Acetal

HCID 7765CAS 105-57-7

Basic information

Standard SMILES
CCOC(C)OCC
InChIKey
DHKHKXVYLBGOIT-UHFFFAOYSA-N
Molecular formula
C6H14O2
Average molar mass
118.17 g/mol
Monoisotopic mass
118.09937969

Overview

Acetal appears as a clear colorless liquid with a pleasant odor. Boiling point 103-104 °C. Flash point -5 °F. Density 0.831 g / cm3. Slightly soluble in water. Vapors heavier than air. Moderately toxic and narcotic in high concentrations.

Names & identifiers

Preferred name
Acetal
IUPAC
1,1-diethoxyethane
English name
1,1-Diethoxy ethane
Molecular formula
C6H14O2
Molecular weight
118.17416

Names & synonyms

Acetal1,1-DIETHOXYETHANE105-57-7Acetaldehyde diethyl acetalDiethyl acetalDiethylacetalEthane, 1,1-diethoxy-DiaethylacetalAcetaleEthylidene diethyl etherAcetal diethyliqueAcetaal
Show more names
1,1-Dietossietano1,1-Diethoxy-ethaan1,1-Diaethoxy-aethanAcetaldehyde, diethyl acetalEthylidenediethyl etherAcetaldehyde ethyl acetalUSAF DO-45FEMA No. 2002

Database identifiers

CAS
105-57-7、37273-87-3、94947-58-7
PubChem CID
7765
DTXSID
DTXSID6030607
ChEMBL
CHEMBL1338583
ChEBI
CHEBI:179533
UNII
5G14F9E2HB
EC Number
203-310-6
Nikkaji
J5.044J

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
8

Experimental & physicochemical properties

Chemical Classes · 2 items

Other Classes -> Acetals

Flammable agents - 3rd degree

SpringerMaterials PropertiesBoiling point
FragrancesFragrance Ingredient (Acetal) -> IFRA transparency List
LogP · 4 items

Log Kow = 0.84

0.84

0.84

1.49

OdorPUNGENT, GREEN, WOODY SOLVENT ODOR
Taste · 2 items

WHISKEY TASTE

nutty after-taste

Physicochemical properties

Melting point
-100 °C · -100 °C
Boiling point
-23 °C · -23 °C(Press: 1.0 Torr)
Density
0.8254 g/cm3 · 0.8254 g/cm3
color
Colorless, volatile liquid
Odor
agreeable odor, nuttyaftertaste
Symbol(GHS)
2 · GHS02,GHS07

Safety & regulation

GHS classification

GHS Classification · 6 items

Danger

H225: Highly Flammable liquid and vapor [Danger Flammable liquids]

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

Danger

H225 (98.7%): Highly Flammable liquid and vapor [Danger Flammable liquids]

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

Hazard information

Regulatory Information · 5 items

Chemical: Ethane, 1,1-diethoxy-

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

Status: Active Update: 04-03-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/23631

Ethane, 1,1-diethoxy-: HSNO Approval: HSR001239 Approved with controls

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 · 3 items

Special Hazards of Combustion Products: Explosive

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

Highly flammable. Vapour/air mixtures are explosive.

Fire PotentialDANGEROUS, DUE TO FIRE AND EXPLOSION HAZARDS. DANGEROUS, WHEN EXPOSED TO HEAT OR FLAME
Health Hazards · 2 items

May irritate the upper respiratory tract. High concentrations act as a central nervous system depressant. Symptoms of exposure include headache, dizziness, drowsiness, abdominal pain, and nausea. (USCG, 1999)

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

Hazards Summary · 1 item

Highly flammable; Inhalation of high concentrations can cause CNS depression; [Hawley] Hydrolyzed in the stomach to acetaldehyde and ethyl alcohol; [HSDB] Forms heat-sensitive explosive peroxides on contact with air; An upper respiratory tract irritant; [CAMEO] A mild skin and eye irritant, based on animal studies; [CHEMINFO] A skin, eye, and respiratory tract irritant; Exposure may result in lowering of consciousness. [ICSC] Safe when used as a flavoring agent in food; [JECFA] An irritant; [MSDSonline]

Safety & protection

Fire Fighting · 2 items

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

Use powder, AFFF, foam, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.

First Aid Measures · 4 items

Fresh air, rest. Refer for medical attention.

Remove contaminated clothes. Rinse skin with plenty of water or shower.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Do NOT induce vomiting. Give one or two glasses of water to drink. Refer for medical attention .

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

INGESTION: Call a physician. Keep victim warm.

General First Aid:

Safe StorageFireproof. Separated from strong oxidants. Cool. Keep in the dark. Well closed. Store only if stabilized.
Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).

Toxicology

Body BurdenAcetal has been identified in one out of 12 human breath samples from subjects in New Jersey (nine people) and in North Carolina (3 people)(1).
Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 68(SRC), determined from an experimental log Kow(2) and a recommended regression-derived equation(3), indicates that acetal will have high mobility in soil(SRC). Volatilization of acetal may be important from moist soil surfaces(SRC) given an estimated Henry's Law constant of 9.75X10-5 atm-cu m/mole(SRC), calculated from experimental values for vapor pressure(4) and water solubility(5), and from dry soil surfaces(SRC) based on an experimental vapor pressure of 27.6 mm Hg(5). Insufficient data are available to determine the rate or importance of biodegradation of acetal in soil(SRC).

AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 68(SRC), determined from an experimental log Kow(2) and a recommended regression-derived equation(3), indicates that acetal would not adsorb to suspended solids and sediment(SRC) in the water. Acetal would volatilize from water surfaces based on an estimated Henry's Law constant of 9.75X10-5 atm-cu m/mole(SRC), calculated from experimental values for vapor pressure(4) and water solubility(5). Estimated half-lives for a model river and model lake are 13 hours and 7.3 days, respectively(3,SRC). An estimated BCF value of 2.6(3,SRC), from an experimental log Kow(2), suggests that acetal will not bioconcentrate in aquatic organisms(SRC) according to a recommended classification scheme(6). Acetals are easily cleaved by dilute acids by the SN1 mechanism(7). However, they are extremely resistant to hydrolysis by bases(7). Therefore, hydrolysis of acetal is expected to be an important fate process in acidic water conditions(SRC). Insufficient data are available to determine the rate or importance of biodegradation of acetal in water(SRC).

ATMOSPHERIC FATE: According to a suggested classification scheme(1), an experimental vapor pressure of 27.6 mm Hg at 25 °C(2) indicates that acetal will exist in the vapor phase in the ambient atmosphere. Vapor-phase acetal is degraded in the atmosphere by reaction with photochemically produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be about 19.6 hours(3,SRC).

Food Survey Values · 1 item

Acetal has been identified in commercial and concentrated aqueous orange essences(1). Acetal was identified as a volatile component of pork and beef(2). Acetal has also been identified as a headspace volatile of a sample of a genuine French cognac (40 vol% ethanol content)(3).

Adverse EffectsNeurotoxin - Other CNS neurotoxin
Exposure RoutesThe substance can be absorbed into the body by inhalation of its vapour and by ingestion.
Signs and Symptoms · 4 items

Cough. Dizziness. Drowsiness. Headache. Nausea. Sore throat.

Redness.

Redness. Pain.

Diarrhoea. Nausea. Vomiting.

Regulatory information

FDA Requirements · 1 item

Acetal is a food additive permitted for direct addition to food for human consumption as a synthetic flavoring substance and adjuvant in accordance with the following conditions: 1) the quantity added to food does not exceed the amount reasonably required to accomplish its intended physical, nutritive, or other technical effect in food, and 2) when intended for use in or on food it is of appropriate food grade and is prepared and handled as a food ingredient.

Safety data

ridadr
UN 1088
Toxicity
LD50 orl-rat: 4600 mg/kg MDZEAK 8,244,67
Signal word
Danger
Symbol(GHS)
GHS02,GHS07
hazard_class
3
packing_group
II

Chemistry & industry

Pharmacology

Metabolism/Metabolites · 2 items

Hydrolysis in the stomach would give rise to either a hemiacetal or to acetaldehyde and ethyl alcohol.

ACETAL IS RAPIDLY HYDROLYZED IN THE STOMACH. THE RESULTING ACETALDEHYDE IS READILY OXIDIZED TO ACETIC ACID & EVENTUALLY TO CARBON DIOXIDE & WATER.

Cellular LocationsCytoplasm

Uses & manufacturing

Uses · 6 items

Used as a solvent for perfumes, flavors, and cosmetics; [HSDB] Used as an herbicide; [eChemPortal: ERMA]

Farming (Pesticides) [Category: Industry]

SOLVENT; IN ORGANIC SYNTHESES; /SRP: FORMERLY/ HYPNOTIC

SOLVENT IN PERFUMES

SYNTHETIC FLAVORING INGREDIENT

Used in cosmetics

U.S. Production · 2 items

(1972) PROBABLY GREATER THAN 4.54X10+5 GRAMS

(1975) PROBABLY GREATER THAN 4.54X10+5 GRAMS

Methods of Manufacturing · 2 items

ADDITION OF ETHANOL TO ACETYLENE IN THE PRESENCE OF BORON TRIFLUORIDE AND MERCURIC OXIDE CATALYST; ADDITION OF ETHANOL TO DIVINYL ETHER IN THE PRESENCE OF BORON TRIFLUORIDE

...FROM ACETALDEHYDE AND ALCOHOL IN PRESENCE OF ANHYDROUS CALCIUM CHLORIDE OR OF SMALL QUANTITIES OF MINERAL ACID.

Formulations/PreparationsGrades: technical
Use Classification · 6 items

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

General Manufacturing Information · 3 items

Ethane, 1,1-diethoxy-: ACTIVE

ASSAY OF PURITY: 97% MINIMUM; FREE OF DISSOLVED METALS, CHLORIDES, SULFATES AND WATER. ... /IT IS/ PRESENT IN SOME LIQUORS (EG, SAKE AND WHISKY); ALSO DETECTED AND QUANT ASSESSED IN RUM. REPORTED USES: NON-ALCOHOLIC BEVERAGES, 7.3 PPM; ICE CREAM, ICES, ETC, 52 PPM; CANDY, 39 PPM; BAKED GOODS, 60-120 PPM.

Of several herbicides, acetal was the most effective, controlling witch-grass, Panicum capillare by 88%, and incr the yield of corn grain by 47%.

Suppliers50 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]
武汉欣扬瑞和化学科技有限公司153-07155313 15307155313 · [email protected]
河北创海生物科技有限公司+86-86-13131129325 · [email protected]

Related reactions

23 records

Linked notes

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