1,1-Dimethoxyethane

1,1-Dimethoxyethane Basic information
Description Preparation Reference
Product Name:1,1-Dimethoxyethane
Synonyms:Ethane,1,1-dimethoxy-;methylformyl;FEMA 3426;ETHYLIDENE DIMETHYL ETHER;DIMETHYL ACETAL;AKOS BBS-00004400;1,1-dimethoxy-ethan;1,1'-Dimethoxyetiane
CAS:534-15-6
MF:C4H10O2
MW:90.12
EINECS:208-589-8
Product Categories:aldehyde Flavor
Mol File:534-15-6.mol
1,1-Dimethoxyethane Structure
1,1-Dimethoxyethane Chemical Properties
Melting point -113 °C
Boiling point 64 °C(lit.)
density 0.852 g/mL at 25 °C(lit.)
vapor density 3.1 (vs air)
vapor pressure 200 hPa (20 °C)
FEMA 3426 | 1,1-DIMETHOXYETHANE
refractive index n20/D 1.367(lit.)
Fp 1 °F
storage temp. Store below +30°C.
solubility Chloroform (Sparingly)
form Oil
color Colourless
Odorat 1.00 % in propylene glycol. sharp sweet alcohol ether green new mown hay
Odor Typeethereal
Water Solubility Soluble
Sensitive Moisture Sensitive
Merck 14,3226
JECFA Number940
BRN 1697039
LogP0.63 at 25℃
CAS DataBase Reference534-15-6(CAS DataBase Reference)
NIST Chemistry ReferenceEthane, 1,1-dimethoxy-(534-15-6)
EPA Substance Registry System1,1-Dimethoxyethane (534-15-6)
Safety Information
Hazard Codes F
Risk Statements 11
Safety Statements 9-16-33
RIDADR UN 2377 3/PG 2
WGK Germany 2
RTECS AB2825000
10-21
TSCA Yes
HS Code 2911 00 00
HazardClass 3
PackingGroup II
Hazardous Substances Data534-15-6(Hazardous Substances Data)
ToxicityLD50 orally in rats: 6.5 g/kg; LC (in air) in rats: 16000 ppm (Smyth)
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
1,1-Dimethoxyethane Usage And Synthesis
Description1,1-Dimethoxyethane is an aliphatic hydrocarbon which is found in figs, leek, and black tea. It gives a sharp ethereal, fruity and green note. It is used as a flavoring agent in food. 1,1-Dimethoxyethane is also used as a reagent for the diol protection and condensation reactions.
PreparationTo a flask equipped with a mechanical stirrer, condenser, and gas addition tube and containing 10 gm of a 6 3% solution of boron trifluoride in methanol is added 1.0 gm of mercuric oxide and 200 gm (6.25 moles) of methanol. Then 70 gm (3.13 moles) of acetylene is added with vigorous stirring at room temperature. After the reaction the catalyst is neutralized with aqueous potassium carbonate, the product is extracted into ether, dried, and distilled to afford 104 gm (37%), b.p. 64°-65°C.
preparation of 1,1-Dimethoxyethane
ReferenceEvaluation of Certain Food Additives and Contaminants: Fifty-seventh report of the Joint FAO/WHO Expert Committee on Food Additives, 2001, ISBN 92-4-120909-7
M. J. Taschner, Encyclopedia of Reagents for Organic Synthesis, 2001, ISBN 9780471936237
Chemical Propertiesclear colorless liquid
Chemical Properties1,1-Dimethoxybenzene has a sharp, sweet, alcohol, ether, green, new-mown-hay odor
OccurrenceReported found in raspberry, blackberry, strawberry, peas, fresh figs, hop oil, coffee, cognac, white wine and tea.
Uses1,1-Dimethoxyethane is used as a reagent in the synthesis of tricyclic and tetracyclic 1,5-benzodiazepine derivatives as nevirapine analogues.
UsesAcetaldehyde dimethyl acetal may be used in the preparation of glucoside derivatives of steganol. It may be used as polymer solvent for the encapsulation of water-soluble model protein, bovine serum albumin into biodegradable poly(D,L-lactic acid.
UsesAs Mering's mixture which is 2 vol dimethylacetal and 1 vol chloroform.
PreparationFrom acetaldehyde and methanol.
DefinitionChEBI: 1,1-dimethoxyethane is an acetal that is dimethoxymethane substituted by a methyl group at position 1. It has a role as a flavouring agent and a plant metabolite. It is an acetal and a diether. It is functionally related to a dimethoxymethane.
General DescriptionA liquid with a sharp odor. Less dense than water. Flash point between 0-73°F. Mildly toxic by ingestion and inhalation. Severely irritates the skin and eyes. Used to make other chemicals.
Air & Water ReactionsHighly flammable. May form unstable peroxides when exposed to oxygen. These products can sometimes be observed as clear crystals deposited on containers or along the surface of the liquid. Slightly soluble in water.
Reactivity Profile1,1-Dimethoxyethane may react violently with strong oxidizing agents. Can act as a weak base to form salts with strong acids and addition complexes with Lewis acids. In other reactions, which typically involve the breaking of the carbon-oxygen bond, ethers are relatively inert.
Health HazardInhalation or contact with material may irritate or burn skin and eyes. Fire may produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control may cause pollution.
Fire HazardHIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.
Safety ProfileMildly toxic by inhalation, ingestion, and skin contact. A skin and eye irritant. A very dangerous fire hazard when exposed to heat, flame, or oxiduzers. When exposed to heat or flame it can react vigorously with oxidizing materials. To fight fire, use foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes. See also GLYCOL ETHERS.
Purification MethodsDistil the dimethyl acetal through a fractionating column and fraction boiling at 63.8o/751mm is collected. It forms an azeotrope with MeOH. Alternatively purify it as for acetal above. It has been purified by GLC. [Beilstein 1 IV 3103.]
1,1-Dimethoxyethane Preparation Products And Raw materials
Raw materialsMethyl acetate
Preparation ProductsOxiracetam-->Arbekacin-->FEMA 2888-->2-Methyl-1,3-cyclopentanedione-->2,4-DIMETHYL, 1,3-DIOXALONE-->Methoxyethene-->1,1,3-TRIMETHOXYBUTANE-->Methanol
2-BENZYL-1,3-DIOXOLANE 2-(2-Bromoethyl)-1,3-dioxolane 3-CYANOPROPIONALDEHYDE DIETHYL ACETAL (-)-1,4-DI-O-TOSYL-2,3-O-ISOPROPYLIDENETHREITOL 1,2:5,6-Bis-O-(1-methylethylidene)-D-mannitol 2,2-Dichloro-1,1-diethoxyethane 1-(4'-Bromophenoxy)-1-ethoxyethane Bromoacetaldehyde diethyl acetal 2-Bromomethyl-1,3-dioxolane (R)-(-)-2,2-Dimethyl-1,3-dioxolane-4-methanol 3-Chloropropionaldehyde diethylacetal 1,2,3,4-Tetrachloro-5,5-dimethoxycyclopentadiene 2,5-Dihydro-2,5-dimethoxyfuran 2-BROMO-1,1-DIMETHOXYETHANE,1-Bromo-2,2-dimethoxyethane 2-METHYL-1,3-DIOXOLANE Chloroacetaldehyde diethyl acetal 2-(3-BROMOPHENYL)-1,3-DIOXOLANE 1-BROMO-2,2-DIMETHOXYPROPANE

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