Diethoxymethane

HCID 10024
NotesReactions
Substructure searchFind similar structures

Basic information

CAS
462-95-3
Standard SMILES
CCOCOCC
InChIKey
KLKFAASOGCDTDT-UHFFFAOYSA-N
Molecular formula
C5H12O2
Average molar mass
104.15 g/mol
Monoisotopic mass
104.08372962

Overview

Diethoxymethane appears as a colorless volatile liquid with an agreeable odor. Less dense than water. Vapors heavier than air. May be narcotic in high concentrations. Used as a solvent and in the manufacture of cosmetics.

Names & identifiers

Preferred name
Diethoxymethane
IUPAC
ethoxymethoxyethane
English name
Diethoxymethane
Molecular formula
C5H12O2
Molecular weight
104.15

Names & synonyms

Diethoxymethane462-95-3Diethoxy methaneEthylalFormaldehyde diethyl acetalDiethylformalMethane, diethoxy-Ethoxymethyl ethyl ether1,1-DIETHOXYMETHANE3,5-DioxahepteneEthane, 1,1'-[methylenebis(oxy)]bis-3,5-Dioxaheptane
Show more names
diethoxy-methanEthoxymethoxy-ethaneEthylal >DIETHYLFORMALDiethyl methylal
NSC 6754CCRIS 6891DTXSID6052112Ethane, 1,1'-(methylenebis(oxy))bis-EINECS 207-330-6UNII-56IT408V5YBRN 1697253AI3-24286

Database identifiers

CAS
462-95-3
PubChem CID
10024
DTXSID
DTXSID6052112
UNII
56IT408V5Y
EC Number
207-330-6
Nikkaji
J5.772J

Properties

Computed structural properties

XLogP
0.8
Topological polar surface area
18.5 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
2
Rotatable bonds
4
Heavy atoms
7

Experimental & physicochemical properties

Chemical ClassesFlammable agents - 3rd degree
SpringerMaterials PropertiesBoiling point
LogP0.84
Flavoring AgentsEU Flavoring substances
Physical Description · 2 items

Diethoxymethane appears as a colorless volatile liquid with an agreeable odor. Less dense than water. Vapors heavier than air. May be narcotic in high concentrations. Used as a solvent and in the manufacture of cosmetics.

CBI; Liquid

Physicochemical properties

Melting point
-66.5 °C · -66.5 °C
Boiling point
87 · 87-88 °C (lit.)
Density
0.831 g/mL · 0.831 g/mL at 25 °C (lit.)
vapor density
3.6 · 3.6 (vs air)
vapor pressure
60 mm · 60 mm Hg ( 25 °C)
refractive index
20 · n20/D 1.373(lit.)

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 207 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 6 items

Chemical: Ethane, 1,1'-[methylenebis(oxy)]bis-

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Ethane, 1,1'-[methylenebis(oxy)]bis- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Ethane, 1,1'-[methylenebis(oxy)]bis- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 02-07-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/11805

Diethoxymethane: Does not have an individual approval but may be used under an appropriate group standard

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

DOT LabelFlammable Liquid
Fire Hazards · 2 items

Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.

Health Hazards · 2 items

Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:

· Inhalation or contact with material may irritate or burn skin and eyes.

DOT ID and Guide2373 127
Reactive GroupEthers

Safety & protection

Fire FightingExcerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:
Accidental Release Measures · 2 items

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 2 items

Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:

General First Aid:

Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).
Nonfire Spill ResponseExcerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:
Isolation and Evacuation · 2 items

Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:

Immediate precautionary measure

Safety data

F
3
PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk
2
tsca
TSCA listed
rtecs
PA8500000
ridadr
UN 2373

Chemistry & industry

Uses & manufacturing

U.S. Production2023: 500,000 - <1,000,000 lb
Industry UsesIntermediate
General Manufacturing Information · 2 items

Pesticide, Fertilizer, and Other Agricultural Chemical Manufacturing

Ethane, 1,1'-[methylenebis(oxy)]bis-: ACTIVE

Applications · 3 items

UsesDiethoxymethane (DEM) is offered by Eastman Chemical Company as a cost-effective replacement solvent for monoglyme (1,2- dimethoxyethane) and methylal. The DEM diether is stable under alkaline conditions, but can be cleaved by strong acids. Diethoxymethane can be used as a chemical intermediate in many organic synthesis reactions. Diethoxymethane is useful as a solvent in lithium batteries with nonaqueous electrolytes, as a solvent for polymeric materials, and as a fuel additive. As a chemical intermediate DEM can act as an ethoxymethylating reagent for alcohols and phenols and serve as a source for formaldehyde in organic synthesis.

UsesDiethoxymethane may be used as a substitute solvent to dichloromethane and toluene in the O-alkylation of different phenols in the presence of phase transfer catalysts (PTCs).

General DescriptionA colorless volatile liquid with an agreeable odor. Less dense than water. Flash point below 10°F. Vapors heavier than air. May be narcotic in high concentrations. Used as a solvent and in the manufacture of cosmetics.

Upstream & downstream products

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
上海炎泽化工有限公司15345144255 19975051755 · [email protected]
爱斯特（成都）生物制药股份有限公司+86-28-85122536 85324413 · [email protected]

Related reactions

71 records
New reaction record

Compound notes

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