39741-91-8

Basic information

• Product Name: IODOMETHYLTRIMETHYLAMMONIUM IODIDE
• Synonyms: IODOMETHYLTRIMETHYLAMMONIUM IODIDE;IODOMETHYLENETRIMETHYLAMMONIUM IODIDE;iodomethyltrimethyl-ammoniuiodide;Iodomethyltrimethylammonium iodide, 98+%;Trimethyl(iodomethyl)aminium·iodide
• CAS NO: 39741-91-8
• Molecular Formula: C₄H₁₁IN*I
• Molecular Weight: 326.95
• EINECS: 254-611-4
• Mol File: 39741-91-8.mol
• Article Data: 6

Chemical Properties

• Melting Point: 190°C (dec.)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• Sensitive: Light Sensitive & Hygroscopic
• BRN: 3912137
• CAS DataBase Reference: IODOMETHYLTRIMETHYLAMMONIUM IODIDE(CAS DataBase Reference)
• NIST Chemistry Reference: IODOMETHYLTRIMETHYLAMMONIUM IODIDE(39741-91-8)
• EPA Substance Registry System: IODOMETHYLTRIMETHYLAMMONIUM IODIDE(39741-91-8)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• RTECS: BR6475000
• Hazardous Substances Data: 39741-91-8(Hazardous Substances Data)

Usage

General Description

Iodomethyltrimethylammonium Iodide, also known as Methyliodoniomethyl iodide or Meerwein's salt, is a chemical compound usually used in the organic synthesis processes as an alkylating agent. IODOMETHYLTRIMETHYLAMMONIUM IODIDE carries the chemical formula [CH3I2N+]- and is composed of three Methyl groups, two iodine atoms, and one nitrogen atom. It is widely known for its role in the synthesis of quaternary ammonium salts and preparation of ylides (compounds containing a neutral molecule with a positive and negative charge on adjacent atoms). Importantly, it must be handled with care since it is toxic in nature, and it is advised to be used only by professionals or under professional supervision.

InChI:InChI=1/C4H11IN/c1-6(2,3)4-5/h4H2,1-3H3/q+1

Upstream product

• 121-44-8 triethylamine 
• 85219-42-7 (2,2-Dihydroxy-3,3,3-trifluoropropyl)trimethylammonium iodide 
• 75-11-6 diiodomethane 
• 75-50-3 trimethylamine 

Downstream Products

• 50-00-0 formaldehyd 
• 75-58-1 tertamethylammonium iodide 
• 124-40-3 dimethyl amine 
• 39895-69-7 iodomethyl-trimethyl-ammonium 
• 33797-51-2 eschenmoser's salt 
• 74-88-4 methyl iodide 
• 84173-74-0 [(5S,6R,8S)-6-(6-Bromo-benzo[1,3]dioxol-5-yl)-8-(2,4-dinitro-phenylamino)-6-methyl-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxol-5-yl]-carbamic acid tert-butyl ester 

Relevant articles and documents

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Target Designing Phase Transition Materials through Halogen Substitution

Crystalline materials have received extensive attention due to their extraordinary physical and chemical properties. Among them, phase transition materials have attracted great attention in the fields of photovoltaic, switchable dielectric devices, and ferroelectric memories, etc. However, many of them suffer from low phase transition temperatures, which limits their practical application. In this work, we systematically designed crystalline materials, (TMXM)2PtCl6 (X=F, Cl, Br, I) through halogen substitution on the cations, aiming to improving phase transition temperature. The resulting phase transition of (TMXM)2PtCl6 (X=F, Cl, Br, I) get a significant enhancement, compared to the parent compound [(CH3)4N]2PtCl6 ((TM)2PtCl6). Such phase transition temperature enhancement can be attributed to the introduction of halogen atoms that increase the potential energy barrier of the cation rotation. In addition, (TMBM)2PtCl6 and (TMIM)2PtCl6 have a low symmetry and crystallize in the space group C2/c and P212121, respectively. This work highlights the halogen substitution in designing crystal materials with high phase transition temperature.

A hybrid organic-inorganic perovskite with robust SHG switching

Owing to the diversity of structure and potential applications in the field of electrics, sensors, and light-emitting diodes, lead halide perovskites have attracted great attention in recent years. Especially those lead halide perovskites with non-centrosymmetric crystal structures usually exhibit nonlinear optical (NLO) characteristics, which may endow them photoelectricity switching functionality. In this work, a lead-based hybrid organic-inorganic perovskite (HOIP) material, trimethyliodomethylammonium lead trichloride (TMIM·PbCl3), is obtained on the basis of tetramethylammonium lead chloride through halogen substitution on the cation part. It shows dual-phase-transition behavior around 345 and 358 K, which is significantly improved. TMIM·PbCl3 crystallizes in the chiral space group, P212121, and shows a well-defined second harmonic generation (SHG) response, and good switching endurance, which makes it an excellent candidate for SHG switching material. This work highlights the importance of halogen substitution for crystal engineering and may pave way for the further exploration of the optoelectronic devices.