N , O -dimethylhydroxylamine

Structural formula
General
Surname	N, O-dimethylhydroxylamine
other names	Methoxymethylamine
Molecular formula	CH 3 ONHCH 3
Brief description	beige solid (hydrochloride)
External identifiers / databases
ECHA InfoCard	100.012.960
PubChem	14232
Wikidata	Q6477050
properties
Molar mass	61.08 g mol −1
Physical state	liquid; solid (hydrochloride);
density	0.89 g cm −3
Melting point	−97 ° C ; 115–116 ° C (hydrochloride);
boiling point	42.4 ° C
Refractive index	1.4152 (at 25 ° C)
safety instructions
GHS labeling of hazardous substances Hydrochloride; Caution
H and P phrases	H: 315-319
	P: 305 + 351 + 338
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

N , O -Dimethylhydroxylamine is a chemical compound from the group of amines . It is derived as a methyl group-substituted derivative of hydroxylamine .

Presentation and extraction

The synthesis of the compound starts with the reaction of ethyl chloroformate with hydroxylamine hydrochloride and subsequent methylation with dimethyl sulfate . The resulting intermediate compound gives the target compound as the hydrochloride by hydrolysis in the presence of concentrated hydrochloric acid . The free N , O- dimethylhydroxylamine can be obtained by reaction with potassium hydroxide solution and subsequent distillation.

use

N , O -dimethylhydroxylamine is used as a reagent for the production of Weinreb amides in the Weinreb amide ketone synthesis .

Individual evidence

↑ ^a ^b ^c ^d ^e data sheet N, O-dimethylhydroxylamine e, 98% from Sigma-Aldrich , accessed on March 3, 2015 ( PDF ).
↑ ^a ^b William M. Haynes: CRC Handbook of Chemistry and Physics, 95th Edition: . CRC Press, 2014, ISBN 978-1-4822-0867-2 , pp. 350 ( limited preview in Google Book Search).
^ ^A ^b Carl L. Yaws: The Yaws Handbook of Physical Properties for Hydrocarbons and Chemicals: Physical Properties for More Than 54,000 Organic and Inorganic Chemical Compounds, Coverage for C1 to C100 Organics and Ac to Zr Inorganics . Gulf Professional Publishing, 2015, ISBN 978-0-12-801146-1 , pp. 19 ( limited preview in Google Book search).
↑ ^a ^b ^c e-EROS Encyclopedia of Reagents for Organic Synthesis , 1999-2013, John Wiley and Sons, Inc., entry for N, O-Dimethylhydroxylamine, accessed October 16, 2015 .

[Sigma-1] ↑ ^a ^b ^c ^d ^e data sheet N, O-dimethylhydroxylamine e, 98% from Sigma-Aldrich , accessed on March 3, 2015 ( PDF ).

[William_M._Haynes-2] William M. Haynes: CRC Handbook of Chemistry and Physics, 95th Edition: . CRC Press, 2014, ISBN 978-1-4822-0867-2 , pp. 350 ( limited preview in Google Book Search).

[Carl_L._Yaws-3] A ^b Carl L. Yaws: The Yaws Handbook of Physical Properties for Hydrocarbons and Chemicals: Physical Properties for More Than 54,000 Organic and Inorganic Chemical Compounds, Coverage for C1 to C100 Organics and Ac to Zr Inorganics . Gulf Professional Publishing, 2015, ISBN 978-0-12-801146-1 , pp. 19 ( limited preview in Google Book search).

[eEROS-4] -EROS Encyclopedia of Reagents for Organic Synthesis , 1999-2013, John Wiley and Sons, Inc., entry for N, O-Dimethylhydroxylamine, accessed October 16, 2015 .