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Cas Database |
| Name |
2-Phenylethylamine hydrochloride |
EINECS | 205-849-2 |
| CAS No. | 156-28-5 | Density | N/A |
| PSA | 26.02000 | LogP | 2.69010 |
| Solubility | N/A | Melting Point |
220-222 °C(lit.) |
| Formula | C8H12ClN | Boiling Point | 196.5 °C at 760 mmHg |
| Molecular Weight | 157.643 | Flash Point | 90.6 °C |
| Transport Information | UN 2811 | Appearance | N/A |
| Safety | 26-36 | Risk Codes | 22-36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xn,  Xi
|
| Synonyms |
Benzeneethanamine,hydrochloride (9CI);Phenethylamine, hydrochloride (8CI);2-Phenethylaminehydrochloride;2-Phenethylammonium chloride;Benzeneethanamine,hydrochloride (1:1);2-Phenylethylammonium chloride;Phenethylammonium chloride;b-Phenethylamine hydrochloride;b-Phenylethylamine hydrochloride; |
Article Data | 56 |
2-Phenylethylamine hydrochloride Synthetic route
| Conditions | Yield |
|---|---|
| With hydrogenchloride; hydrogen In propan-1-ol; water at 60℃; under 375.038 Torr; for 18h; Flow reactor; | 100% |
| Stage #1: phenylacetonitrile With water; palladium diacetate; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In dichloromethane at 25℃; for 12h; Sealed tube; Inert atmosphere; Stage #2: With hydrogenchloride In water chemoselective reaction; | 99% |
| Stage #1: phenylacetonitrile With ammonium hydroxide; hydrogen; cobalt(II) diacetate tetrahydrate; zinc trifluoromethanesulfonate; zinc In methanol at 120℃; under 30003 Torr; for 15h; Sealed tube; Autoclave; Stage #2: With hydrogenchloride In diethyl ether | 96% |
| Conditions | Yield |
|---|---|
| Stage #1: phenethyl azide With triphenylphosphine at 110℃; for 20h; Staudinger Azide Reduction; Green chemistry; Stage #2: With hydrogenchloride In 1,4-dioxane; diethyl ether Green chemistry; | 97% |
| Stage #1: phenethyl azide With 1,3-diphenyl-disiloxane; triphenylphosphine at 20℃; for 24h; Staudinger Azide Reduction; Stage #2: With water Stage #3: With hydrogenchloride In 1,4-dioxane chemoselective reaction; | 90% |
| Multi-step reaction with 2 steps 1: benzene / Ambient temperature 2: HCl / benzene / 2 h / Ambient temperature View Scheme |
| Conditions | Yield |
|---|---|
| With hydrogenchloride In methanol | 90% |
| With hydrogenchloride In water | |
| With hydrogenchloride In methanol; diethyl ether at 20℃; Inert atmosphere; | |
| With hydrogenchloride In water at 20℃; | 68.6 mg |
| Conditions | Yield |
|---|---|
| Stage #1: 2-Phenylnitroethane With C36H56Cl3CrN2O; magnesium; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In tetrahydrofuran at 60℃; for 24h; Inert atmosphere; Schlenk technique; Stage #2: With hydrogenchloride In tetrahydrofuran; water; ethyl acetate at 20℃; | 83% |
| Conditions | Yield |
|---|---|
| Stage #1: 3-phenylpropionamide With tetrafluoroboric acid; iodobenzene; 3-chloro-benzenecarboperoxoic acid In dichloromethane; water at 25℃; for 48h; Hofmann rearrangement; Inert atmosphere; Stage #2: With hydrogenchloride In dichloromethane; water Inert atmosphere; | 82% |
| With hydrogenchloride; formic acid; iodosylbenzene 1.) CH3CN, H2O, 15 h, room temp.; Yield given. Multistep reaction; |
| Conditions | Yield |
|---|---|
| Stage #1: 1-phenethyl-3,4-diphenyl-1H-pyrrole-2,5-dione With potassium hydroxide In ethanol; water at 102℃; for 0.133333h; Microwave irradiation; Green chemistry; Stage #2: With hydrogenchloride In ethanol; water pH=4; Temperature; Green chemistry; | A n/a B 82% |
| Conditions | Yield |
|---|---|
| Stage #1: L-phenylalanine With (R)-Carvone In propan-1-ol at 190℃; under 11251.1 Torr; for 0.0833333h; Sealed tube; Stage #2: With hydrogenchloride In propan-1-ol; water at 190℃; for 0.0833333h; | 78% |
| Multi-step reaction with 2 steps 1: propan-1-ol / 20 - 190 °C / Green chemistry 2: hydrogenchloride / propan-1-ol / 0.08 h / 190 °C / Green chemistry View Scheme |
- 156-28-5
2-phenylethylamine hydrochloride
| Conditions | Yield |
|---|---|
| With hydrogenchloride In propan-1-ol at 190℃; for 0.0833333h; Temperature; Green chemistry; | 78% |
- 3278-14-6
N-phenethylbenzamide
- 925-90-6
ethylmagnesium bromide
A
- 156-28-5
2-phenylethylamine hydrochloride
B
- 93-55-0
1-phenyl-propan-1-one
| Conditions | Yield |
|---|---|
