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M28006

Sigma-Aldrich

(Methylamino)acetaldehyde dimethyl acetal

97%

Synonym(s):

1,1-Dimethoxy-2-methylaminoethane, 2,2-Dimethoxy-N-methylethylamine

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About This Item

Linear Formula:
CH3NHCH2CH(OCH3)2
CAS Number:
122-07-6
Molecular Weight:
119.16
Beilstein/REAXYS Number:
605322
EC Number:
204-520-0
MDL number:
MFCD00008485
UNSPSC Code:
12352100
PubChem Substance ID:
24896770
NACRES:
NA.22

Quality Level

100

assay

97%

form

liquid

refractive index

n20/D 1.414 (lit.)

bp

140 °C (lit.)

density

0.928 g/mL at 25 °C (lit.)

SMILES string

CNCC(OC)OC

InChI

1S/C5H13NO2/c1-6-4-5(7-2)8-3/h5-6H,4H2,1-3H3

InChI key

HUMIEJNVCICTPJ-UHFFFAOYSA-N

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Application

(Methylamino)acetaldehyde dimethyl acetal can be used as a reactant to synthesize:
  • Aza[3.3.2] cyclazines by reacting with 5-methyloxazolo[3,2-a]pyridinium salts via synthesis of functionalized 5-aminoindolizines intermediates.
  • N-(2,2-Dimethoxyethyl)-N-methyl-3,4-dimethoxyphenylglycine by Petasis reaction with glyoxylic acid and 3,4-dimethoxyphenylboronic acid.
  • Substituted imidazoles via copper-catalyzed reaction with various nitriles.

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

84.2 °F

flash_point_c

29 °C

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Expedient synthesis of substituted imidazoles from nitriles
Frutos RP, et al.
Tetrahedron Letters, 46(48), 8369-8372 (2005)
A concise synthesis of tetrahydroisoquinoline-1-carboxylic acids using a Petasis reaction and Pomeranz-Fritsch-Bobbitt cyclization sequence
Chrzanowska M, et al.
Tetrahedron, 68(14), 3092-3097 (2012)
Rearrangement of oxazolo [3, 2-a] pyridines as an approach of synthesizing aza [3.3. 2] cyclazines
Babaev EV, et al.
Chemistry of Heterocyclic Compounds, 51(3), 269-274 (2015)

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