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106268-95-5

106268-95-5 Structure

106268-95-5 Structure
IdentificationBack 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 PropertiesBack 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 DataBack 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 InformationBack 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.]
Spectrum DetailBack Directory
[Spectrum Detail]

(2R)-(-)-GLYCIDYL 4-NITROBENZOATE(106268-95-5)1HNMR
(2R)-(-)-GLYCIDYL 4-NITROBENZOATE(106268-95-5)Raman
(2R)-(-)-GLYCIDYL 4-NITROBENZOATE(106268-95-5)IR
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