1,1,1-Trimethylhydrazinium iodide - ≥97% , CAS No.3288-80-0

CAS: 3288-80-0 Cat. No.: T169598 Molecular Weight: 202.04 EC Number: 628-240-7 PubChem CID: 18683

GRADE & PURITY ≥97%

Synonyms

1,1,1-Trimethylhydrazinium iodide | 1,1,1-TRIMETHYLHYDRAZINIUMIODIDE | HYDRAZINIUM, 1,1,1-TRIMETHYL-, IODIDE | amino(trimethyl)azanium;iodide | trimethylhydrazinium iodide | Trimethylhydrazonium iodide | 1,1-Trimethylhydrazinium iodide | MFCD00464984 | 1,

Storage

Room temperature

Shipped In

Normal

Overview

1,1,1-Trimethylhydrazinium iodide ([(CH3)3N-NH2]I, TMHI) is widely employed as a vicarious nucleophilic substitution (VNS) reagent for various aromatic amination reactions. On reaction with silver salt, it affords the following salts: nitrate (([(CH3)3N-NH2][NO3]), perchlorate ([(CH3)3N-NH2][ClO4]), azide ([(CH3)3N-NH2][N3]), 5-amino-1H-tetrazolate ([(CH3)3N-NH2][H2N-CN4]) and sulfate ([(CH3)3N-NH2]2[SO4].2H2O).
1,1,1-Trimethylhydrazinium iodide (TMHI) may be employed for the amination of 1-X-3,5-dinitrobenzenes.

Specifications

Synonyms

1, 1, 1-Trimethylhydrazinium iodide | 1, 1, 1-TRIMETHYLHYDRAZINIUMIODIDE | HYDRAZINIUM, 1, 1, 1-TRIMETHYL-, IODIDE | amino(trimethyl)azanium;iodide | trimethylhydrazinium iodide | Trimethylhydrazonium iodide | 1, 1-Trimethylhydrazinium iodide | MFCD00464984 | 1,

Specifications & Purity

≥97%

Storage

Room temperature

Shipped In

Normal

Purity

≥97%

Names and Identifiers

• Pubchem Sid: 488182496
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488182496
• Canonical Smiles: C[N+](C)(C)N.[I-]
• IUPAC Name: amino(trimethyl)azanium;iodide
• InChIKey: HLNPDVKKRBWQAA-UHFFFAOYSA-M
• INCHI: 1S/C3H11N2.HI/c1-5(2,3)4;/h4H2,1-3H3;1H/q+1;/p-1
• Isomeric SMILES: C[N+](C)(C)N.[I-]
• WGK Germany: 3
• RTECS: MW0349100
• PubChem CID: 18683
• Molecular Weight: 202.04

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic nitrogen compounds
    • Class Organonitrogen compounds

• Kingdom: Organic compounds
• Superclass: Organic nitrogen compounds
• Class: Organonitrogen compounds
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Organonitrogen compounds
• Alternative Parents: Organopnictogen compounds Organic iodide salts Hydrocarbon derivatives
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Organopnictogen compound - Hydrocarbon derivative - Organic iodide salt - Organic salt - Organonitrogen compound - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as organonitrogen compounds. These are organic compounds containing a nitrogen atom.
• 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

• Melt Point(°C): 225-230°C
• Molecular Weight: 202.040 g/mol
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 201.997 Da
• Monoisotopic Mass: 201.997 Da
• Topological Polar Surface Area: 26.000 Ų
• Heavy Atom Count: 6
• Formal Charge: 0
• Complexity: 26.400
• 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: 2

XLogP3

References

1. Tong Guo, Peng Chen, Lin Liu, Juanjuan Ma, Jingwen Sun, Yichen Ding, Jianbo Xu, Yuanqiang Song, Haiqun Chen, Xiaoping Ouyang, Xin Wang, Junwu Zhu, Yongsheng Fu.  (2021)  Covalently Induced Grafting of C2N Nanoflakes onto Reduced Graphene Oxide with Dominant Pseudocapacitive Behaviors for a High-Rate Sodium-Ion Battery Anode.  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.1c06164]