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(R)-(+)-1-Phenylethylamine
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Name

(R)-(+)-1-Phenylethylamine

 EINECS 223-423-4
CAS No. 3886-69-9 Density 0.956 g/cm3
PSA 26.02000 LogP 2.40660
Solubility water: 40 g/L (20 °C) Melting Point -10 °C
Formula C8H11N Boiling Point 183 °C at 760 mmHg
Molecular Weight 121.182 Flash Point 75.8 °C
Transport Information UN 2735 8/PG 2 Appearance Colorless to light yellow liqui
Safety 26-28-36/37/39-45-27 Risk Codes 21/22-34
Molecular Structure Molecular Structure of 3886-69-9 ((R)-(+)-1-Phenylethylamine) Hazard Symbols CorrosiveC
Synonyms

D-(+)-1-Phenylethylamine;D-1-Phenylethylamine;D-a-Phenethylamine;Benzenemethanamine,a-methyl-, (R)-;(+)-(R)-1-Phenethylamine;(+)-a-Methylbenzenemethanamine;(+)-a-Phenethylamine;(1R)-1-Phenyl-1-ethanamine;(1R)-1-Phenylethylamine;(1R)-Phenylethylamine;(R)-(+)-1-Phenylethylamine;(R)-Phenethylamine;(R)-a-Aminoethylbenzene;(R)-a-Methylbenzenemethanamine;(R)-a-Phenethylamine;

Article Data 244

(R)-(+)-1-Phenylethylamine Synthetic route

67-56-1

methanol

A

358629-51-3

(S)-methyl 2-(2-oxopyrrolidin-1-yl)-2-butanoate

B

3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
Stage #1: (-)-(S)-alpha-ethyl-2-oxo-1-pyrrolidineacet-N-(+)-(R)-(1-phenylethyl)-amide With sulfonic acid type-ion exchange resin; water In toluene for 6h; not specified; Heating / reflux;
Stage #2: methanol With sulfonic acid type-ion exchange resin In water; toluene at 60℃; for 3h;		A 100%
B n/a
3756-41-0

(S)-(1-chloroethyl)benzene

3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
With ammonia at 25℃; optical yield given as %ee;100%

(S)-N-((R)-1-phenylethyl)-2,3-dihydrobenzo [b][1,4]dioxine-2-carboxamide

A

3886-69-9

(R)-1-phenyl-ethyl-amine

B

70918-54-6

(S)‐1,4‐benzodioxane‐2‐carboxylic acid

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane at 90℃;A 100%
B 100%

(R)-N-((R)-1-phenylethyl)-2,3-dihydrobenzo [b][1,4]dioxine-2-carboxamide

A

3886-69-9

(R)-1-phenyl-ethyl-amine

B

70918-53-5

(+)-(2R)-2,3-dihydro-1,4-benzodioxine-2-carboxylic acid

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane at 90℃;A 100%
B 100%
842121-02-2

C12H17NOS

3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
Stage #1: C12H17NOS With [RhCl2(p-cymene)]2; potassium tert-butylate; (1S,2R)-1-amino-2-indanol In isopropyl alcohol at 40℃; for 2h; Molecular sieve;
Stage #2: With hydrogenchloride In methanol optical yield given as %ee; stereoselective reaction;		99%

(R)-2-methyl-N-(1-phenylethyl)propane-2-sulfonamide

3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
With aluminum (III) chloride; methoxybenzene In dichloromethane at 30℃; for 2h;98.4%
With aluminum (III) chloride; methoxybenzene In dichloromethane at 20℃; for 2h; Inert atmosphere; enantioselective reaction;95%
933057-19-3

N-[(R)-(+)-1-phenylethyl]decanamide

3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
With Candida antarctica lipase B In phosphate buffer at 70℃; for 48h; pH=7;98%
36283-44-0

N-acetyl-1-phenylethylamine

3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
Stage #1: N-acetyl-1-phenylethylamine With hydrogenchloride; methanol; water at 80℃; for 15h;
Stage #2: With water; sodium hydroxide		98%

