オルトぎ酸トリエチル

Ethyl orthoformate

HCID 31214CAS 108055-42-1

基本情報

標準SMILES
CCOC(OCC)OCC
InChIKey
GKASDNZWUGIAMG-UHFFFAOYSA-N
分子式
C7H16O3
平均分子量
148.2 g/mol
単同位体質量
148.10994437

概要

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.

名称と識別子

優先名称
Ethyl orthoformate
IUPAC
diethoxymethoxyethane
現地名
オルトぎ酸トリエチル
英語名
Triethyl orthoformate
分子式
C7H16O3
分子量
148.2

名称と別名

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
名称をさらに表示
オルトぎ酸トリエチルトリエトキシメタン1,1',1''-[メチリジントリス(オキシ)]トリスエタンぎ酸アニオンホルミルオラートオルソギ酸エチルアエトンオルトぎ酸エチルエチルオルトホルマートエトンホルマート(ぎ酸)アニオン(ジエトキシメトキシ)エタンオルト酸トリエチルo-ギ゙酸エチルオルト蟻酸エチルオルト蟻酸トリエチルオルトギ酸トリエチル ≥98.0% (GC)オルトぎ酸トリエチル, 98%TEOForthoformateETHONEiethyl orthoforMate1,1'TEOE
108055-42-1Ethylester kyseliny orthomravenciNSC 5289Orthoformic acid, ethyl esterUN2524DTXSID8041957Orthomravencan ethylnaty [Czech]Triethylester kyseliny orthomravenci

データベース識別子

CAS
108055-42-1、122-51-0
PubChem CID
31214
DTXSID
DTXSID8041957
ChEMBL
CHEMBL1476236
UNII
355LRR361Q
EC Number
204-550-4
Nikkaji
J5.533F

物性

構造計算による物性

XLogP
1.2
極性表面積
27.7 Ų
水素結合供与体数
0
水素結合受容体数
3
回転可能結合数
6
重原子数
10

実験および物理化学的性質

Chemical Classes · 2 件

Other Classes -> Ethers, Other

Flammable agents - 3rd degree

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

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]

物理化学的性質

融点
-76 °C · -76 °C (lit.)
沸点
146 °C · 146 °C (lit.)
比重(密度)
0.891 g/mL · 0.891 g/mL at 25 °C (lit.)
蒸気密度
5.11 · 5.11 (vs air)
蒸気圧
2.9 mm · 2.9 mm Hg ( 20 °C)
屈折率
20 · n20/D 1.391(lit.)

化学的性質

化学的特性Colorless liquid; pungent odor. Highly flammable. Slightly soluble in water; soluble in alcohol, ether; decomposes in water.

安全と法規制

GHS分類

GHS Classification · 6 件

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

危険有害性情報

Regulatory Information · 6 件

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 件

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

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

Health Hazards · 2 件

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

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

Hazards Summary · 1 件

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

安全と保護具

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

· 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 件

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 件

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

Immediate precautionary measure

毒性情報

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

安全データ

F
21
wgk
1
tsca
TSCA listed
rtecs
RM6475000
ridadr
UN 2524
毒性
LD50 orally in rats: 7.06 g/kg (Smyth)

化学と産業

用途と製造

Uses · 2 件

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 件

All Other Chemical Product and Preparation Manufacturing

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

応用分野 · 6 件

解説オルトギ酸エチル,オルトギサンエチル,クロロホルムとナトリウムエトキシドとを反応させるか,またはホルムイミド酸エステル塩酸塩にエタノールを作用させると得られる.芳香をもつ無色の液体.沸点146 ℃.d4200.8909.nD201.3922.エタノール,エーテルに易溶,水に難溶(分解).ケトンまたはアルデヒドと反応してケタールまたはアセタールを生じる.また,活性メチレン基をもつ化合物(たとえば,マロン酸エステルなど)と反応してエトキシメチレン誘導体を生じる.

用途有機合成原料。

用途オルトギ酸トリエチルは、ギ酸のオルトエステルである。工業的には、シアン化水素とエチルアルコールから製造される。

用途食品香料としてアイスクリーム,チョコレート,ケーキをはじめリキュール,タバコなどに添加され,また保留剤,調和剤,変調剤として用いられる。バニリン分子内の−OCH3基の代りに−OC2H5基が入ったものが合成され,これをエチルバニリン,またはブルボナールという。バニリンに比べ着色しないので,着色をきらう製品に広く用いられている。

使用Triethyl 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.

一般的な説明Triethyl orthoformate is a clear, colorless liquid with a pungent odor. Less dense than water. Flash point 86°F. Vapors heavier than air. May irritate skin and eyes. Used to make other chemicals.

調製方法 · 1 件

純化方法Fractionate triethyl orthoformate first at atmospheric pressure, then in a vacuum. If impure, then shake it with aqueous 2% NaOH, dry it with solid KOH and distil it from sodium through a 20cm Vigreux column (p 11). Alternatively, wash it with H2O, dry it over anhydrous K2CO3, filter and fractionate it through a Widmer column. [Sah & Ma J Am Chem Soc 54 2964 1932, Ohme & Schmitz Justus Liebigs Ann Chem 716 207 1968, Beilstein 2 IV 25.] IRRITANT and FLAMMABLE.

上流・下流製品情報

下流製品

1,2,3,4-テトラヒドロ-2,4-ジオキソ-5-ピリミジンカルボン酸エチル2-ヒドロキシ-4-メチル-5-ピリミジンカルボン酸エチル2-Amino-6-chloro-3,5-dicyanopyridineEthyl 2-hydroxy-4-phenylpyrimidine-5-carboxylate4,6-ジヒドロキシニコチン酸エチル(クロロメチル)トリエトキシシラン5-メチル-2-メチルチオ-4(1H)-ピリミジノン4-クロロフェニルイソシアニド5-(3-ピリジニル)-1,3,4-オキサジアゾール1-CyclohexyluracilMethyl 5-aminoisoxazole-4-carboxylate2,4-ジアミノピリミジン-5-カルボン酸

サプライヤー2 社

Shaanxi Didu New Materials Co. Ltd+86-86-17392712779 +86-13289823923 · [email protected]
Hefei TNJ Chemical Industry Co.,Ltd.+86-0551-65418684 +86-18949823763 · [email protected]

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