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Merck
CN

261483

N,N-Dimethylacetamide dimethyl acetal

90%

Synonym(s):

1,1-Dimethoxy-N,N-dimethylethylamine

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About This Item

Linear Formula:
CH3C(OCH3)2N(CH3)2
CAS Number:
18871-66-4
Molecular Weight:
133.19
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24855813
MDL number:
MFCD00008476
Beilstein/REAXYS Number:
1420865
Assay:
90%
Form:
liquid

Key Documents

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InChI

1S/C6H15NO2/c1-6(8-4,9-5)7(2)3/h1-5H3

SMILES string

COC(C)(OC)N(C)C

InChI key

FBZVZUSVGKOWHG-UHFFFAOYSA-N

assay

90%

form

liquid

Quality Level

200

bp

118 °C (lit.)

density

0.911 g/mL at 25 °C (lit.)

functional group

amine, ether

Related Categories

General description

Claisen type reaction of N,N-dimethylacetamide dimethyl acetal using optically active trans-3-penten-2-ol as substrate has been investigated.

Application

N,N-Dimethylacetamide dimethyl acetal has been used as:
  • one carbon inserting synthon in preparation of pyrimido[1,2-a][1,3,5]triazin-6-ones
  • reagent for the synthesis of amides, diacylamines and heterocycles

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 2 - STOT SE 3

target_organs

Eyes,Central nervous system, Respiratory system

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

46.4 °F - closed cup

flash_point_c

8 °C - closed cup

ppe

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCBS6975V
BCBK9859V
BCBB4044V
BCBB4044
BCBB1700

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Synthesis, 119-119 (1980)
Tetrahedron Letters, 33, 3449-3449 (1992)
Nikhil Sachdeva et al.
Organic & biomolecular chemistry, 10(23), 4586-4596 (2012-05-15)
A novel thermal rearrangement, involving pyrimidine ring opening and subsequent ring closure leading to recyclization of the system, was identified in the reaction of (6-oxo-1,6-dihydropyrimidin-2-yl)guanidines 3 (where NR(1)R(2) = NH(2), NH alkyl, NH aralkyl, NHCH(2)Ph(R)) with triethyl orthoacetate, affording 4-substituted-2-methyl-6H-pyrimido[1,2-a][1,3,5]triazin-6-ones
Piotr Szustakiewicz et al.
Nanomaterials (Basel, Switzerland), 9(4) (2019-04-14)
In this study, we report a universal approach allowing the non-covalent deposition of gold nanoparticles on reduced graphene oxide surface in a controlled fashion. We used a modified Hummers method to obtain graphene oxide, which then underwent surficial functionalization with
Asymmetric induction in the thermal reactions of allylic alcohols with N, N-dimethylacetamide dimethylacetal and triethyl orthoacetate.
Hill RK, et al.
The Journal of Organic Chemistry, 37(23), 3737-3740 (1972)
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