[bis(2,2-dimethylpropoxy)methyl]dimethylamine

• ChemBase ID: 149149
• Molecular Formular: C13H29NO2
• Molecular Mass: 231.37486
• Monoisotopic Mass: 231.21982917
• SMILES: CC(C)(C)COC(N(C)C)OCC(C)(C)C
• Canonical SMILES: CN(C(OCC(C)(C)C)OCC(C)(C)C)C
• InChI: InChI=1S/C13H29NO2/c1-12(2,3)9-15-11(14(7)8)16-10-13(4,5)6/h11H,9-10H2,1-8H3
• InChIKey: KEXFRBIOHPDZQM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [bis(2,2-dimethylpropoxy)methyl]dimethylamine
• IUPAC Traditional name: [bis(2,2-dimethylpropoxy)methyl]dimethylamine
• Synonyms: 1,1-Dineopentyloxytrimethylamine; 1,1-Dineopentyloxy-N,N-dimethylmethylamine; N,N-Dimethylformamide dineopentyl acetal; 1,1-二新戊基氧基-N,N-二甲基甲胺; 1,1-二新戊氧基三甲胺; N,N-二甲基甲酰胺二新戊基乙缩醛

Database IDs

• CAS Number: 4909-78-8
• EC Number: 225-536-4
• MDL Number: MFCD00008851
• Beilstein Number: 741992
• PubChem SID: 24848460; 162243317
• PubChem CID: 78623

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 3.9863255
• LogD (pH = 7.4): 4.0527534
• Log P: 4.0536695
• Molar Refractivity: 68.5986 cm^3
• Polarizability: 27.587177 Å^3
• Polar Surface Area: 21.7 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 85-87 °C/10 mmHg(lit.); 85-87°C/10mm
• Flash Point: 125.6 °F; 52 °C; 63°C(145°F)
• Density: 0.829 g/mL at 25 °C(lit.); 0.830
• Refractive Index: 1.4117; n20/D 1.412(lit.)

Safety Information

• Storage Warning: Moisture Sensitive
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• TSCA Listed: 否
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H226-H315-H319-H335; H227
• GHS Precautionary statements: P210-P280-P370+P378A-P403+P235-P501A; P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: 98%; 99%
• Linear Formula: (CH3)2NCH[OCH2C(CH3)3]2

DETAILS

Sigma Aldrich - 140244

Packaging
10, 50 g in glass bottle

REFERENCES

• This hindered acetal, in conjunction with an alcohol, converts carboxylic acids to esters of that alcohol: Angew. Chem. Int. Ed., 3, 62 (1964); Helv. Chim. Acta, 48, 1746 (1965). For application to the lactonization of ω-hydroxyacids, giving lactones of up to 16-membered rings, in modest yield, see: Angew. Chem. Int. Ed., 16, 876 (1977). Similarly, can be used to convert primary alcohols to alkylating agents for use in the alkylation of thiols (e.g. 2-Mercaptopyrimidine, A13382): Tetrahedron Lett., 585 (1972).