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
名称をさらに表示
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
- 形式電荷
- 0
- 複雑度
- 51.6
実験および物理化学的性質
Chemical Classes
Other Classes -> Ethers, Other
Flammable agents - 3rd degree
Physical Description
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.)
- 闪点
- 86 °F · 86 °F
- 貯蔵温度
- Flammables area
- 溶解性
- Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
- 外見
- 液体
- 色
- 無色透明
- 水溶解度
- 1.35 g/リットル · 1.35g/リットル
- Merck
- 14 · 14,6884
- BRN
- 605384 · 605384
- 安定性
- 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 データベース
- 122 · 122-51-0(CAS DataBase Reference)
- NISTの化学物質情報
- Ethyl orthoformate(122-51-0)
- EPAの化学物質情報
- Ethyl orthoformate (122-51-0)
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
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
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.)
Fire Hazards
Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:
· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.
Health Hazards
Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:
· May cause toxic effects if inhaled or absorbed through skin.
Hazards Summary
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.
Reactivity Profile
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
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
Hazard Classes and Categories
Flam. Liq. 3 (98.7%)
Flammable liquids - Category 3
Flammable agents - 3rd degree
安全と保護具
Accidental Release Measures
· 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
Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:
General First Aid:
Isolation and Evacuation
Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:
Immediate precautionary measure
毒性情報
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)
- hs_code
- 29159080
- risk_code
- 10-36-36/38
- 化審法
- (2)-683
- 消防法
- 危-4-2-III
- hazard_code
- Xi
- safety_code
- 16-26-37/39-36-45-36/39
- hazard_class
- 3
- packing_group
- III
- Hazard Classifications
- Flam. Liq. 3
- ストレージクラス
- 3 - Flammable liquids
化学と産業
用途と製造
Uses
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]
General Manufacturing Information
All Other Chemical Product and Preparation Manufacturing
Ethane, 1,1',1''-[methylidynetris(oxy)]tris-: ACTIVE
応用分野
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
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.
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