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2627-86-3

Basic Information
CAS No.: 2627-86-3
Name: Benzenemethanamine, a-methyl-, (aS)-
Article Data: 257
Cas Database
Molecular Structure:
Molecular Structure of 2627-86-3 (Benzenemethanamine, a-methyl-, (aS)-)
Formula: C8H11N
Molecular Weight: 121.182
Synonyms: Benzenemethanamine,a-methyl-, (S)-;(-)-((S)-a-Methylbenzyl)amine;(-)-1-Phenethylamine;(-)-a-Methylbenzenemethanamine;(1S)-1-Phenylethanamine;(S)-(-)-a-Methylbenzylamine;(S)-1-Amino-1-phenylethane;(S)-1-Phenethylamine;(S)-1-Phenyl-1-ethanamine;(S)-Phenethylamine;(S)-a-Methylbenzenemethanamine;(S)-a-Phenylethylamine;D-(-)-(a-Phenylethyl)amine;L-(-)-a-Methylbenzylamine;L-1-Amino-ethylbenzene;L-a-Methylbenzylamine;(S)-(-)-α-Methylbenzylamine;L-1-Phenylethylamine;
EINECS: 220-098-0
Density: 0.956 g/cm3
Melting Point: -10 °C
Boiling Point: 183 °C at 760 mmHg
Flash Point: 75.8 °C
Solubility: slightly soluble in water
Appearance: Colorless to light yellow liquid
Hazard Symbols: CorrosiveC,IrritantXi
Risk Codes: 21/22-34-35
Safety: 26-28-36/37/39-45-28A-27
Transport Information: UN 2922 8/PG 2
PSA: 26.02000
LogP: 2.40660
Synthetic route
874291-45-9

(S)-2-methyl-N-(1-phenylethylidene)propane-2-sulfinamide

2627-86-3

(S)-1-phenyl-ethylamine

Conditions
ConditionsYield
Stage #1: (S)-2-methyl-N-(1-phenylethylidene)propane-2-sulfinamide With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; potassium tert-butylate; 2-Amino-2-methyl-1-propanol In isopropyl alcohol at 50℃; for 2h; Molecular sieve;
Stage #2: With hydrogenchloride In methanol optical yield given as %ee; diastereoselective reaction;
96%
Stage #1: (S)-2-methyl-N-(1-phenylethylidene)propane-2-sulfinamide With [RhCl2(p-cymene)]2; potassium tert-butylate; 2-Amino-2-methyl-1-propanol; isopropyl alcohol at 50℃; for 0.5h; Inert atmosphere; Microwave irradiation; Molecular sieve;
Stage #2: With hydrogenchloride In methanol at 20℃; Inert atmosphere; enantioselective reaction;
96%
Multi-step reaction with 2 steps
1: [RhCl2(p-cymene)]2; potassium tert-butylate; 2-Amino-2-methyl-1-propanol; isopropyl alcohol / 2 h / 50 °C / Inert atmosphere; Molecular sieve
2: hydrogenchloride / methanol / 20 °C
View Scheme
98-86-2

acetophenone

2627-86-3

(S)-1-phenyl-ethylamine

Conditions
ConditionsYield
With formate dehydrogenase; Arthrobacter citreus S9 ω-transaminase; ATA-113 ω-transaminase; sodium formate; isopropylamine; NADH; yeast alcohol dehydrogenase pH=7; aq. phosphate buffer; Enzymatic reaction; optical yield given as %ee;99%
Stage #1: acetophenone With Ru(2+)*2C2H3O2(1-)*C77H108O6P2; ammonium acetate; hydrogen In 2,2,2-trifluoroethanol at 80℃; under 53203.6 Torr; for 24h; Inert atmosphere; Autoclave;
Stage #2: With hydrogenchloride In 2,2,2-trifluoroethanol; water at 80℃; for 6h; Reagent/catalyst; Temperature; Pressure; enantioselective reaction;
98%
With glucose dehydrogenase; sodium hydroxide; L-alanin; ATA-103 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%
98-86-2

acetophenone

A

2627-86-3

(S)-1-phenyl-ethylamine

B

3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
Stage #1: acetophenone With [((R)-tol-binap)RuCl2(DMF)x]; ammonia; ammonium formate In methanol at 85℃; for 20h; Leuckart-Wallach reaction;
Stage #2: With hydrogenchloride In ethanol for 1h; Heating; Title compound not separated from byproducts;
Stage #1: acetophenone With ammonium acetate; sodium cyanoborohydride In methanol at 20℃; reductive amination;
Stage #2: racemate resolution; Further stages.;
With ammonia; ammonium formate In methanol optical yield given as %ee;
15754-20-8

(E)-acetophenone O-methyloxime

2627-86-3

(S)-1-phenyl-ethylamine

Conditions
ConditionsYield
With borane-THF; 1-[([1,3,2]dioxaborolan-2-yloxy)-diphenyl-methyl]-2-methylpropylamine In 1,4-dioxane at 0℃; Product distribution / selectivity;85%
With borane-THF; (1S,2R)-1-amino-2-indanol In tetrahydrofuran at -20 - 70℃; Reduction;
With dimethylsulfide borane complex; enantiopure spiroborate ester In tetrahydrofuran at 25℃; for 36h;
937371-88-5

