3-Bromo-N,N,N-trimethylanilinium iodide (1:1)

Marc Reid

doi:10.1002/047084289X.rn02439

3-Bromo-N,N,N-trimethylanilinium iodide (1:1)

Marc Reid

Pure And Applied Chemistry

Research output: Chapter in Book/Report/Conference proceeding › Chapter

Abstract

C9H13BrN(1+)*I(1−) (MW 342.017) InChI = 1S/C9H13BrN.HI/c1-11(2,3)9-6-4-5-8(10)7-9;/h4-7H,1-3H3;1H/q+1;/p-1 InChIKey = YUWDJMUAMNDSDT-UHFFFAOYSA-M (reagent used in methylation of phenols, carboxylic acids, and thiols; acting as an in situ source of methyl iodide via self-immolation and minimizing competing SNAr processes) Physical Data: mp 201–202 °C1,2; 199–200 °C.3 Solubility: sol DMSO, DMF, NMP.3 Form Supplied in: colorless microcrystalline powder. Purification: prepared from a homogeneous solution of reactants in acetonitrile. Buchner filtered and washed with cold diethyl ether before being dried under high vacuum. Handling, Storage, and Precautions: thermally stable up to the onset of decomposition at 203–204 °C, as measured by thermogravimetric analysis under both air and argon atmospheres.3

Original language	Undefined/Unknown
Title of host publication	Encyclopedia of Reagents for Organic Synthesis
Place of Publication	Hoboken, NJ
Number of pages	2
DOIs	https://doi.org/10.1002/047084289X.rn02439
Publication status	E-pub ahead of print - 25 Apr 2022

Keywords

3-Bromo-N,N,N-trimethylanilinium iodide
1:1

Access to Document

10.1002/047084289X.rn02439

Cite this

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title = "3-Bromo-N,N,N-trimethylanilinium iodide (1:1)",

abstract = "C9H13BrN(1+)*I(1−) (MW 342.017) InChI = 1S/C9H13BrN.HI/c1-11(2,3)9-6-4-5-8(10)7-9;/h4-7H,1-3H3;1H/q+1;/p-1 InChIKey = YUWDJMUAMNDSDT-UHFFFAOYSA-M (reagent used in methylation of phenols, carboxylic acids, and thiols; acting as an in situ source of methyl iodide via self-immolation and minimizing competing SNAr processes) Physical Data: mp 201–202 °C1,2; 199–200 °C.3 Solubility: sol DMSO, DMF, NMP.3 Form Supplied in: colorless microcrystalline powder. Purification: prepared from a homogeneous solution of reactants in acetonitrile. Buchner filtered and washed with cold diethyl ether before being dried under high vacuum. Handling, Storage, and Precautions: thermally stable up to the onset of decomposition at 203–204 °C, as measured by thermogravimetric analysis under both air and argon atmospheres.3",

keywords = "3-Bromo-N,N,N-trimethylanilinium iodide, 1:1",

author = "Marc Reid",

year = "2022",

month = apr,

day = "25",

doi = "10.1002/047084289X.rn02439",

language = "Undefined/Unknown",

isbn = "9780470842898",

booktitle = "Encyclopedia of Reagents for Organic Synthesis",

}

TY - CHAP

T1 - 3-Bromo-N,N,N-trimethylanilinium iodide (1:1)

AU - Reid, Marc

PY - 2022/4/25

Y1 - 2022/4/25

N2 - C9H13BrN(1+)*I(1−) (MW 342.017) InChI = 1S/C9H13BrN.HI/c1-11(2,3)9-6-4-5-8(10)7-9;/h4-7H,1-3H3;1H/q+1;/p-1 InChIKey = YUWDJMUAMNDSDT-UHFFFAOYSA-M (reagent used in methylation of phenols, carboxylic acids, and thiols; acting as an in situ source of methyl iodide via self-immolation and minimizing competing SNAr processes) Physical Data: mp 201–202 °C1,2; 199–200 °C.3 Solubility: sol DMSO, DMF, NMP.3 Form Supplied in: colorless microcrystalline powder. Purification: prepared from a homogeneous solution of reactants in acetonitrile. Buchner filtered and washed with cold diethyl ether before being dried under high vacuum. Handling, Storage, and Precautions: thermally stable up to the onset of decomposition at 203–204 °C, as measured by thermogravimetric analysis under both air and argon atmospheres.3

AB - C9H13BrN(1+)*I(1−) (MW 342.017) InChI = 1S/C9H13BrN.HI/c1-11(2,3)9-6-4-5-8(10)7-9;/h4-7H,1-3H3;1H/q+1;/p-1 InChIKey = YUWDJMUAMNDSDT-UHFFFAOYSA-M (reagent used in methylation of phenols, carboxylic acids, and thiols; acting as an in situ source of methyl iodide via self-immolation and minimizing competing SNAr processes) Physical Data: mp 201–202 °C1,2; 199–200 °C.3 Solubility: sol DMSO, DMF, NMP.3 Form Supplied in: colorless microcrystalline powder. Purification: prepared from a homogeneous solution of reactants in acetonitrile. Buchner filtered and washed with cold diethyl ether before being dried under high vacuum. Handling, Storage, and Precautions: thermally stable up to the onset of decomposition at 203–204 °C, as measured by thermogravimetric analysis under both air and argon atmospheres.3

KW - 3-Bromo-N,N,N-trimethylanilinium iodide

KW - 1:1

U2 - 10.1002/047084289X.rn02439

DO - 10.1002/047084289X.rn02439

M3 - Chapter

SN - 9780470842898

BT - Encyclopedia of Reagents for Organic Synthesis

CY - Hoboken, NJ

ER -