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N-Methyl-tert-butylamine

CAS#[14610-37-8]
G-codeGEO-01792
EC number238-646-2
Molecular formulaC5H13N
Molecular weight87.16
Synonyms

N-tert-Butylmethylamine

Structure of N-Methyl-tert-butylamine
General description

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Regulatory Information

Transport InformationAMINES, FLAMMABLE, CORROSIVE, N.O.S. UN2733 3 (8)/ PG II
GHS pictogram
GHS07_harmfulGHS05_corrosiveGHS02_flammable
Signal WordDanger
Hazard Statements
H225 - H302+H312+H332 - H314

H225 – Highly flammable liquid and vapour.
H302+H312+H332 – Harmful if swallowed, in contact with skin or if inhaled.
H314 – Causes severe skin burns and eye damage.

Precautionary Statements
P210 - P233 - P240 - P241 - P242 - P243 - P261 - P264 - P270 - P271 - P280 - P301+P312+P330 - P303+P361+P353 - P304+P340+P310 - P305+P351+P338 - P362 - P370+P378 - P403+P235 - P405 - P501

P210 – Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P233 – Keep container tightly closed.
P240 – Ground/bond container and receiving equipment.
P241 – Use explosion-proof electrical/ventilating/lighting/…/equipment.
P242 – Use only non-sparking tools.
P243 – Take precautionary measures against static discharge.
P261 – Avoid breathing dust/fume/gas/mist/vapours/spray.
P264 – Wash … thoroughly after handling.
P270 – Do no eat, drink or smoke when using this product.
P271 – Use only outdoors or in a well-ventilated area.
P280 – Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312+P330 – IF SWALLOWED: Call a POISON CENTER/doctor if you feel unwell. Rinse mouth.
P303+P361+P353 – IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower.
P304+P340+P310 – IF INHALED: Remove person to fresh air and keep comfortable for breathing. Immediately call a POISON CENTER/ doctor.
P305+P351+P338 – IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P362 – Take off contaminated clothing and wash before reuse.
P370+P378 – In case of fire: Use … for extinction.
P403+P235 – Store in a well-ventilated place. Keep cool.
P405 – Store locked up.
P501 – Dispose of contents/container to …

Documents
Safety Data Sheet

Product categorization

Description

N-Methyl-tert-butylamine as a secondary amine can undergo chemical reactions to form desired amines and amides. It was used in a SAR study related to N,N-disubstitutions of the terminal…

Show full description

General description and preparation:

N-Methyl-tert-butylamine [14610-37-8] (N-tert-Butylmethylamine or N-Methyl-2-methyl-2-propanamine) is a secondary amine and it is a colorless to pale yellow with the boiling point of 69 °C.[1] It is a highly flammable liquid and vapor. It is corrosive irritant that is harmful if inhaled, swallowed or in contact with skin. N-Methyl-tert-butylamine can be prepared by reductive N-methylation of tert-butylamine with carbon dioxide and diphenylsilane catalysed with caesium carbonate via initially formed t-butylformamide.[2] It can be also obtained from t-butylformamide by reduction with lithium aluminium tetrahydride or catalytic hydrogenation.[3]

Application of N-Methyl-tert-butylamine:

N-Methyl-tert-butylamine as a secondary amine can undergo chemical reactions to form desired amines[4] and amides[5]. It was used in a SAR study related to N,N-disubstitutions of the terminal acetamide on pyrazolopyrimidines.[6] It was used in a new approach to pyrrolo[3,4-b]indole ring system via tri-n-butyltin hydride induced 1,5-radical translocation and 5-endo-trig cyclization of carboxamide formed from 3-trifluoroacetylindole and N-methyl-tert-butylamine.[7]

Product categorization (Chemical groups):

Main category: Second level: _______________________________________________________________________
[1] A. A. Meiners, C. Bolze, A. L. Scherer, F. V. Morriss J. Org. Chem. 1958, 23 (8), 1122. doi:10.1021/jo01102a010 [2] C. Fang, C. Lu, M. Liu, Y. Zhu, Y. Fu, B. L. Lin ACS Catal. 2016, 6 (11), 7876. doi:10.1021/acscatal.6b01856 [3] M. Stein, B. Breit Angew. Chem. Int. Ed. 2013, 52 (8), 2231. doi:10.1002/anie.201207803 [4] N. Gulia, B. Pigulski, S. Szafert Eur. J. Org. Chem. 2020, 2020 (34), 5610. doi:10.1002/ejoc.202000939 [5] J. A. Lowe III, D. L. Hageman, S. E. Drozda, S. McLean, D. K. Bryce, R. T. Crawford, S. Zorn, J. Morrone, J. Border J. Med. Chem. 1994, 37 (22), 3789. doi:10.1021/jm00048a015 [6] J. Li, M. L. Schulte, M. L. Nickels, H. C. Manning Bioorg. Med. Chem. Lett. 2016, 26 (15), 3472. doi:10.1016/j.bmcl.2016.06.041 [7] J. C. Badenock, H. L. Fraser, G. W. Gribble Arkivoc 2018, part V, 140. doi:10.24820/ark.5550190.p010.584

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