CAS 4457-32-3

4-Nitrobenzyl chloroformate

Description:

4-Nitrobenzyl chloroformate is an organic compound characterized by its functional groups, including a nitro group and a chloroformate moiety. It typically appears as a yellow to light brown liquid or solid, depending on its purity and form. The compound is known for its reactivity, particularly in acylation reactions, where it can serve as a versatile reagent for the introduction of the 4-nitrobenzyl group into various substrates. Its structure features a benzene ring substituted with a nitro group at the para position and a chloroformate group, which contributes to its electrophilic nature. This compound is often utilized in organic synthesis, particularly in the preparation of esters and amides. Due to the presence of the chloroformate group, it can release toxic gases upon hydrolysis, necessitating careful handling and storage under appropriate safety conditions. Additionally, it is important to note that 4-nitrobenzyl chloroformate may pose environmental hazards, and its use should comply with relevant regulations and safety guidelines.

Formula: C₈H₆ClNO₄

InChI: InChI=1S/C8H6ClNO4/c9-8(11)14-5-6-1-3-7(4-2-6)10(12)13/h1-4H,5H2

InChI key: InChIKey=MHSGOABISYIYKP-UHFFFAOYSA-N

SMILES: N(=O)(=O)C1=CC=C(COC(Cl)=O)C=C1

Synonyms:

• (4-Nitrophenyl)methyl carbonochloridate
• (4-Nitrophenyl)methyl chloroformate
• 4-Nitrobenzyl Carbonochloridate
• 4-Nitrobenzyloxycarbonyl chloride
• 4-Nitrocarbobenzoxychloride
• Carbonochloridic acid, (4-nitrophenyl)methyl ester
• Formic acid, chloro-, p-nitrobenzyl ester
• P-nitrobenzyl chloroformate
• PNZ
• p-Nitrobenzyloxycarbonyl chloride
• p-Nitrocarbobenzoxy chloride

4-Nitrobenzyl chloroformate

CAS: 4457-32-3

Formula: C₈H₆ClNO₄

Purity: 95%

Color and Shape: Solid

Molecular weight: 215.5905

Ref: IN-DA00344F

4-Nitrobenzyl Chloroformate

CAS: 4457-32-3

Formula: C₈H₆ClNO₄

Purity: >97.0%(T)

Color and Shape: White to Light yellow powder to crystal

Molecular weight: 215.59

Ref: 3B-C1077

4-Nitrobenzyl chloroformate

CAS: 4457-32-3

4-Nitrobenzyl chloroformate

Formula: C₈H₆ClNO₄

Purity: 97%

Color and Shape: white to off-white powder

Molecular weight: 215.59g/mol

Ref: 54-OR5386

4-Nitrobenzyl chloroformate

CAS: 4457-32-3

Formula: C₈H₆ClNO₄

Purity: ≥ 97.5%

Color and Shape: White to off-white, beige or pale yellow crystalline powder

Molecular weight: 215.59

Ref: 7W-GK7618

4-Nitrobenzyl Chloroformate

Controlled Product

CAS: 4457-32-3

Stability Moisture Sensitive
Applications 4-Nitrobenzyl Chloroformate is used in the preparation of prodrugs of cytotoxic acridines used in conjunction with enzyme prodrugs which counter carcinoma cells.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Asche, C. et al.: Bioorg. Med. Chem. Lett., 16, 1990 (2006); Hay, M. et al.: J. Med. Chem., 46, 2546 (2003);

Formula: C₈H₆ClNO₄

Color and Shape: Neat

Molecular weight: 215.69

Ref: TR-N493645

4-Nitrobenzyl chloroformate

CAS: 4457-32-3

Formula: C₈H₆ClNO₄

Purity: 98%

Color and Shape: Solid, Low Melting Solid

Molecular weight: 215.59

Ref: 10-F038188