4,5-Dimethoxy-2-nitrobenzyl Alcohol - ≥98% , CAS No.1016-58-6

CAS: 1016-58-6 Cat. No.: D155717 Peso molecular: 213.19 Beilstein Registry Number: 1880090

GRADE & PURITY ≥98%

Synonyms

2-nitro-4,5-dimethoxybenzyl alcohol | 4,5-Dimethoxy-2-nitrobenzyl alcohol, 98% | EN300-1841144 | InChI=1/C9H11NO5/c1-14-8-3-6(5-11)7(10(12)13)4-9(8)15-2/h3-4,11H,5H2,1-2H | FT-0617191 | 6-Nitroveratryl alcohol | BCP11712 | D4811 | (4,5-dimethoxy-2-nitroph

Storage

Store at 2-8°C

Shipped In

Wet ice

Descripción general

4,5-Dimethoxy-2-nitrobenzyl alcohol (6-Nitroveratryl Alcohol) is 2-nitrobenzyl alcohol derivative. It has been reported to be one of the oxidation products of veratryl (3,4-dimethoxybenzyl) alcohol by lignin peroxidase (isolated from Phanerochaete chrysosporium)
4,5-Dimethoxy-2-nitrobenzyl alcohol (6-nitroveratryl alcohol) is suitable reagent used in the synthesis of 4,5-dimethoxy-2-nitrobenzyl methacrylate, a photolabile monomer and 2-(4-((4-(4,5-dimethoxy-2-nitrobenzyloxy)phenyl)cyclohexylidene)methyl)phenoxy)-N,N-dimethylethanamine, a caged cyclofen-OH ligand. It may be used in the synthesis of the following: . 1-[[(chlorocarbonyl)oxy]methyl]-4,5-dimethoxy-2-nitrobenzene . bis(4,5-dimethoxy-2-nitrophenyl)ethylene glycol, a photolabile protecting group . optically-sensitive monomer . nitroveratryl (NV) protected α-hydroxyacetic acid (αG) (NV-αG-OH), required in the preparation of nitroveratryl (NV) protected cyanomethyl (CM) ester of α-hydroxyacetic acid (αG) (NV-αG-CM) . 4,5-dimethoxy-2-nitrobenzyl p-nitro-phenylcarbonate . 6-nitroveratryloxycarbonyl chloride (NVOCCl), a reagent used in the protection of amino function in amino sugars

Specifications

Sinónimos

2-nitro-4, 5-dimethoxybenzyl alcohol | 4, 5-Dimethoxy-2-nitrobenzyl alcohol, 98% | EN300-1841144 | InChI=1/C9H11NO5/c1-14-8-3-6(5-11)7(10(12)13)4-9(8)15-2/h3-4, 11H, 5H2, 1-2H | FT-0617191 | 6-Nitroveratryl alcohol | BCP11712 | D4811 | (4, 5-dimethoxy-2-nitroph

Especificaciones y pureza

≥98%

Condiciones de almacenamiento de almacenamiento

Store at 2-8°C

Enviado en

Wet ice

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥98%

Nombres e identificadores

• Pubchem Sid: 504754038
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504754038
• Sonrisas canónicas: COC1=C(C=C(C(=C1)CO)[N+](=O)[O-])OC
• IUPAC Name: (4,5-dimethoxy-2-nitrophenyl)methanol
• InChIKey: WBSCOJBVYHQOFB-UHFFFAOYSA-N
• INCHI: 1S/C9H11NO5/c1-14-8-3-6(5-11)7(10(12)13)4-9(8)15-2/h3-4,11H,5H2,1-2H3
• Isómeros SMILES: COC1=C(C=C(C(=C1)CO)[N+](=O)[O-])OC
• WGK Alemania: 3
• Peso molecular: 213.19
• Beilstein: 1880090
• Reaxy-Rn: 1880093
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1880093&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Clase: Benzene and substituted derivatives
• Subclass: Nitrobenzenes
• Intermediate Tree Nodes: Not available
• Direct Parent: Nitrophenyl ethers
• Alternative Parents: Dimethoxybenzenes Methoxyanilines Phenoxy compounds Anisoles Benzyl alcohols Nitroaromatic compounds Alkyl aryl ethers Propargyl-type 1,3-dipolar organic compounds Organic oxoazanium compounds Organic oxides Hydrocarbon derivatives Organic zwitterions Organonitrogen compounds Aromatic alcohols Organopnictogen compounds Primary alcohols
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Nitrophenyl ether - O-dimethoxybenzene - Dimethoxybenzene - Methoxyaniline - Phenoxy compound - Nitroaromatic compound - Anisole - Benzyl alcohol - Phenol ether - Methoxybenzene - Alkyl aryl ether - C-nitro compound - Organic nitro compound - Ether - Organic oxoazanium - Allyl-type 1,3-dipolar organic compound - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Primary alcohol - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Organic oxide - Alcohol - Aromatic alcohol - Organic zwitterion - Organic oxygen compound - Organopnictogen compound - Aromatic homomonocyclic compound
• Descripción: 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

Propiedades químicas y físicas

• Solubilidad: Soluble in water.
• Sensibilidad: light sensitive
• Punto de fusión (°C): 144-148°C
• Peso molecular: 213.190 g/mol
• XLogP3: 0.800
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 213.064 Da
• Monoisotopic Mass: 213.064 Da
• Topological Polar Surface Area: 84.500 Ų
• Heavy Atom Count: 15
• Formal Charge: 0
• Complexity: 217.000
• 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

Referencias

1. Xiaotao Wang, Yebin Yang, Chuang Liu, Huiling Guo, Zhuofan Chen, Junyong Xia, Yonggui Liao, Chak-Yin Tang, Wing-Cheung Law.  (2021)  Photo- and pH-responsive drug delivery nanocomposite based on o-nitrobenzyl functionalized upconversion nanoparticles.  POLYMER,      [PMID:] [10.1016/j.polymer.2021.123961]

2. Zhang Liuwei, Qian Ming, Wang Jingyun, Xia Jing, Cui Hongyan, Chen Qixian.  (2019)  Nitrophenyl-engaged photocleavage of an amphiphilic copolymer for spatiotemporally controlled drug release.  JOURNAL OF MATERIALS SCIENCE,  54  (20): (13298-13313).  [PMID:] [10.1007/s10853-019-03831-y]