| Stage #1: N-phenethylbenzamide With 2-fluoropyridine; trifluoromethylsulfonic anhydride In dichloromethane at 0℃; for 0.5h; Stage #2: ethylmagnesium bromide With cerium(III) chloride In tetrahydrofuran; dichloromethane at -78℃; for 2h; Stage #3: With hydrogenchloride In ethyl acetate | A 76% B n/a |
| Conditions | Yield |
|---|---|
| Stage #1: Benzeneacetamide With [(aNHC)KN(SiMe3)2]2; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In toluene at 40℃; for 12h; Inert atmosphere; Glovebox; Schlenk technique; Stage #2: With water; sodium hydroxide In diethyl ether; toluene at 40℃; for 1h; Inert atmosphere; Glovebox; Schlenk technique; Stage #3: With hydrogenchloride In diethyl ether; water Inert atmosphere; Glovebox; Schlenk technique; | 75% |
| Stage #1: Benzeneacetamide With triethyl borane; phenylsilane; potassium acetate In tetrahydrofuran; tert-butyl methyl ether at 120℃; Inert atmosphere; Schlenk technique; Sealed tube; Stage #2: With hydrogenchloride In ethyl acetate at 20℃; for 8h; Inert atmosphere; chemoselective reaction; | 54% |
| Stage #1: Benzeneacetamide With triethyl borane; phenylsilane; potassium acetate In tert-butyl methyl ether at 120℃; Inert atmosphere; Glovebox; Schlenk technique; Sealed tube; Stage #2: With hydrogenchloride In ethyl acetate at 20℃; for 8h; Inert atmosphere; Schlenk technique; Glovebox; Sealed tube; | 54% |
| Multi-step reaction with 2 steps 1: lithium 2,6-di-tert-butylphenolate / neat (no solvent) / 18 h / 60 °C / Inert atmosphere; Glovebox; Schlenk technique 2: sodium hydroxide / water; diethyl ether / 1 h View Scheme |
2-Phenylethylamine hydrochloride Chemical Properties
The molecular structure of 2-Phenylethylamine hydrochloride (CAS NO.156-28-5):
.gif)
IUPAC Name: 2-Phenylethanamine hydrochloride
Molecular Weight: 157.64058 g/mol
Molecular Formula: C8H12ClN
Melting Point: 220-222 °C(lit.)
Flash Point: 90.6 °C
Enthalpy of Vaporization: 43.27 kJ/mol
Boiling Point: 196.5 °C at 760 mmHg
Vapour Pressure: 0.398 mmHg at 25 °C
H-Bond Donor: 2
H-Bond Acceptor: 1
Rotatable Bond Count: 2
Exact Mass: 157.065827
MonoIsotopic Mass: 157.065827
Topological Polar Surface Area: 26
Heavy Atom Count: 10
Canonical SMILES: C1=CC=C(C=C1)CCN.Cl
InChI: InChI=1S/C8H11N.ClH/c9-7-6-8-4-2-1-3-5-8;/h1-5H,6-7,9H2;1H
InChIKey: SKHIBNDAFWIOPB-UHFFFAOYSA-N
EINECS: 205-849-2
Classification Code: Drug / Therapeutic Agent; Human Data; Skin / Eye Irritant
2-Phenylethylamine hydrochloride Toxicity Data With Reference
| 1. | eye-man 50 mg SEV | AIMDAP Archives of Internal Medicine. 39 (1927),404. | ||
| 2. | orl-hmn TDLo:714 mg/kg:CVS | AIMDAP Archives of Internal Medicine. 39 (1927),404. | ||
| 3. | orl-hmn TDLo:45 mg/kg:CNS | KLWOAZ Klinische Wochenscrift. 17 (1938),1580. | ||
| 4. | scu-rat LDLo:160 mg/kg | JPETAB Journal of Pharmacology and Experimental Therapeutics. 71 (1941),62. | ||
| 5. | scu-mus LD50:470 mg/kg | JPPMAB Journal of Pharmacy and Pharmacology. 15 (1963),472. | ||
| 6. | ivn-rbt LDLo:50 mg/kg | JPETAB Journal of Pharmacology and Experimental Therapeutics. 36 (1929),363. | ||
| 7. | skn-gpg LDLo:200 mg/kg | JPETAB Journal of Pharmacology and Experimental Therapeutics. 32 (1927),121. |
2-Phenylethylamine hydrochloride Consensus Reports
Reported in EPA TSCA Inventory.
2-Phenylethylamine hydrochloride Safety Profile
Hazard Codes: 
Xn, 
Xi
Risk Statements: 22-36/37/38
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
RIDADR: 2811
WGK Germany: 3
RTECS: SH7175000
HazardClass: 6.1(b)
PackingGroup: III
Poison by skin contact, subcutaneous, and intravenous routes. A human eye irritant. A skin irritant and possible sensitizer. Human systemic effects by ingestion: blood pressure lowering, anorexia. When heated to decomposition it emits very toxic fumes of NOx and HCl.
2-Phenylethylamine hydrochloride Specification
2-Phenylethylamine hydrochloride (CAS NO.156-28-5) is also named as 1-Phenyl-2-aminoethane hydrochloride ; Benzeneethanamine hydrochloride ; NSC 138569 ; Phenethylammonium chloride ; UNII-VOF61XW69D ; USAF EL-76 ; beta-Phenethylamine hydrochloride ; beta-Phenylathylaminhydrochlorid ; beta-Phenylathylaminhydrochlorid [German] ; beta-Phenylethylamine hydrochloride .
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