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D136808

Sigma-Aldrich

2,2-Dimethoxypropane

reagent grade, 98%

Synonym(s):

Acetone dimethyl acetal

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About This Item

Linear Formula:
(CH3)2C(OCH3)2
CAS Number:
77-76-9
Molecular Weight:
104.15
Beilstein:
635678
EC Number:
201-056-0
MDL number:
MFCD00008479
UNSPSC Code:
12352100
PubChem Substance ID:
24893272
NACRES:
NA.21

grade

reagent grade

Quality Level

200

vapor density

3.59 (vs air)

vapor pressure

60 mmHg ( 15.8 °C)

Assay

98%

form

liquid

expl. lim.

31 %, 58 °F
6 %, 27 °F

refractive index

n20/D 1.378 (lit.)

bp

83 °C (lit.)

density

0.847 g/mL at 25 °C (lit.)

SMILES string

COC(C)(C)OC

InChI

1S/C5H12O2/c1-5(2,6-3)7-4/h1-4H3

InChI key

HEWZVZIVELJPQZ-UHFFFAOYSA-N

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General description

2,2-Dimethoxypropane (DMP) is an organic building block commonly employed as a precursor to generate 2-methoxypropene (MPP). The degradation study of DMP in ionic liquids showed the formation of MPP and 2-ethoxypropene (EPP) in an identical ratio due to the tunneling effect. Conformational analysis of DMP based on ab initio calculations and matrix isolation infrared spectroscopy has been reported. DMP reacts with water to produce methanol and acetone. This reaction has been employed in a method for the quantification of water in natural products by gas-liquid chromatography. Acidified DMP has been employed for the dehydration of biological samples.

Application

Reagent for the preparation of 1,2-diols as acetonides.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H225,H319

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2

Supplementary Hazards

EUH066

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

14.0 °F - closed cup

Flash Point(C)

-10 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBL4092
MKCM9898
MKCV5619
STBK4276
STBL3322

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Greene, T.W. Wuts, P.G.M.
Protective Groups in Organic Synthesis, 123-123 (1991)
Davit Jishkariani et al.
ACS nano, 11(8), 7958-7966 (2017-08-05)
Janus nanoparticles (NPs) often referred to as nanosized analogs of molecular surfactants are amphiphilic structures with potential applications in materials science, biomedicine, and catalysis, and their synthesis and self-assembly into complex architectures remain challenging. Here, we demonstrate the preparation of
The importance of tunneling effect to the decomposition of 2, 2-dimethoxypropane and 2,2-diethoxypropane.
Jiang H, et al.
Chemical Physics Letters, 406(4), 489-494 (2005)
Gas chromatographic determination of water in natural products by reaction with 2,2-dimethoxypropane.
Mary NY.
Journal of Pharmaceutical Sciences, 58(9), 1089-1092 (1969)
Vladimir A Khripach et al.
Steroids, 75(1), 27-33 (2009-09-30)
Preparation of partially protected brassinosteroids is achieved through the reaction of the source material (24-epicastasterone and 24-epibrassinolide) with diol-specific reagents (2,2-dimethoxypropane and methylboronic acid). The obtained products were shown to be useful synthetic intermediates for further preparation of minor representatives
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