4,5-Dimethoxy-2-nitrobenzyl chloroformate - ≥97% , CAS No.42855-00-5

CAS: 42855-00-5 Cat. No.: D170323 Molecular Weight: 275.64 Beilstein Registry Number: 2389170 EC Number: 628-811-0

GRADE & PURITY ≥97%

Synonyms

((Nitroveratryl)oxy)chlorocarbamate | FT-0621284 | A872805 | Carbonochloridic acid,(4,5-dimethoxy-2-nitrophenyl)methyl ester | 6-Nitroveratryl chloroformate | SCHEMBL874473 | DTXSID70195538 | RWWPKIOWBQFXEE-UHFFFAOYSA-N | 6-NITROVERATRYLCHLOROFORMATE | 4,

Storage

Room temperature

Shipped In

Normal

Overview

4,5-Dimethoxy-2-nitrobenzyl chloroformate is a photolabile protecting reagent, commonly used in peptide or nucleotide synthesis to protect amines and hydroxyl groups.
General applications are:
• Preparation of inactive, caged protein conjugates which can be activated by irradiating near-ultraviolet light.
• Solid-phase synthesis of base-sensitive S-acylthioethyl (SATE)-prooligonucleotides.
• Modification of surface properties by introducing photocleavable NVOC moiety into chitosan to control cell attachment.

Specifications

Synonyms

((Nitroveratryl)oxy)chlorocarbamate | FT-0621284 | A872805 | Carbonochloridic acid, (4, 5-dimethoxy-2-nitrophenyl)methyl ester | 6-Nitroveratryl chloroformate | SCHEMBL874473 | DTXSID70195538 | RWWPKIOWBQFXEE-UHFFFAOYSA-N | 6-NITROVERATRYLCHLOROFORMATE | 4,

Specifications & Purity

≥97%

Storage

Room temperature

Shipped In

Normal

Purity

≥97%

Names and Identifiers

• Pubchem Sid: 504762444
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504762444
• Canonical Smiles: COC1=C(C=C(C(=C1)COC(=O)Cl)[N+](=O)[O-])OC
• IUPAC Name: (4,5-dimethoxy-2-nitrophenyl)methyl carbonochloridate
• InChIKey: RWWPKIOWBQFXEE-UHFFFAOYSA-N
• INCHI: 1S/C10H10ClNO6/c1-16-8-3-6(5-18-10(11)13)7(12(14)15)4-9(8)17-2/h3-4H,5H2,1-2H3
• Isomeric SMILES: COC1=C(C=C(C(=C1)COC(=O)Cl)[N+](=O)[O-])OC
• WGK Germany: 3
• Molecular Weight: 275.64
• Beilstein: 2389170
• Reaxy-Rn: 2389168
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2389168&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Nitrobenzenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Nitrobenzenes
• Intermediate Tree Nodes: Not available
• Direct Parent: Nitrophenyl ethers
• Alternative Parents: Benzyloxycarbonyls Dimethoxybenzenes Methoxyanilines Phenoxy compounds Anisoles Nitroaromatic compounds Alkyl aryl ethers Organic carbonic acids and derivatives Propargyl-type 1,3-dipolar organic compounds Organic oxoazanium compounds Organic oxides Hydrocarbon derivatives Organic salts Carbonyl compounds Organochlorides Organonitrogen compounds Organic cations
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Nitrophenyl ether - Benzyloxycarbonyl - O-dimethoxybenzene - Dimethoxybenzene - Methoxyaniline - Phenoxy compound - Nitroaromatic compound - Anisole - Phenol ether - Methoxybenzene - Alkyl aryl ether - C-nitro compound - Carbonic acid derivative - Organic nitro compound - Propargyl-type 1,3-dipolar organic compound - Allyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Ether - Organic oxoazanium - Organic salt - Organic oxide - Organonitrogen compound - Organochloride - Organooxygen compound - Organohalogen compound - Organic oxygen compound - Organic nitrogen compound - Hydrocarbon derivative - Carbonyl group - Organic cation - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as nitrophenyl ethers. These are aromatic compounds containing a nitrobenzene moiety that carries an ether group on the benzene ring.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in methanol, acetone. Reacts with water.
• Sensitivity: Light & Moisture Sensitive
• Melt Point(°C): 125 °C
• Molecular Weight: 275.640 g/mol
• XLogP3: 2.400
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 275.02 Da
• Monoisotopic Mass: 275.02 Da
• Topological Polar Surface Area: 90.600 Ų
• Heavy Atom Count: 18
• Formal Charge: 0
• Complexity: 307.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1