しゅう酸ジエチル

Diethyl Oxalate

HCID 7268CAS 95-92-1

基本情報

標準SMILES
CCOC(=O)C(=O)OCC
InChIKey
WYACBZDAHNBPPB-UHFFFAOYSA-N
分子式
C6H10O4
平均分子量
146.14 g/mol
単同位体質量
146.0579088

概要

Ethyl oxalate appears as a colorless liquid. Slightly denser than water and insoluble in water. Hence sinks in water. May irritate skin and mucous membranes; may be mildly toxic by ingestion; may emit irritating fumes in a fire. Vapors are much heavier than air. Used as a solvent for plastics and in the manufacture of perfumes and pharmaceuticals.

名称と識別子

優先名称
Diethyl Oxalate
IUPAC
diethyl oxalate
現地名
しゅう酸ジエチル
英語名
Diethyl oxalate
分子式
C6H10O4
分子量
146.14

名称と別名

DIETHYL OXALATE95-92-1Ethyl oxalateOxalic etherEthyl oxalate (VAN)NSC 8851Diethylester kyseliny staveloveDTXSID2044472HSDB 2131EINECS 202-464-1UNII-860M3ZWF6JDiethyl ester of oxalic acid
名称をさらに表示
しゅう酸ジエチルジエチルオキサラートジエチルオキザラートジエチル=オキサラートエタン二酸ジエチル酸ジエチルジエチルシュウ酸塩しゅう酸エチルジエチルシュウ酸しゅう酸エチル(しゅう酸ジエチル)しゅう酸ジエチル [吸光分析用]しゅう酸ジエチル, 99+%ジエチル オキサラートシュウ酸ジエチルエステルOXALIC ACID DIETHYL ESTERDEOiethyl oxalateCeftriaxone Impurity 5GKSWoxalicetherEthyIoxalateDiethyl oxate
UN2525Diethylester kyseliny stavelove [Czech]BRN 0606350860M3ZWF6JETHYL OXOLATENSC-8851C2H5OCOCOOC2H5Ethanedioic acid, 1,2-diethyl ester

データベース識別子

CAS
95-92-1
PubChem CID
7268
DTXSID
DTXSID2044472
ChEMBL
CHEMBL3183226
UNII
860M3ZWF6J
EC Number
202-464-1
Nikkaji
J43.379I

物性

構造計算による物性

XLogP
0.6
極性表面積
52.6 Ų
水素結合供与体数
0
水素結合受容体数
4
回転可能結合数
5
重原子数
10

実験および物理化学的性質

Chemical Classes · 2 件

Other Classes -> Esters, Other

Flammable agents - 2nd degree

CosmeticsChelating; Plasticiser; Hair conditioning
SpringerMaterials PropertiesBoiling point
LogP0.56
OdorAROMATIC ODOR
Food AdditivesFood

物理化学的性質

融点
-41 °C · -41 °C (lit.)
沸点
185 °C · 185 °C (lit.)
比重(密度)
1.076 g/mL · 1.076 g/mL at 25 °C (lit.)
蒸気密度
5.03 · 5.03 (vs air)
蒸気圧
1 mm · 1 mm Hg ( 47 °C)
屈折率
20 · n20/D 1.410(lit.)

化学的性質

化学的特性A colourless, oily liquid with an aromatic odour. It is miscible with ethanol, ether, acetone, and other common organic solvents, but only slightly soluble in water.

安全と法規制

GHS分類

GHS Classification · 6 件

Warning

H302: Harmful if swallowed [Warning Acute toxicity, oral]

P264, P264+P265, P270, P280, P301+P317, P305+P351+P338, P330, P337+P317, and P501 (click each P-code to see the statement)

Danger

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P260, P264, P264+P265, P270, P280, P301+P317, P301+P330+P331, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P319, P321, P330, P337+P317, P363, P405, and P501 (click each P-code to see the statement)

危険有害性情報

Regulatory Information · 6 件

Chemical: Ethanedioic acid, diethyl ester

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

Ethanedioic acid, 1,2-diethyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Ethanedioic acid, 1,2-diethyl ester 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: 28-02-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/14261

Diethyl oxalate: 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.)

