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Cas Database |
| Name |
(S)-(+)-2-Phenylglycinol |
EINECS | 260-287-5 |
| CAS No. | 20989-17-7 | Density | 1.104 g/cm3 |
| PSA | 46.25000 | LogP | 1.37900 |
| Solubility | Soluble in chloroform, dimethylsulfoxide and methanol. Limited solubility in water. | Melting Point |
76-79 °C |
| Formula | C8H11NO | Boiling Point | 261 °C at 760 mmHg |
| Molecular Weight | 137.181 | Flash Point | 125.3 °C |
| Transport Information | N/A | Appearance | white to light yellow crystal powder |
| Safety | 22-24/25-45-36/37/39-26 | Risk Codes | 34-36/37/38-23/24/25 |
| Molecular Structure |
|
Hazard Symbols |
 C,  T
|
| Synonyms |
S(+)-2-phenylglycinol;Benzeneethanol, beta-amino-, (S)-;(2S)-2-amino-2-phenyl-ethanol;L-phenylglycinol;(S)-(+)-2-Amino-2-phenylethanol;L-(+)-alpha-Phenylglycinol;L-2-Phenylglycinol;(S)-(+)-2-Pheny;(S)-(+)-Phenylglycinol;(S)-(-)-2-Phenylalanine;(S)-2-Phenylglycinol;L-(+)-2-Phenylglycinol;(S)-Phenylglycinol;(S)-2-Phenylglycinol hydrochloride; |
Article Data | 156 |
(S)-(+)-2-Phenylglycinol Synthetic route
- 118958-06-8
N-<(2R,4E)-2-Methyl-4-hexenoyl>-S-phenylglycinol
A
- 20989-17-7
(2S)-2-phenylglycinol
B
- 93553-73-2
(2R,4E)-2-Methyl-4-hexenoic acid
| Conditions | Yield |
|---|---|
| With sulfuric acid In 1,4-dioxane at 70 - 80℃; for 3h; | A 92% B 99% |
- 2935-35-5
(S)-2-phenylglycine
- 20989-17-7
(2S)-2-phenylglycinol
| Conditions | Yield |
|---|---|
| With lithium aluminium tetrahydride In tetrahydrofuran Heating; | 97% |
| With lithium aluminium tetrahydride In tetrahydrofuran Heating; | 97% |
| With lithium aluminium tetrahydride In tetrahydrofuran Heating; | 95% |
- 117049-14-6
tert-butyl N-[(1S)-2-hydroxy-1-phenylethyl]carbamate
- 20989-17-7
(2S)-2-phenylglycinol
| Conditions | Yield |
|---|---|
| In acetonitrile at 300℃; under 75007.5 Torr; | 93% |
- 6591-61-3, 24461-61-8, 26682-99-5, 37760-98-8
(S)-Phenylglycine methyl ester
- 20989-17-7
(2S)-2-phenylglycinol
| Conditions | Yield |
|---|---|
| With lithium aluminium tetrahydride In tetrahydrofuran for 1.5h; Reflux; | 88% |
| With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 1.5h; Reflux; | 88% |
| Stage #1: (S)-Phenylglycine methyl ester With sodium tetrahydroborate In tetrahydrofuran at 65℃; for 0.25h; Stage #2: With methanol In tetrahydrofuran at 65℃; stereospecific reaction; | 73% |
| With sodium tetrahydroborate In methanol at 20℃; for 1h; | |
| With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 1h; Cooling with ice; Inert atmosphere; |
- 99395-88-7
(S)-4-phenyl-2-oxazolidinone
- 20989-17-7
(2S)-2-phenylglycinol
| Conditions | Yield |
|---|---|
| With 3-azapentane-1,5-diamine at 140℃; for 18h; | 85% |
- 15028-39-4
L-2-phenylglycine methyl ester hydrochloride
- 20989-17-7
(2S)-2-phenylglycinol
| Conditions | Yield |
|---|---|
| With sodium tetrahydroborate In ethanol 1) RT, 9h, b) 5.5h, reflux, c) RT, 8h; | 83% |
| With sodium tetrahydroborate In ethanol; water for 5.5h; Heating; | |
| Stage #1: L-2-phenylglycine methyl ester hydrochloride With triethylamine In methanol; diethyl ether at -10℃; for 1h; Stage #2: With sodium tetrahydroborate In methanol at 0 - 20℃; | 4.4 g |
- 217650-36-7
N-(2-methoxymethoxy-1-phenyl-ethyl)-acetamide
- 20989-17-7
(2S)-2-phenylglycinol
| Conditions | Yield |
|---|---|
| In methanol Hydrolysis; Acid hydrolysis; | 81% |
- 130406-31-4
