2-Methyl-6-nitrobenzoic anhydride - ≥98%(HPLC) , CAS No.434935-69-0

CAS: 434935-69-0 Cat. No.: M138838 Molecular Weight: 344.28 EC Number: 628-525-6

GRADE & PURITY ≥98%(HPLC)

Synonyms

M1439 | 2-methyl-6-nitrobenzoic acid [(2-methyl-6-nitrophenyl)-oxomethyl] ester | FT-0658534 | EC8MK6FE8B | DS-18220 | UNII-EC8MK6FE8B | YEKPNMQQSPHKBP-UHFFFAOYSA-N | SCHEMBL329162 | (2-methyl-6-nitro-phenyl)carbonyl 2-methyl-6-nitro-benzoate | 2-Methyl-6

Storage

Argon charged,Room temperature

Shipped In

Normal

Overview

A versatile lactonization reagent used in the preparation of a variety of macrolide natural products.

product description：

2-Methyl-6-nitrobenzoic anhydride is a reagent employed as a coupling promoter in the synthesis of amides, lactones, esters, and peptides.

application：
2-Methyl-6-nitrobenzoic anhydride can be used:

As a versatile lactonization reagent applicable in the preparation of varieties of macrolide natural products and lactones.

As a reaction promoter in the synthesis of carboxamide derivatives by using corresponding amines and carboxylic acids.

In the total synthesis of GRP78 inhibitor prunustatin A, antifungal compound (3R,16E,20E,23R)-(−)-eushearilide and an antiobestic drug tetrahydrolipstatin.

Specifications

Synonyms

M1439 | 2-methyl-6-nitrobenzoic acid [(2-methyl-6-nitrophenyl)-oxomethyl] ester | FT-0658534 | EC8MK6FE8B | DS-18220 | UNII-EC8MK6FE8B | YEKPNMQQSPHKBP-UHFFFAOYSA-N | SCHEMBL329162 | (2-methyl-6-nitro-phenyl)carbonyl 2-methyl-6-nitro-benzoate | 2-Methyl-6

Specifications & Purity

≥98%(HPLC)

Storage

Argon charged, Room temperature

Shipped In

Normal

Purity

≥98%(HPLC)

Names and Identifiers

• Pubchem Sid: 504765488
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504765488
• Canonical Smiles: CC1=C(C(=CC=C1)[N+](=O)[O-])C(=O)OC(=O)C2=C(C=CC=C2[N+](=O)[O-])C
• IUPAC Name: (2-methyl-6-nitrobenzoyl) 2-methyl-6-nitrobenzoate
• InChIKey: YEKPNMQQSPHKBP-UHFFFAOYSA-N
• INCHI: 1S/C16H12N2O7/c1-9-5-3-7-11(17(21)22)13(9)15(19)25-16(20)14-10(2)6-4-8-12(14)18(23)24/h3-8H,1-2H3
• Isomeric SMILES: CC1=C(C(=CC=C1)[N+](=O)[O-])C(=O)OC(=O)C2=C(C=CC=C2[N+](=O)[O-])C
• WGK Germany: 3
• Molecular Weight: 344.28
• Reaxy-Rn: 3480189
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3480189&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Benzoic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Nitrobenzoic acids and derivatives
• Alternative Parents: Benzyloxycarbonyls Nitrotoluenes Nitrobenzenes Nitroaromatic compounds Benzoyl derivatives Carboxylic acid anhydrides Propargyl-type 1,3-dipolar organic compounds Organic oxoazanium compounds Organooxygen compounds Organonitrogen compounds Organic salts Organic oxides Hydrocarbon derivatives Organic cations
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Nitrobenzoate - Benzyloxycarbonyl - Nitrobenzene - Nitrotoluene - Benzoyl - Nitroaromatic compound - Toluene - Carboxylic acid anhydride - C-nitro compound - Organic nitro compound - Allyl-type 1,3-dipolar organic compound - Organic oxoazanium - Carboxylic acid derivative - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Organic salt - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Organic cation - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as nitrobenzoic acids and derivatives. These are compounds containing a nitrobenzoic acid moiety, which consists of a benzene ring bearing both a carboxylic acid group and a nitro group on two different ring carbon atoms.
• 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

• Sensitivity: Moisture sensitive
• Melt Point(°C): 177 °C
• Molecular Weight: 344.270 g/mol
• XLogP3: 3.600
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 344.064 Da
• Monoisotopic Mass: 344.064 Da
• Topological Polar Surface Area: 135.000 Ų
• Heavy Atom Count: 25
• Formal Charge: 0
• Complexity: 506.000
• 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

References

1. Jun Xiao, Shuang Wang, Longlong Chen, Xinyu Ding, Yuanhao Dang, Mingshun Han, Yuxiao Zheng, Huan Shen, Sifan Wu, Mingchang Wang, Dan Yang, Na Li, Chen Dong, Miao Hu, Chen Su, Weiyun Li, Lijian Hui, Youqiong Ye, Huiru Tang, Bin Wei, Hongyan Wang.  (2024)  25-Hydroxycholesterol regulates lysosome AMP kinase activation and metabolic reprogramming to educate immunosuppressive macrophages.  IMMUNITY,      [PMID:38640930] [10.1016/j.immuni.2024.03.021]