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Triethylorthoformiat

Ethyl orthoformate

HCID 31214
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Grundinformationen

CAS
108055-42-1
Standard-SMILES
CCOC(OCC)OCC
InChIKey
GKASDNZWUGIAMG-UHFFFAOYSA-N
Summenformel
C7H16O3
Durchschnittliche Molmasse
148,2 g/mol
Monoisotopische Masse
148,10994437

Überblick

Ethyl orthoformate appears as a clear, colorless liquid with a pungent odor. Less dense than water. Vapors heavier than air. May irritate skin and eyes. Used to make other chemicals.

Namen und Bezeichner

Bevorzugter Name
Ethyl orthoformate
IUPAC
diethoxymethoxyethane
Lokaler Name
Triethylorthoformiat
Englischer Name
Triethyl orthoformate
Summenformel
C7H16O3
Molmasse
148.2

Namen und Synonyme

Triethyl orthoformate122-51-0TriethoxymethaneETHYL ORTHOFORMATEAethonOrthoformic acid triethyl esterMethane, triethoxy-Ethyl formate(ortho)Orthomravencan ethylnatyEthane, 1,1',1''-[methylidynetris(oxy)]tris-Orthoformic acid, triethyl esterOrthoformic acid ethyl ester
Weitere Namen anzeigen
TEOForthoformateETHONEiethyl orthoforMate1,1'TEOE
108055-42-1Ethylester kyseliny orthomravenciNSC 5289Orthoformic acid, ethyl esterUN2524DTXSID8041957Orthomravencan ethylnaty [Czech]Triethylester kyseliny orthomravenci

Datenbank-Bezeichner

CAS
108055-42-1、122-51-0
PubChem CID
31214
DTXSID
DTXSID8041957
ChEMBL
CHEMBL1476236
UNII
355LRR361Q
EC Number
204-550-4

Eigenschaften

Berechnete StruktureigenschaftenWird ergänzt

XLogP
1,2
Polarare Oberfläche (TPSA)
27,7 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
6
Schwere Atome
10
Formalladung
0
Komplexität
51,6

Experimentelle und physikochemische Eigenschaften

Chemical Classes · 2 Einträge

Other Classes -> Ethers, Other

Flammable agents - 3rd degree

SpringerMaterials PropertiesBoiling point
Flavoring AgentsEU Flavoring substances
Vapor Pressure3.86 [mmHg]
Physical Description · 3 Einträge

Ethyl orthoformate appears as a clear, colorless liquid with a pungent odor. Less dense than water. Vapors heavier than air. May irritate skin and eyes. Used to make other chemicals.

Liquid

Liquid with a sweetish odor like pine needles; [Merck Index] Clear colorless liquid with a pungent odor; [CAMEO]

Physikochemische Eigenschaften

Schmelzpunkt
-76 °C · -76 °C (lit.)
Siedepunkt
146 °C · 146 °C (lit.)
Dichte
0.891 g/mL · 0.891 g/mL at 25 °C (lit.)

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 6 Einträge

This chemical does not meet GHS hazard criteria for 1.3% (7 of 540) of reports.

Warning

H226 (98.7%): Flammable liquid and vapor [Warning Flammable liquids]

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

Aggregated GHS information provided per 540 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

Gefahrenhinweise

Regulatory Information · 6 Einträge

Chemical: Ethane, 1,1',1''-[methylidynetris(oxy)]tris-

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

Ethane, 1,1',1''-[methylidynetris(oxy)]tris- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Ethane, 1,1',1''-[methylidynetris(oxy)]tris- 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: 27-01-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/15861

Triethyl orthoformate: 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 Einträge

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:

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

Chemie und Industrie

Verwendung und Herstellung

Uses · 2 Einträge

Used in chemical manufacture; [CAMEO] Used in chemical synthesis, in the paints-lacquers-varnishes industry, and as a stabilizer; [IUCLID] Used to make large scale and fine chemicals; [ECHA REACH Registrations] Permitted for use as an inert ingredient in non-food pesticide products; [EPA]

Painting (Solvents) [Category: Paint]

U.S. Production2023: 100,000 - <250,000 lb
Consumer UsesDrier
Industry UsesDrier
General Manufacturing Information · 2 Einträge

