Cas no 93415-79-3 (Methyl 2-iodo-3-nitrobenzoate)

Methyl 2-iodo-3-nitrobenzoate structure
Methyl 2-iodo-3-nitrobenzoate structure
Product Name:Methyl 2-iodo-3-nitrobenzoate
CAS No:93415-79-3
MF:C8H6INO4
MW:307.042014598846
MDL:MFCD00114906
CID:815021
PubChem ID:264093
Update Time:2024-10-26

Methyl 2-iodo-3-nitrobenzoate Chemical and Physical Properties

Names and Identifiers

    • Benzoic acid,2-iodo-3-nitro-, methyl ester
    • 2-IODO-3-NITROBENZOIC ACID METHYL ESTER
    • Methyl 2-iodo-3-nitrobenzoate
    • 2-iodo-3-nitro-benzoic acid methyl ester
    • 2-Jod-3-nitro-benzoesaeure-methylester
    • methyl 3-nitro-2-iodobenzoate
    • Benzoic acid, 2-iodo-3-nitro-, methyl ester
    • NSC98959
    • METHYL2-IODO-3-NITROBENZOATE
    • PubChem22604
    • CMCWXWQXFLAUFM-UHFFFAOYSA-N
    • methyl 2-iodanyl-3-nitro-benzoate
    • TRA0044479
    • OR22137
    • FCH1322034
    • SY019930
    • NSC 98959
    • SCHEMBL431500
    • CS-0105549
    • MFCD00114906
    • AS-31133
    • DTXSID40294961
    • DB-023156
    • 93415-79-3
    • NSC-98959
    • AC-23869
    • AKOS015955205
    • MDL: MFCD00114906
    • Inchi: 1S/C8H6INO4/c1-14-8(11)5-3-2-4-6(7(5)9)10(12)13/h2-4H,1H3
    • InChI Key: CMCWXWQXFLAUFM-UHFFFAOYSA-N
    • SMILES: O=C(C1C(I)=C([N+](=O)[O-])C=CC=1)OC

Computed Properties

  • Exact Mass: 306.93400
  • Monoisotopic Mass: 306.93416g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 240
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 72.1
  • XLogP3: 2.3

Experimental Properties

  • PSA: 72.12000
  • LogP: 2.50920

Methyl 2-iodo-3-nitrobenzoate Customs Data

  • HS CODE:2916399090
  • Customs Data:

    China Customs Code:

    2916399090

    Overview:

    2916399090 Other aromatic monocarboxylic acids. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, Acrylic acid\Acrylates or esters shall be packaged clearly

    Summary:

    2916399090 other aromatic monocarboxylic acids, their anhydrides, halides, peroxides, peroxyacids and their derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

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Methyl 2-iodo-3-nitrobenzoate Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Sulfuric acid
Reference
Synthesis and chiroptical properties of bridged 2,2'-diaminobiphenyl derivatives
Seno, Kaoru; Hagishita, Sanji; Sato, Tomohiro; Kuriyama, Kaoru, Journal of the Chemical Society, 1984, (9), 2013-22

Production Method 2

Reaction Conditions
1.1 Reagents: Sulfuric acid Solvents: Methanol ;  20 h, reflux
Reference
Preparation of 3,4-dihydropyrrolo[4,3,2-de]isoquinolin-5(1H)-ones and analogs as poly(ADP-ribose) polymerase inhibitors
, World Intellectual Property Organization, , ,

Production Method 3

Reaction Conditions
1.1 Reagents: 5-Methyl-1,3-dinitro-1H-pyrazole Catalysts: Indium triflate Solvents: 1,1,1,3,3,3-Hexafluoro-2-propanol ;  16 h, rt → 80 °C
Reference
From N-H Nitration to Controllable Aromatic Mononitration and Dinitration-The Discovery of a Versatile and Powerful N-Nitropyrazole Nitrating Reagent
Yang, Tao; Li, Xiaoqian; Deng, Shuang; Qi, Xiaotian ; Cong, Hengjiang ; et al, JACS Au, 2022, 2(9), 2152-2161

Production Method 4

Reaction Conditions
1.1 Reagents: Sulfuric acid Solvents: Methanol ;  12 h, reflux
Reference
Preparation of bicyclic compounds as melatonin receptor agonists for treatment and prevention of sleep disorders
, World Intellectual Property Organization, , ,

Production Method 5

Reaction Conditions
1.1 Reagents: Sulfuric acid Solvents: Methanol ;  48 h, reflux
Reference
5-Nitroisocoumarins from tandem Castro-Stephens coupling-6-endo-dig cyclisation of 2-iodo-3-nitrobenzoic acid and arylethynes and ring-closure of methyl 2-alkynyl-3-nitrobenzoates with electrophiles
Woon, Esther C. Y.; Dhami, Archana; Mahon, Mary F.; Threadgill, Michael D., Tetrahedron, 2006, 62(20), 4829-4837

Production Method 6

Reaction Conditions
1.1 Reagents: Sodium hydroxide ,  Mercuric acetate Solvents: Water
1.2 Reagents: Sodium hydroxide ,  Iodine Solvents: Water
1.3 Reagents: Hydrochloric acid Solvents: Methanol
Reference
A new synthesis of 'push-pull' naphthalenes by condensation of nitro-2-methylbenzoate esters with dimethylacetamide dimethyl acetal
Wong, See-Mun; Shah, Bhavini; Shah, Priyal; Butt, Ian C.; Woon, Esther C. Y.; et al, Tetrahedron Letters, 2002, 43(12), 2299-2302

Production Method 7

Reaction Conditions
Reference
5-Nitroisocoumarins from tandem Castro-Stephens coupling-6-endo-dig cyclisation of 2-iodo-3-nitrobenzoic acid and arylethynes and ring-closure of methyl 2-alkynyl-3-nitrobenzoates with electrophiles. [Erratum to document cited in CA145:103504]
Woon, Esther C. Y.; Dhami, Archana; Mahon, Mary F.; Threadgill, Michael D., Tetrahedron, 2007, 63(19),

Production Method 8

Reaction Conditions
1.1 Reagents: Nitric acid Catalysts: Sulfuric acid Solvents: Water ;  10 min, 0 °C; 15 min, 0 °C; 0 °C → 23 °C; 30 min, 23 °C; 23 °C → 130 °C; 1 h, 130 °C; 130 °C → rt
1.2 Reagents: Potassium iodide Catalysts: Sulfuric acid Solvents: Water ;  rt; 1 h, 100 °C
1.3 Catalysts: Sulfuric acid Solvents: Water ;  overnight, reflux; reflux → rt
1.4 Reagents: Sodium bicarbonate Solvents: Water ;  pH 3; pH 5
Reference
A photoredox-neutral Smiles rearrangement of 2-aryloxybenzoic acids
Gonzalez-Gomez, Jose. C.; Ramirez, Nieves P.; Lana-Villarreal, Teresa; Bonete, Pedro, Organic & Biomolecular Chemistry, 2017, 15(45), 9680-9684

Methyl 2-iodo-3-nitrobenzoate Raw materials

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