(dimethoxymethyl)dimethylamine

• ChemBase ID: 85612
• Molecular Formular: C5H13NO2
• Molecular Mass: 119.16222
• Monoisotopic Mass: 119.09462866
• SMILES: N(C(OC)OC)(C)C
• Canonical SMILES: COC(N(C)C)OC
• InChI: InChI=1S/C5H13NO2/c1-6(2)5(7-3)8-4/h5H,1-4H3
• InChIKey: ZSXGLVDWWRXATF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (dimethoxymethyl)dimethylamine
• IUPAC Traditional name: (dimethoxymethyl)dimethylamine
• Synonyms: 1,1-Dimethoxytrimethylamine; N,N-Dimethylformamide dimethyl acetal; N-dimethoxymethyl-N,N-dimethylamine; 1,1-dimethoxy-N,N-dimethylmethanamine; (Dimethoxymethyl)dimethylamine; 1,1-Dimethoxy-N,N-dimethylmethylamine; N,N-Dimethylformamide dimethyl acetal; 1,1-二甲氧基-N,N-二甲基甲胺; 1,1-二甲氧基三甲胺; N,N-二甲基甲酰胺二甲基缩醛

Database IDs

• CAS Number: 4637-24-5
• EC Number: 225-063-3
• MDL Number: MFCD00008482
• Beilstein Number: 506020
• PubChem SID: 24864631; 162072728; 24848474
• PubChem CID: 78373

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.7442812
• LogD (pH = 7.4): 0.80818295
• Log P: 0.8090616
• Molar Refractivity: 32.314 cm^3
• Polarizability: 12.860454 Å^3
• Polar Surface Area: 21.7 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: -85°C
• Boiling Point: 102-103 °C/720 mmHg(lit.); 102-103°C @ 720mm; 102-104°C; 102-104°C
• Flash Point: 41 °F; 5 °C; 5°C; 7°C(45°F)
• Density: 0.897; 0.897 g/ml; 0.897 g/mL at 25 °C(lit.)
• Refractive Index: 1.396; 1.3972; n20/D 1.396; n20/D 1.396(lit.)

Safety Information

• Storage Condition: 2-8°C, Desiccate
• Storage Warning: Highly Flammable/Harmful/Irritant/Moisture Sensitive/Store under Argon; Moisture Sensitive
• European Hazard Symbols: Flammable (F); X; Harmful (Xn)
• UN Number: 1993; 3271; UN1993
• German water hazard class: 1
• Hazard Class: 3
• Packing Group: 2; II
• Australian Hazchem: 3YE
• Risk Statements: 11-20-36/37/38; 11-22-36/37/38; R:11
• Safety Statements: 16-26-36/37; S:9-16-29
• EU Classification: F1
• EU Hazard Identification Number: 3B
• Emergency Response Guidebook(ERG) Number: 128
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H302-H315-H319-H335; H225-H332-H315-H319-H335
• GHS Precautionary statements: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A; P210-P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3271 3/PG 2

Product Information

• Purity: ≥95.0% (GC); 94%; 95+%; 97%
• Grade: for GC derivatization; purum; technical grade
• Derivatization reagent for: Esterifications
• Linear Formula: (CH3)2NCH(OCH3)2

DETAILS

MP Biomedicals - 02157815

1 ml = approx. 0.90 g

Sigma Aldrich - 394963

Application
Used in the preparation of formamidine derivatives,1,2 which are synthetic intermediates.3
Used to catalyze the coupling of epoxides with carbon dioxide under solvent free conditions leading to cyclic carbonates.
Packaging
10×1 mL in ampule
5, 25 mL in glass bottle

Sigma Aldrich - 40271

Other Notes
Review1

Sigma Aldrich - 140732

Application
Used in a variant of a Claisen othro-ester rearrangement.1
Packaging
25, 100, 500 mL in glass bottle