benzyl (S)-(2-hydroxy-1-phenylethyl)carbamate
- 20989-17-7
(2S)-2-phenylglycinol
| Conditions | Yield |
|---|---|
| With hydrogen; palladium dihydroxide In methanol for 0.25h; | 80% |
A
- 56613-80-0
(R)-Phenylglycinol
B
- 20989-17-7
(2S)-2-phenylglycinol
| Conditions | Yield |
|---|---|
| With hydrogenchloride; (S)-(+)-3,3′-bis(3,5-bis(trifluoromethyl)phenyl)-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate In dichloromethane; water at 21.84℃; pH=2.32; Centrifugal contactor separators; Resolution of racemate; optical yield given as %ee; | A n/a B 36% |
| With chiral stationary phase including isopropyl-functionalized CF6 In methanol; acetic acid; triethylamine; acetonitrile at 20℃; Purification / work up; | |
| With 3,3'-bis[3,5-bis(trifluoromethyl)phenyl]-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate In tetrachloromethane at 6℃; pH=3; aq. buffer; enantioselective reaction; |
- 2935-35-5
(S)-2-phenylglycine
B
- 20989-17-7
(2S)-2-phenylglycinol
| Conditions | Yield |
|---|---|
| Stage #1: (S)-2-phenylglycine With sodium tetrahydroborate; sulfuric acid In tetrahydrofuran; diethyl ether at 0 - 20℃; for 20h; Inert atmosphere; Stage #2: With hydrogenchloride In water at 20℃; for 2h; | A 27% B 33% |
(S)-(+)-2-Phenylglycinol Chemical Properties
Molecular Structure of (S)-(+)-2-Phenylglycinol (CAS NO.20989-17-7):
.png)
IUPAC Name: (2S)-2-amino-2-phenylethanol
Empirical Formula: C8H11NO
Molecular Weight: 137.179
H bond acceptors: 2
H bond donors: 3
Freely Rotating Bonds: 4
Polar Surface Area: 12.47 Å2
Index of Refraction: 1.572
Molar Refractivity: 40.87 cm3
Molar Volume: 124.1 cm3
Surface Tension: 48.8 dyne/cm
Density: 1.104 g/cm3
Flash Point: 125.3 °C
Enthalpy of Vaporization: 52.69 kJ/mol
Boiling Point: 261 °C at 760 mmHg
Vapour Pressure: 0.00601 mmHg at 25°C
Melting point: 76-79 °C
Storage temp: Store at 0-5°C
Sensitive: Air Sensitive
InChI
InChI=1/C8H11NO/c9-8(6-10)7-4-2-1-3-5-7/h1-5,8,10H,6,9H2/t8-/m1/s1
Smiles
c1(ccccc1)[C@@H](CO)N
Handling: Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Use only in a chemical fume hood.
Storage: Store in a cool, dry place. Store in a tightly closed container. Corrosives area. Store under nitrogen.
Product Categories: Pharmaceutical Intermediates; Alcohols and Derivatives; chiral; Chiral Reagent; Phenylglycine [Phg]; Amino Acids 13C, 2H, 15N; Amino Alcohols (Chiral); Asymmetric Synthesis; Chiral Building Blocks; Synthetic Organic Chemistry; Amino alcohols; Amino Acids & Derivatives
(S)-(+)-2-Phenylglycinol Safety Profile
Risk Statements: 34-36/37/38-23/24/25
R34:Causes burns.
R36/37/38:Irritating to eyes, respiratory system and skin.
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.
Safety Statements: 22-24/25-45-36/37/39-26
S22:Do not breathe dust.
S24/25:Avoid contact with skin and eyes.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
Hazard Codes: 
C,
T
WGK Germany: 3
F: 2-10
(S)-(+)-2-Phenylglycinol Specification
(S)-(+)-2-Phenylglycinol , with CAS number of 20989-17-7, can be called (R)/(S)-Phenylglycinol ; 2-Amino-2-pheynlethanol ; Benzeneethanol, beta-amino-, (S)- ; (2S)-2-amino-2-phenyl-ethanol ; (S)-(+)-2-Amino-2-phenylethanol ; (S)-(+)-2-Pheny ; S-(+)-2-Phenylglycinol (>=99%) ; (S)-(-)-2-Phenylalanine ; L-(+)-2-Phenylglycinol ; (S)-(+)-2-Amino-2-Phenylethanol; (S)-(+)-2- . It is a white to light yellow crystal powde.
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