(1,1-dimethoxyethyl)dimethylamine

• ChemBase ID: 53520
• Molecular Formular: C6H15NO2
• Molecular Mass: 133.1888
• Monoisotopic Mass: 133.11027873
• SMILES: C(N(C)C)(OC)(OC)C
• Canonical SMILES: COC(N(C)C)(OC)C
• InChI: InChI=1S/C6H15NO2/c1-6(8-4,9-5)7(2)3/h1-5H3
• InChIKey: FBZVZUSVGKOWHG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1,1-dimethoxyethyl)dimethylamine
• IUPAC Traditional name: (1,1-dimethoxyethyl)dimethylamine
• Synonyms: (1,1-Dimethoxyethyl)dimethylamine; 1,1-Dimethoxy-N,N-dimethylethylamine; N,N-Dimethylacetamide dimethyl acetal; 1,1-Dimethoxy-N,N-dimethylethanamine; 1,1-二甲氧基-N,N-二甲基乙胺; N,N-二甲基乙酰胺二甲基乙缩醛; N,N-二甲基胺乙酰缩二甲醇

Database IDs

• CAS Number: 18871-66-4
• EC Number: 242-641-0
• MDL Number: MFCD00008476
• Beilstein Number: 1420865
• PubChem SID: 162058283; 24864234; 24855813
• PubChem CID: 87835

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.93746215
• LogD (pH = 7.4): 1.0579388
• Log P: 1.0597129
• Molar Refractivity: 37.164 cm^3
• Polarizability: 14.696601 Å^3
• Polar Surface Area: 21.7 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 118 °C(lit.); 118-120°C
• Flash Point: 46.4 °F; 8 °C; 8°C(46°F)
• Density: 0.911; 0.911 g/mL at 25 °C(lit.)
• Refractive Index: 1.4120; n20/D 1.411; n20/D 1.411(lit.)

Safety Information

• Storage Warning: IRRITANT; Moisture Sensitive
• European Hazard Symbols: Flammable (F); X; Harmful (Xn)
• UN Number: 1993; UN1993
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 2; II
• Risk Statements: 11-20/21/22-36/37/38-68/20/21/22; 11-20/21/22-68/20/21/22
• Safety Statements: 16-26-36/37; 9-36/37
• TSCA Listed: false; 否
• GHS Pictograms: GHS02; GHS06; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H224-H301-H311-H332-H371; H225-H302-H311-H315-H319-H331-H335-H371
• GHS Precautionary statements: P210-P260-P280-P305 + P351 + P338-P311; P210-P301+P310-P303+P361+P353-P361-P405-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1993 3/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥90% (NT); 90%; 95+%; tech. 90%, stab with 5-10% methanol
• Grade: technical
• Linear Formula: CH3C(OCH3)2N(CH3)2

DETAILS

Sigma Aldrich - 261483

Packaging
5, 25 g in glass bottle
Application
Reagent for the synthesis of amides,1 diacylamines,2 and heterocycles.3,4

Sigma Aldrich - 38850

Other Notes
Review1

REFERENCES

• Reacts with 1,2-diols, e.g. sugars, to form 1-(dimethylamino)ethylidene cyclic acetals which can be cleaved with aqueous AcOH, giving the monoacetate of the less hindered OH, thus providing a method for selective monoprotection of the diol: Can. J. Chem., 50, 233 (1972).
• Reacts with active methylene compounds to give the (dimethylamino)ethylidene derivatives: Liebigs Ann. Chem., 641, 1 (1961), compare N,N-Dimethylformamide dimethyl acetal, A15350.
• For use in the N-acetylation of amides to give diacylamines (imides) in high yield, see: Synthesis, 119 (1980).