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Safety Information

259527

Sigma-Aldrich

1,2-Dimethoxyethane

anhydrous, 99.5%, inhibitor-free

Synonym(s):

DME, mono-Glyme, Dimethylglycol, Ethylene glycol dimethyl ether, Monoglyme

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About This Item

Linear Formula:
CH3OCH2CH2OCH3
CAS Number:
Molecular Weight:
90.12
Beilstein:
1209237
EC Number:
MDL number:
UNSPSC Code:
12352112
PubChem Substance ID:
NACRES:
NA.21

grade

anhydrous

Quality Level

vapor density

3.1 (20 °C, vs air)

vapor pressure

48 mmHg ( 20 °C)

Assay

99.5%

form

liquid

autoignition temp.

396 °F

expl. lim.

10.4 %

impurities

<0.003% water
<0.005% water (100 mL pkg)

evapn. residue

<0.0005%

refractive index

n20/D 1.379 (lit.)

pH

7

bp

85 °C (lit.)

mp

−58 °C (lit.)

density

0.867 g/mL at 25 °C (lit.)

SMILES string

COCCOC

InChI

1S/C4H10O2/c1-5-3-4-6-2/h3-4H2,1-2H3

InChI key

XTHFKEDIFFGKHM-UHFFFAOYSA-N

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Application

1,2-Dimethoxyethane may be used as a solvent in the following processes:
  • Synthesis of cyclic amines from amino alcohols via direct cyclodehydration.
  • Stereoselective synthesis of trans-1,2-disubstituted alkenes from 1-phenyl-1H-tetrazol-5-yl sulfones and aldehydes in the presence of potassium or sodium hexamethyldisilazide.
  • Synthesis of adamantylideneadamantane from 2-adamantanone via reductive coupling.

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Inhalation - Flam. Liq. 2 - Repr. 1B - Skin Irrit. 2

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

41.0 °F - closed cup

Flash Point(C)

5 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PRTR

Class I Designated Chemical Substances

FSL

Group 4: Flammable liquids
Type 1 petroleums
Hazardous rank II
Water soluble liquid

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

259527-100ML:
259527-2L:
259527-1L:
259527-18L-P1:
259527-BULK:
259527-PZ:
259527-12X100ML:
259527-8L:
259527-900ML:
259527-18L:
259527-20L:
259527-250ML:
259527-10L:
259527-VAR:
259527-4X2L:
259527-6X1L:


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One-Pot Preparation of Cyclic Amines from Amino Alcohols
Xu F and Simmons B
Organic Syntheses, 90, 251-251 (2013)
Algal oil extraction from wet biomass of Botryococcus braunii by 1, 2-dimethoxyethane.
Liu CZ, et al.
Applied Energy, 102, 971-974 (2013)
A stereoselective synthesis of trans-1, 2-disubstituted alkenes based on the condensation of aldehydes with metallated 1-phenyl-1H-tetrazol-5-yl sulfones
Blakemore PR, et al
Synlett, 1998(01), 26-28 (1998)
Reductive Coupling of Carbonyls to Alkenes: Adamantylideneadamantane
Fleming MP & McMurry JE
Organic Syntheses, 60, 113-113 (1981)
NMR Chemical Shifts of Common Laboratory Solvents as Trace Impurities.
Hugo E. Gottlieb et al.
The Journal of organic chemistry, 62(21), 7512-7515 (2001-10-24)

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