(SS,R)-N-(tert-butanesulfinyl) 1-phenylethylamine

3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
With hydrogenchloride; D-sorbitol; choline chloride In water at 25℃; for 3h;98%
98-86-2

acetophenone

3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
With Candida boidinii formate dehydrogenase; Geobacillus stearothermophilus ε‐deaminating L‐lysine dehydrogenase variant 22; nicotinamide adenine dinucleotide In aq. buffer at 50℃; for 48h; pH=8.5; Reagent/catalyst; Enzymatic reaction;97%
With glucose dehydrogenase; sodium hydroxide; D-Alanine; ATA-117 transaminase; NADH; 2,3,4,5,6-pentahydroxy-hexanal; pyridoxal 5'-phosphate; lactate dehydrogenase at 30℃; for 10h; pH=7.5; aq. phosphate buffer; Enzymatic reaction; optical yield given as %ee;96%
With Ru(2+)*2C2H3O2(1-)*C77H108O6P2; hydrogen; sodium acetate In 2,2,2-trifluoroethanol at 100℃; under 42754.3 Torr; for 24h; Autoclave; enantioselective reaction;96%

(R)-(+)-1-Phenylethylamine Chemical Properties

IUPAC Name: 1-phenylethanamine 
Empirical Formula: C8H11N
Molecular Weight: 121.1796g/mol
EINECS: 223-423-4 
Structure of Benzenemethanamine, a-methyl-, (aR)- (CAS NO.3886-69-9):

Index of Refraction: 1.533
Molar Refractivity: 39.34 cm3
Molar Volume: 126.6 cm3
Polarizability: 15.59×10-24cm3
Surface Tension: 36.5 dyne/cm
Density: 0.956 g/cm3
Flash Point: 75.8 °C
Enthalpy of Vaporization: 41.93 kJ/mol 
Melting Point: -10 °C
Boiling Point: 183 °C at 760 mmHg
Vapour Pressure: 0.788 mmHg at 25°C 
Water Solubility: 40 g/L (20 ºC)
Sensitive: Air Sensitive 
Product Categories: Benzene derivatives;chiral;Amines (Chiral);Analytical Chemistry;Asymmetric Synthesis;Chiral Building Blocks;e.e. / Absolute Configuration Determination (NMR);Enantiomer Excess & Absolute Configuration Determination;for Resolution of Acids;Optical Resolution;Synthetic Organic Chemistry;Chiral Compound;Amines;Aromatics;Chiral Reagents 
Canonical SMILES: CC(C1=CC=CC=C1)N
InChI: InChI=1S/C8H11N/c1-7(9)8-5-3-2-4-6-8/h2-7H,9H2,1H3
InChIKey: RQEUFEKYXDPUSK-UHFFFAOYSA-N

(R)-(+)-1-Phenylethylamine Toxicity Data With Reference

RTECS#: CAS# 3886-69-9: None listed
LD50/LC50: RTECS: Not available. Other: CAS 3886-69-9: supplier info (prod 15182) Oral, rat LD50: 950 mg/kg. Skin, rabbit LD50: 730 mg/kg. Inh, rat: no acute danger. 
Carcinogenicity: (R)-(+)-1-Phenylethylamine - Not listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65.
Other: The toxicological properties have not been fully investigated. Mutagenicity: Ames-test: negative. 

(R)-(+)-1-Phenylethylamine Safety Profile

Hazard Codes: CorrosiveC
Risk Statements: 21/22-34
R21/22:Harmful in contact with skin and if swallowed. 
R34:Causes burns.
Safety Statements: 26-28-36/37/39-45-27 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S28:After contact with skin, wash immediately with plenty of soap-suds. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S27:Take off immediately all contaminated clothing.
RIDADR: UN 2735 8/PG 2
WGK Germany: 3
F: 3-10-23-34
HazardClass: 8
PackingGroup: III
HS Code: 29214980

(R)-(+)-1-Phenylethylamine Specification

 Benzenemethanamine, a-methyl-, (aR)- , its cas register number is 3886-69-9. It also can be called (+/-)-alpha-Methylbenzylamine ; (R,S)-(+/-)-1-Phenylethylamine ; alpha.-Methylbenzylamine ; alpha.-Phenylethylamine ; 1-Phenylethanamin ; 1-Phenylethanamine ; (R)-alpha-Methylbenzenemethanamine .
 Benzenemethanamine, a-methyl-, (aR)- (CAS NO.3886-69-9) is a colorless to light yellow liquid.

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