhang, Guankui Long.  (2024)  A Universal Strategy to Enhance Circularly Polarized Luminescence Brightness in Chiral Perovskites.  Laser & Photonics Reviews,      [PMID:] [10.1002/lpor.202400040]

3. Jingwen Yao, Zhiyu Wang, Yuling Huang, Jie Xue, Dengliang Zhang, Jiangshan Chen, Xihan Chen, Shou-Cheng Dong, Haipeng Lu.  (2024)  Efficient Green Spin Light-Emitting Diodes Enabled by Ultrafast Energy- and Spin-Funneling in Chiral Perovskites.  Journal of the American Chemical Society,      [PMID:38727602] [10.1021/jacs.4c02821]

4. Jingwen Yao, Yuling Huang, Haifeng Sun, Zhiyu Wang, Jie Xue, Zhifeng Huang, Shou-Cheng Dong, Xihan Chen, Haipeng Lu.  (2025)  Efficient Spin-Light-Emitting Diodes With Tunable Red to Near-Infrared Emission at Room Temperature.  ADVANCED MATERIALS,      [PMID:39887568] [10.1002/adma.202413669]

5. Quanlin Chen, Zijin Ding, Li Zhang, Di Wang, Cong Geng, Yanxing Feng, Jia Zhang, Miao Ren, Saisai Li, Saif M. H. Qaid, Yuanzhi Jiang, Mingjian Yuan.  (2024)  Uniaxial-Oriented Chiral Perovskite for Flexible Full-Stokes Polarimeter.  ADVANCED MATERIALS,  36  (29): (2400493).  [PMID:38733358] [10.1002/adma.202400493]

6. Quanlin Chen, Yangbin Xu, Qingming Wu, Yanxing Feng, Zhiqiang Huang, Hai Jia, Shaoming Ying, Xiaohui Huang.  (2025)  A monolithic chiral perovskite crystal enables self-powered, full-Stokes detection of ultra-weak light.  Inorganic Chemistry Frontiers,      [PMID:] [10.1039/D5QI01944C]