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Benzyl 4-nitrophenyl carbonate

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Benzyl 4-nitrophenyl carbonate Basic information
Product Name:Benzyl 4-nitrophenyl carbonate
Synonyms:carbonicacid,4-nitrophenylphenylmethylester;CARBONIC ACID BENZYL 4-NITROPHENYL ESTER;4-Nitrophenyl benzyl carbonate;NSC 171047;p-Nitrophenyl benzyl carbonate;Benzyl 4-nitrophenyl carbonate
CAS:13795-24-9
MF:C14H11NO5
MW:273.24
EINECS:
Product Categories:Biochemistry;Peptide Synthesis;Protection & Derivatization Reagents (for Synthesis);Protective Reagents (Peptide Synthesis);Synthetic Organic Chemistry;Carbonates;Carbonyl Compounds;Organic Building Blocks
Mol File:13795-24-9.mol
Benzyl 4-nitrophenyl carbonate Structure
Benzyl 4-nitrophenyl carbonate Chemical Properties
Melting point 78-80 °C (lit.)
Boiling point 438.3±45.0 °C(Predicted)
density 1.326±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
solubility sol ether, methanol, chloroform
form powder to crystal
color White to Light yellow
InChIInChI=1S/C14H11NO5/c16-14(19-10-11-4-2-1-3-5-11)20-13-8-6-12(7-9-13)15(17)18/h1-9H,10H2
InChIKeyQIXRWIVDBZJDGD-UHFFFAOYSA-N
SMILESC(OCC1=CC=CC=C1)(=O)OC1=CC=C([N+]([O-])=O)C=C1
EPA Substance Registry SystemCarbonic acid, 4-nitrophenyl phenylmethyl ester (13795-24-9)
Safety Information
WGK Germany 3
TSCA TSCA listed
HS Code 2918.99.4700
MSDS Information
ProviderLanguage
SigmaAldrich English
Benzyl 4-nitrophenyl carbonate Usage And Synthesis
UsesBenzyl 4-nitrophenyl carbonate may be used in chemical synthesis. In organic synthesis, it can be used as a reagent for protection of tryptophan nucleus.
Purification MethodsDissolve the carbonate in Et2O, wash with H2O (3x) and saturated aqueous NaCl, dry (MgSO4), evaporate this in a vacuum and recrystallise the residue from a small volume of MeOH, m 78-79o. Alternatively dissolve it in Et2O, wash it with N HCl (2x), 0.5N NaHCO3 (4x) then H2O, dry (Na2SO4), evaporate the Et2O and recrystallise the residue from *C6H6/pet ether, m 79-80o. The 2-nitro-isomer has m 27-28o, b 151o/11mm. [Khosla et al. Indian J Chem 5 279 1967, Wolman et al. J Chem Soc (C) 596 1976, Beilstein 6 IV 2277.]
Benzyl 4-nitrophenyl carbonate Preparation Products And Raw materials
Preparation Products1-Benzyloxy-4-nitrobenzene-->Cbz-L-tert-Leucine
Tag:Benzyl 4-nitrophenyl carbonate(13795-24-9) Related Product Information
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