(E)-acetophenone O-(2-nitrobenzyl) oxime

2627-86-3

(S)-1-phenyl-ethylamine

Conditions
ConditionsYield
With borane-THF; 1-[([1,3,2]dioxaborolan-2-yloxy)-diphenyl-methyl]-2-methylpropylamine In 1,4-dioxane at 0℃; Product distribution / selectivity;95%
With dimethylsulfide borane complex; enantiopure spiroborate ester In tetrahydrofuran at 25℃; for 36h;
17279-30-0

(S)-(-)-α-methylbenzylamine hydrochloride

2627-86-3

(S)-1-phenyl-ethylamine

Conditions
ConditionsYield
With sodium hydroxide In dichloromethane97.4%
With sodium hydroxide In water Large scale;

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

2627-86-3

(S)-1-phenyl-ethylamine

Conditions
ConditionsYield
With hydrogenchloride; D-sorbitol; choline chloride In water at 25℃; for 3h;98%
Stage #1: (SS,S)-N-(tert-butanesulfinyl) 1-phenylethylamine With thionyl chloride In methanol at 20℃; Inert atmosphere;
Stage #2: With hydrogenchloride In water Inert atmosphere;
Stage #3: With ammonia; ammonium chloride In water Inert atmosphere; optical yield given as %ee; enantioselective reaction;
Stage #1: (SS,S)-N-(tert-butanesulfinyl) 1-phenylethylamine With hydrogenchloride In methanol at 20℃;
Stage #2: With ammonia; ammonium chloride In water
937371-86-3

(E)-acetophenone O-(4-methoxybenzyl) oxime

2627-86-3

(S)-1-phenyl-ethylamine

Conditions
ConditionsYield
With borane-THF; 1-[([1,3,2]dioxaborolan-2-yloxy)-diphenyl-methyl]-2-methylpropylamine In 1,4-dioxane at 0℃; Product distribution / selectivity;70%
With dimethylsulfide borane complex; enantiopure spiroborate ester In tetrahydrofuran at 25℃; for 36h;
3480-59-9, 4108-58-1, 20826-48-6, 28623-68-9

(S)-N-(1-phenylethyl)benzamide

2627-86-3

(S)-1-phenyl-ethylamine

Conditions
ConditionsYield
With ammonium bromide; ethylenediamine at 80℃; for 10h; Reagent/catalyst; Microwave irradiation;93%
937371-87-4

(E)-acetophenone O-(4-trifluoromethyl benzyl) oxime

2627-86-3

(S)-1-phenyl-ethylamine

Conditions
ConditionsYield
With borane-THF; 1-[([1,3,2]dioxaborolan-2-yloxy)-diphenyl-methyl]-2-methylpropylamine In 1,4-dioxane at 0℃; Product distribution / selectivity;60%
With dimethylsulfide borane complex; enantiopure spiroborate ester In tetrahydrofuran at 25℃; for 36h;
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    2627-86-3

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    2627-86-3

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    2627-86-3

    Benzenemethanamine, a-methyl-, (aS)- 2627-86-3

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    2627-86-3

    L-1-Phenylethylamine

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    Product Name: L-1-Phenylethylamine Synonyms: (-)-alpha-Phenethylamine;(S)-alpha-Methylbenzenemethanamine;Tetra-SodiumPyrophosph;(1S)-(-)-1-Phenylethylamine 99%;(s)-benzenemethanamin;(S)-1-Amino-1-phenylethane;(S)-(-)-ALPHA-METHYLBENZYLAMINE;S-

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  • Casno:

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Specification

(S)-(-)-1-Phenylethylamine, has the Synonyms of Benzenemethanamine, a-methyl-, (aS)-; (S)-alpha-Methylbenzenemethanamine; EINECS 220-098-0; L-alpha-Methylbenzylamine. with the CAS NO.2627-86-3, it belongs to the ProductCategories of chiral; Amines (Chiral); Analytical Chemistry; Asymmetric Synthesis; Chiral Building Blocks; Chiral Compound; Amines; Aromatics; Chiral Reagents. (S)-(-)-1-Phenylethylamine is used as food flavors.

Physical properties about (S)-(-)-1-Phenylethylamine are: (1)ACD/LogP: 1.718; (2)ACD/LogD (pH 5.5): -1.25; (3)ACD/LogD (pH 7.4): 0.08; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 1.00; (7)ACD/KOC (pH 7.4): 4.75; (8)#H bond acceptors: 1; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 2; (11)Index of Refraction: 1.533; (12)Molar Refractivity: 39.34 cm3; (13)Molar Volume: 126.677 cm3; (14)Polarizability: 15.596 10-24cm3; (15)Surface Tension: 36.5950012207031 dyne/cm; (16)Density: 0.957 g/cm3; (17)Flash Point: 75.803 °C; (18)Enthalpy of Vaporization: 41.925 kJ/mol; (19)Boiling Point: 183.007 °C at 760 mmHg; (20)Vapour Pressure: 0.787999987602234 mmHg at 25°C

When you are using this chemical, please be cautious about it as the following:
1. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;
2. After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer);
3. Wear suitable protective clothing, gloves and eye/face protection;
4. In case of accident or if you feel unwell, seek medical advice immediately (show label where possible);
5. Take off immediately all contaminated clothing;

You can still convert the following datas into molecular structure:
(1)InChI=1S/C8H11N/c1-7(9)8-5-3-2-4-6-8/h2-7H,9H2,1H3/t7-/m0/s1;
(2)InChIKey=RQEUFEKYXDPUSK-ZETCQYMHSA-N;
(3)SmilesN[C@H](c1ccccc1)C