2-Phenylethylamine 2-Phenylethylamine

Structural formula

• Numbering system
• Physical property data
• Toxicological data
• Ecological data
• Molecular structure data
• Computing chemical data
• More
  • Properties and Stability
  • Storage method
  • Synthesis method
  • Purpose

Numbering system

CAS number:64-04-0

MDL number:MFCD00008184

EINECS number:200-574-4

RTECS number:SG8750000

BRN number:507488

PubChem ID:None

Physical property data

1. Properties: Colorless liquid, highly alkaline, capable of absorbing carbon dioxide from the air, with a fishy odor.

2. Density (g/mL, 20/4℃): 0.962

3. Relative vapor density (g/mL, air=1): 4.18

4. Melting point (ºC): -60

5. Boiling point (ºC, normal pressure): 197-200

6. Boiling point (ºC, 0.93kPa): 70- 71

7. Refractive index _(n²⁰_D): 1.533

8. Flash Point (ºC): 90

9. Specific rotation (º): Uncertain

10. Autoignition point or ignition temperature (ºC): Uncertain

11. Vapor pressure (kPa, 25ºC): Uncertain

12. Saturated vapor pressure (kPa, 60ºC): Uncertain

13. Heat of combustion (KJ/mol) : Uncertain

14. Critical temperature (ºC): Uncertain

15. Critical pressure (KPa): Uncertain

16. Oil and water (octanol /water) distribution coefficient: Uncertain

17. Explosion upper limit (%, V/V): Uncertain

18. Explosion lower limit (%, V/V) : Uncertain

19. Solubility: Easily soluble in alcohol, ether, and soluble in water

Toxicological data

Acute toxicity: Rat oral LDLo: 800 mg/kg; Rat intraperitoneal LDLo: 100 mg/kg; Rat subcutaneous injection LDLo: 450 ug/kg; Mouse intraperitoneal LD50: 175 mg/kg; Mouse subcutaneous injection LD50 : 320 ug/kg; mouse intravenous LD50: 100 mg/kg.

Ecological data

None yet

Molecular structure data

1. Molar refractive index: 39.33

2. Molar volume (cm³/mol): 125.9

3. Isotonic specific volume (90.2K ): 312.9

4. Surface tension (dyne/cm): 38.1

5. Polarizability (10^-24cm³): 15.59

Compute chemical data

1. Reference value for hydrophobic parameter calculation (XlogP): None

2. Number of hydrogen bond donors: 1

3. Number of hydrogen bond acceptors: 1

4. Number of rotatable chemical bonds: 2

5. Mutual Number of isomers: None

6. Topological molecule polar surface area 26

7. Number of heavy atoms: 9

8. Surface charge: 0

9. Complexity: 65

10. Number of isotope atoms: 0

11. Determine the number of atomic stereocenters: 0

12. The number of uncertain stereocenters of atoms: 0

13. The number of determined stereocenters of chemical bonds: 0

14. The number of uncertain stereocenters of chemical bonds: 0

15. Number of covalent bond units: 1

Properties and stability

1. Exists in oriental tobacco leaves and smoke.

Storage method

This product should be sealed and stored in a cool, dry place away from light. ​

Synthesis method

1. Prepared by pressurized catalytic hydrogenation of phenylacetonitrile. Pour liquid ammonia into phenylacetonitrile, cool and absorb it, mix it with Raney nickel, add it to the autoclave, remove the air, and pass hydrogen. React at about 10MPa at 80-120°C for 3 hours until hydrogen is no longer absorbed, cool and release the pressure, and filter. Distill the filtrate under reduced pressure and collect the 90-93°C (2kPa) fraction, which is 2-phenylethylamine. The yield is 90%. To prepare 2-phenylethylamine hydrochloride (156-28-5), take the above filtrate, adjust the pH to 3-4 with hydrochloric acid below 60°C, cool to 5°C, let stand for 8 hours, and filter to obtain . Hydrochloride is a flaky crystal. Melting point 223-224℃ (217℃).

2. Tobacco: OR, 18, 27.

Purpose

Phenylethylamine is an important pharmaceutical and dye intermediate. It is mainly used in medicine to synthesize benzylamine penicillin and hypoglycemic drugs.
Intermediate of the drug Jiangtangling, also used in other organic synthesis. Products such as glipizide can be produced using β-phenylethylamine.