Other Safety InformationIMAP assessments - Oxalate esters (C1-C4): Human health tier II assessment
DOT LabelPoison
Fire Hazards · 2 件

Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:

· Combustible material: may burn but does not ignite readily.

Fire Potential · 3 件

MODERATE WHEN EXPOSED TO HEAT OR FLAME

THIS ESTER IS A COMBUSTIBLE LIQ, BUT IT DOES NOT PRODUCE A FLAMMABLE CONCN OF VAPOR @ ROOM TEMP.

SOME ESTERS WITH HIGHER FLASH POINTS, LIKE...ETHYL OXALATE, ARE NOT SO DANGEROUS AT ROOM TEMP. THEY ARE NEVERTHELESS READILY IGNITED AS FLAMMABLE LIQ, & SOURCE OF IGNITION MUST NOT BE ALLOWED TO COME IN CONTACT WITH THEM.

Health Hazards · 2 件

Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:

· TOXIC and/or CORROSIVE; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death.

安全と保護具

Fire FightingExcerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:
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 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:

General First Aid:

Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).
Fire Fighting ProceduresFOAM, CARBON DIOXIDE, DRY CHEMICAL
Storage Conditions · 2 件

STORAGE TANKS CONTAINING FLAMMABLE ESTERS SHOULD BE SITUATED IN MOUNDED COMPOUND CONSTRUCTED TO RETAIN MAX QUANTITY OF LIQ THAT COULD ESCAPE FROM TANKS. /ESTERS/

...DRUMS & OTHER SMALLER RECEPTACLES CONTAINING ESTERS SHOULD BE KEPT IN /FIRE RESISTANT/ STOREROOM...WITH MOUNDED OR RAMPED DOORWAY TO PREVENT ESCAPE OF SPILLED LIQ. /ESTERS/

毒性情報

Adverse EffectsNeurotoxin - Acute solvent syndrome
Human Toxicity Excerpts · 5 件

...COMPLAINTS OF WEAKNESS, HEADACHE, AND NAUSEA, TOGETHER WITH EVIDENCE OF SOME SLIGHT ANEMIA AND LEUKOPENIA, NEUTROPENIA, AND EOSINOPHILIA WERE ENCOUNTERED IN WORKMEN WHO HAD BEEN EXPOSED FOR SEVERAL MONTHS TO CONCN OF 0.76 MG/L. ...SYMPTOMS REGRESSED WHEN EXPOSURE CEASED.

SYMPTOMATOLOGY: 1. BURNING PAIN IN THROAT, ESOPHAGUS, & STOMACH. ... 2. VOMITING...BURNING PAIN, SEVERE PURGING. 3. PULSE...WEAK, IRREGULAR... SOMETIMES IMPERCEPTIBLE. HYPOTENSION &...SIGNS OF CARDIOVASCULAR COLLAPSE APPEAR. 5. ...OLIGURIA, ALBUMINURIA, & HEMATURIA MAY PERSIST FOR WK. /OXALATE/

SYMPTOMATOLOGY: 4. IF DEATH IS DELAYED FOR FEW HR, NERVOUS OR NEUROMUSCULAR SYMPTOMS DEVELOP: HEADACHE, MUSCLE CRAMP (PARTICULARLY OF JAWS & EXTREMITIES), TETANY, SOMETIMES CONVULSIONS, STUPOR, COMA, & DEATH. /OXALATE/

WHILE EVIDENCE FOR TOXICITY...REMAINS OBSCURE, IT WOULD SEEM REASONABLE TO USE STRICT PRECAUTIONS TO AVOID PROLONGED INHALATION OR SKIN CONTACT...

STRONG IRRITANT TO SKIN AND MUCOUS MEMBRANES, ESP BY INGESTION.

Non-Human Toxicity Excerpts · 2 件

DOSES OF 10 ML/KG ON GUINEA PIG SKIN CAUSED NO FATALITIES AND LITTLE IRRITATION.

RAT ORAL LD50 IS 0.4-1.6 G/KG WITH DISTURBANCE OF RESPIRATION AND MUSCLE TWITCHING NOTED AS PROMINENT SYMPTOMS. MASSIVE RENAL OXALATE DEPOSITS AND DILATATION OF TUBULES WERE SEEN AFTER ORAL DOSE OF 400 MG/KG IN RAT.

