2-phenylethan-1-amine

• ChemBase ID: 3928
• Molecular Formular: C8H11N
• Molecular Mass: 121.17964
• Monoisotopic Mass: 121.08914936
• SMILES: NCCc1ccccc1
• Canonical SMILES: NCCc1ccccc1
• InChI: InChI=1S/C8H11N/c9-7-6-8-4-2-1-3-5-8/h1-5H,6-7,9H2
• InChIKey: BHHGXPLMPWCGHP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-phenylethan-1-amine
• IUPAC Traditional name: 2-phenylethylamine
• Synonyms: 2-Phenethylamine; 2-Phenethylamine; Phenethylamine; 2-Phenylethylamine; 2-Phenylethanamine; 2-phenylethylamine; β-phenylethylamine; 1-amino-2-phenylethane; Phenethylamine; Phenethylamine; (2-Aminoethyl)benzene; 2-Phenylethylamine; β-苯乙胺; 2-苯基乙胺; 2-苯乙胺; 2-苯乙胺; 苯乙胺; 2-苯基乙胺

Database IDs

• CAS Number: 51-63-8; 64-04-0
• EC Number: 200-574-4
• MDL Number: MFCD00008184
• Beilstein Number: 507488
• Merck Index: 147225
• PubChem SID: 24901561; 24847881; 24854450; 160967363; 24865867; 46507825; 24865438
• PubChem CID: 1001; 448751
• CHEBI ID: 18397
• CHEMBL: 610
• Chemspider ID: 13856352
• FEMA ID: 3220
• IUPHAR ligand ID: 2144
• Unique Ingredient Identifier: 327C7L2BXQ
• Wikipedia Title: Phenethylamine
• Council of Europe Number: 708
• Flavis Number: 11.006

CALCULATED PROPERTIES

JChem

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): -1.6221586
• LogD (pH = 7.4): -0.9164991
• Log P: 1.3876754
• Molar Refractivity: 39.2864 cm^3
• Polarizability: 15.517892 Å^3
• Polar Surface Area: 26.02 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.44
• LOG S: -3.31
• Solubility (Water): 7.80e-02 g/l

PROPERTIES

Physical Property

• Apperance: clear, colorless liquid
• Melting Point: -60°C
• Boiling Point: 195°C (383°F); 197-200 °C(lit.); 199-202 °C; 200-202°C
• Flash Point: 177.8 °F; 81 °C; 81°C(178°F)
• Density: 0.962 g/mL at 20 °C(lit.); 0.964
• Refractive Index: 1.5335; n20/D 1.533(lit.); n20/D 1.534
• Vapor Density: 4.18 (vs air)
• Organoleptic: vanilla; fishy

Safety Information

• Storage Warning: Air Sensitive; IRRITANT
• RTECS: SG8750000
• European Hazard Symbols: Corrosive (C); X
• UN Number: 2922; UN2922
• German water hazard class: 1
• Hazard Class: 8
• Packing Group: 2; II
• Risk Statements: 22-34
• Safety Statements: 26-36/37/39-45
• TSCA Listed: false; 是
• GHS Pictograms: GHS05; GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H314; H301-H314-H318-H227
• GHS Precautionary statements: P210-P301+P310-P303+P361+P353-P305+P351+P338-P405-P501A; P280-P301 + P310-P305 + P351 + P338-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2922 8/PG 2
• Storage Temperature: 2-8°C

Pharmacology Properties

• Admin Routes: Oral
• Half Life: ~5-10 minutes
• Metabolism: MAO-A, MAO-B, ALDH, DBH, CYP2D6
• Legal Status: Uncontrolled
• Gene Information: human ... AOC3(8639)mouse ... Aoc3(11754)rat ... Htr2a(29595)

Product Information

• Purity: ≥99%; ≥99.0% (GC); ≥99.5%; ≥99.5% (GC); 95+%; 98%; 99%
• Grade: analytical standard; Kosher; NI; purum
• Shelf Life: (limited shelf life, expiry date on the label)
• Purified By: glass distillation; redistillation
• Linear Formula: C6H5CH2CH2NH2

DETAILS

DrugBank - DB04325

Drug information: experimental

Sigma Aldrich - P2641

Preparation Note
再蒸馏

Sigma Aldrich - 241008

Packaging
50 mL in Sure/Seal™
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 241008.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - 128945

Packaging
1 L in glass bottle
250 mL in glass bottle

Sigma Aldrich - 407267

Packaging
100, 800 mL in Sure/Seal™

REFERENCES

• N-Acyl-derivatives are cyclized by a variety of reagents, e.g. P₂O₅, POCl₃, PCl₅, etc., to derivatives of isoquinoline, in the Bischler-Napieralski synthesis. For a review, see: Org. React., 6, 74 (1951). Similarly, imines can be cyclized to derivatives of tetrahydroisoquinoline in the Pictet-Spengler synthesis. Reviews: Org. React., 6, 151 (1951); Adv. Het. Chem., 3, 79 (1964); Heterocycles, 3, 223 (1975); 39, 903 (1994).