All Other Chemical Product and Preparation Manufacturing

Ethane, 1,1',1''-[methylidynetris(oxy)]tris-: ACTIVE

Anwendungen · 1 Eintrag

VerwendenTriethyl orthoformate is used in Bodroux-Chichibabin aldehyde synthesis to prepare an aldehyde with one carbon higher by reacting with Grignard reagent. It is also used in the electrophilic formylation of activated aromatic species such as phenol.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

EthanolNatriumTrichlormethanNatriumethanolatSodium ethylate solution,in ethyl alcoholBenzoylchlorid

Zugehörige Reaktionen

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Neue NotizNeue ReaktionAnfrage stellen
Nikkaji
J5.533F
Dampfdichte
5.11 · 5.11 (vs air)
Dampfdruck
2.9 mm · 2.9 mm Hg ( 20 °C)
Brechungsindex
20 · n20/D 1.391(lit.)
Flammpunkt
86 °F · 86 °F
storage temp.
Flammables area
Löslichkeit
Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
Aggregatzustand
Liquid
Farbe
Clear colorless
Wasserlöslichkeit
1.35 g/L · 1.35 g/L
Merck
14 · 14,6884
BRN
605384 · 605384
Stabilität
Moisture Sensitive
InChI
1S/C7H16O3/c1-4-8-7(9-5-2)10-6-3/h7H,4-6H2,1-3H3
InChIKey
GKASDNZWUGIAMG-UHFFFAOYSA-N
SMILES
CCOC(OCC)OCC
LogP
1.2 at · 1.2 at 20℃
CAS Datenbank
122 · 122-51-0(CAS DataBase Reference)
NIST chemische Informationen
Ethyl orthoformate(122-51-0)
EPA chemische Informationen
Ethyl orthoformate (122-51-0)
Health Hazards · 2 Einträge

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:

· May cause toxic effects if inhaled or absorbed through skin.

Hazards Summary · 1 Eintrag

A mild skin and moderate eye irritant; Dermal LD50 (rabbit) = 20 mL/kg; [RTECS] Not a skin sensitizer in guinea pig maximization study; No sensitization reactions observed in maximization test of 26 volunteers at 4% in petrolatum; [IUCLID] Safe when used as a flavoring agent in food; [EFSA] A mild skin irritant; [Sigma-Aldrich MSDS] See 1,1-Dimethoxyethane.

DOT ID and Guide2524 129
Reactive GroupEthers
Reactivity AlertsHighly Flammable
Reactivity Profile · 1 Eintrag

ETHYL ORTHOFORMATE is an ether. Ethers can act as bases. They form salts with strong acids and addition complexes with Lewis acids. The complex between diethyl ether and boron trifluoride is an example. Ethers may react violently with strong oxidizing agents. In other reactions, which typically involve the breaking of the carbon-oxygen bond, ethers are relatively inert.

DOT Hazard Classification · 4 Einträge

Ethyl orthoformate

UN2524

Class 3 Flammable and combustible liquid (49 eCFR § 173.120)

PG III: the degree of danger presented by the material is minor

Air and Water ReactionsHighly flammable. Slightly soluble in water.
Hazard Classes and Categories · 3 Einträge

Flam. Liq. 3 (98.7%)

Flammable liquids - Category 3

Flammable agents - 3rd degree

Sicherheit und Schutzausrüstung

Fire FightingExcerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:
Accidental Release Measures · 2 Einträge

· 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 Einträge

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:

General First Aid:

Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).
Nonfire Spill ResponseExcerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:
Isolation and Evacuation · 2 Einträge

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:

Immediate precautionary measure

Personal Protective Equipment (PPE)Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:
Emergency Response Planning GuidelinesCAUTION: The majority of these products have a very low flash point. Use of water spray when fighting fire may be inefficient.

Toxikologische Informationen

Toxicity DataLCLo (rat) = 4,000 ppm/8hr

Sicherheitsdaten

F
21
wgk
1
tsca
TSCA listed
ridadr
UN 2524
hs_code
29159080
RTECS-Nr.
RM6475000
risk_code
10-36-36/38
Toxizität
LD50 orally in rats: 7.06 g/kg (Smyth)
hazard_code
Xi
safety_code
16-26-37/39-36-45-36/39
hazard_class
3
packing_group
III
Speicherklasse
3 - Flammable liquids
Hazard Classifications
Flam. Liq. 3

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