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(R)-(+)-Mandelonitrile

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Name

(R)-(+)-Mandelonitrile

EINECS 208-532-7
CAS No. 10020-96-9 Density 1.169 g/cm3
PSA 44.02000 LogP 1.24358
Solubility Slightly soluble in water. Melting Point 28-30 °C(lit.)
Formula C8H7NO Boiling Point 282.696 °C at 760 mmHg
Molecular Weight 133.15 Flash Point 97.222 °C
Transport Information UN 2811 6.1/PG 3 Appearance N/A
Safety 22-26-36/37/39-45 Risk Codes 23/24/25-36/37/38-41
Molecular Structure Molecular Structure of 10020-96-9 ((R)-(+)-ALPHA-HYDROXYBENZENE-ACETONITRILE) Hazard Symbols ToxicT
Synonyms

Benzeneacetonitrile,a-hydroxy-, (R)-;Mandelonitrile,(+)- (8CI);(+)-(aR)-a-Hydroxybenzeneacetonitrile;(+)-Mandelonitrile;(+)-a-Mandelonitrile;(R)-(+)-2-Hydroxy-2-(phenyl)acetonitrile;(R)-Hydroxy(phenyl)acetonitrile;(R)-Mandelonitrile;(R)-a-Cyanobenzyl alcohol;

Article Data 160

(R)-(+)-Mandelonitrile Specification

The CAS registry number of Benzeneacetonitrile, a-hydroxy-, (aR)- is 10020-96-9. The systematic name is (2R)-hydroxy(phenyl)ethanenitrile. In addition, the molecular formula is C8H7NO and the molecular weight is 133.15. What's more, it should be stored in a cool and dry place.

Physical properties about this chemical are: (1)ACD/LogP: 0.82; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1; (4)ACD/LogD (pH 7.4): 1; (5)ACD/BCF (pH 5.5): 2; (6)ACD/BCF (pH 7.4): 2; (7)ACD/KOC (pH 5.5): 67; (8)ACD/KOC (pH 7.4): 67; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 44.02 Å2; (13)Index of Refraction: 1.568; (14)Molar Refractivity: 37.253 cm3; (15)Molar Volume: 113.888 cm3; (16)Polarizability: 14.768 ×10-24cm3; (17)Surface Tension: 53.186 dyne/cm; (18)Density: 1.169 g/cm3; (19)Flash Point: 97.222 °C; (20)Enthalpy of Vaporization: 55.089 kJ/mol; (21)Boiling Point: 282.696 °C at 760 mmHg; (22)Vapour Pressure: 0.002 mmHg at 25°C.

Preparation of Benzeneacetonitrile, a-hydroxy-, (aR)-: it can be prepared by benzaldehyde and hydrogen cyanide. This reaction will need reagent PVAL-entrapped (R)-oxynitrilase and solvents diisopropyl ether and H2O. And the pH value of the reaction solution is 4.5. The reaction time is 2 hours at reaction temperature of 20 °C. The yield is about 84%.

Benzeneacetonitrile, a-hydroxy-, (aR)- can be prepared by benzaldehyde and hydrogen cyanide

Uses of Benzeneacetonitrile, a-hydroxy-, (aR)-: it can be used to get (R)-hydroxy-phenyl-acetic acid. This reaction will need reagent conc. HCl. The reaction should react at room temperature for 18 hours. Then it should react at temperature of 60 °C for 18 hours. And The reaction should reflux for 2 hours. The yield is about 82%.

Benzeneacetonitrile, a-hydroxy-, (aR)- can be used to get (R)-hydroxy-phenyl-acetic acid

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. It may has risk of serious damage to eyes. And it is toxic by inhalation, in contact with skin and if swallowed. During using it, wear suitable protective clothing, gloves and eye/face protection. You should not breathe dust. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. And in case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.).

You can still convert the following datas into molecular structure:
(1)SMILES: c1ccc(cc1)[C@H](C#N)O
(2)InChI: InChI=1/C8H7NO/c9-6-8(10)7-4-2-1-3-5-7/h1-5,8,10H/t8-/m0/s1
(3)InChIKey: NNICRUQPODTGRU-QMMMGPOBBX

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