| Identification | Back Directory | [Name]
(2R)-(-)-GLYCIDYL 4-NITROBENZOATE | [CAS]
106268-95-5 | [Synonyms]
GLYCIDYL4-NITROBENZOATE (R)-(-)-GLYCIDYL-4-NITROBENZOATE (2R)-(-)-GLYCIDYL 4-NITROBENZOATE 4-nitrobenzoate,(r)-oxiranemethano (R)-(-)-Oxirane-2-methanol 4-nitrobenzoate (2r)-(-)-(2,3-epoxypropylester)-4-nitrobenzoate (R)-(-)-Glycidyl 4-nitrobenzoate, (R)-(-)-Oxirane-2-methanol 4-nitrobenzoate | [Molecular Formula]
C10H9NO5 | [MDL Number]
MFCD00010835 | [MOL File]
106268-95-5.mol | [Molecular Weight]
223.18 |
| Chemical Properties | Back Directory | [Melting point ]
60-62 °C
| [storage temp. ]
2-8°C
| [form ]
solid | [Optical Rotation]
[α]19/D 37°, c = 1.08 in chloroform | [BRN ]
5278590 | [InChI]
1S/C10H9NO5/c12-10(16-6-9-5-15-9)7-1-3-8(4-2-7)11(13)14/h1-4,9H,5-6H2/t9-/m1/s1 | [InChIKey]
MUWIANZPEBMVHH-SECBINFHSA-N | [SMILES]
[O-][N+](=O)c1ccc(cc1)C(=O)OC[C@H]2CO2 |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
36/37/38 | [Safety Statements ]
26-36 | [WGK Germany ]
3
| [RTECS ]
RR0511000
| [F ]
10-21 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
| Hazard Information | Back Directory | [Uses]
(2R)-(?)-Glycidyl 4-nitrobenzoate can be used as a starting material in the total synthesis of leukotriene B4. | [Purification Methods]
Purify glycidol by fractional distillation.The 4-nitrobenzoates have m 56o (±); m 60-62o, [] D20 -37.9o (c 3.38 CHCl3) for R-(-)-isomer [106268-95-5];m 60-62o, [] D20 +38o (c 1 CHCl3) for the S-(+)-isomer [115459-65-9] and are recrystallised from Et2O or Et2O/pet ether (b 40-60o) [S-isomer: Burgos et al. J Org Chem 52 4973 1987, Sowden & Fischer J Am Chem Soc 64 1291 1942.] [Beilstein 17 I 50, 17 III/IV 985, 17/3 V 9.] |
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