Probable Routes of Human ExposureNO CASES OF LETHAL POISONING FROM ETHYL OXALATE IN INDUSTRY ARE KNOWN, BUT ITS POTENTIAL TOXIC ACTION MUST BE TAKEN INTO CONSIDERATION.

安全データ

wgk
1
tsca
TSCA listed
rtecs
RO2800000
ridadr
UN 2525
毒性
LD50 orally in Rabbit: 400 mg/kg
hs_code
29171900

化学と産業

薬理情報

Metabolism/MetabolitesETHYL OXALATE IS HYDROLYZED IN BODY TO FORM OXALIC ACID WHICH ACCOUNTS FOR ITS TOXIC ACTION.

用途と製造

Uses · 6 件

Used to make pharmaceuticals, plastics, dyes, and dyestuff intermediates; Also used as a solvent for cellulose esters, ethers, resins, perfumes, and lacquers for electronics; [HSDB]

Semiconductor Manufacturing [Category: Industry]

MANUFACTURE OF PHENOBARBITAL, ETHYLBENZYL MALONATE, TRIETHYLAMINE, & SIMILAR CHEMICALS; MANUFACTURE OF PLASTICS, DYESTUFF INTERMEDIATES; SOLVENT FOR CELLULOSE ESTERS

ORGANIC SYNTHESES, ESP IN MFR OF PHARMACEUTICALS; SOLVENT FOR ETHERS & RESINS

RADIO TUBE CATHODE FIXING LACQUERS

SOLVENT FOR PERFUMES & FOR NATURAL & SYNTHETIC RESINS (CELLULOSE ESTERS); AGENT IN RADIO TUBE CATHODE FIXING LACQUERS; CHEM INT FOR PHARMACEUTICALS, PLASTICS & DYES

U.S. Exports · 2 件

(1972) No Data

(1975) No Data

U.S. Imports · 2 件

(1972) No Data

(1975) No Data

U.S. Production · 3 件

2023: 70,547 lb

(1972) PROBABLY GREATER THAN 4.54X10+5 GRAMS

(1975) PROBABLY GREATER THAN 1.36X10+6 GRAMS

Industry UsesSoil amendments (fertilizers)
Methods of Manufacturing · 3 件

ESTERIFICATION OF OXALIC ACID WITH ETHANOL

PREPN: CLARKE, DAVIS, ORG SYN 2, 23 (1922); COLL VOL I, 256; KENYON, COLL VOL I, 258 (P 261 IN 2ND ED).

ETHYL OXALATE IS PRODUCED BY STANDARD ESTERIFICATION PROCEDURE, USING ETHYL ALCOHOL AND OXALIC ACID.

応用分野 · 6 件

解説C6H10O4(146.14).(COOC2H5)2.しゅう酸ジエチル, 単にシュウ酸エチルともいう.無水のシュウ酸を濃硫酸の存在下でエタノールと加熱すると得られる.無色の液体.融点-40.6 ℃,沸点97 ℃(2.6 kPa).d204 1.0785.エタノール,エーテルに可溶.分析用試薬に用いられる.[CAS 95-92-1] 森北出版「化学辞典(第2版)

用途1) 有機合成用試薬 2) セルロース、エステル、香料などの溶媒 3)分析用試薬 : 均一沈殿法によりマグネシウムをシュウ酸塩として沈殿させるとき用いる。

用途ケトンのアシル化剤、セルロース、エステルなどの溶媒、分析用試薬、染料の原料。

用途有機合成原料、溶剤。

使用Diethyl oxalate is used to prepare active pharmaceutical ingredients (API), plastics and dyestuff intermediates. It is also used as a solvent for cellulose esters, ethers, resins, perfumes and lacquers for electronics. It is involved in the transesterification reaction with phenol to get dipheny oxalate. It is also involved in the Claisen condensation ketosteroids to prepare glyoxalyl derivatives. Further, it is used to prepare sym-1,4-diphenyl-1,4-dihydro-1,2,4,5-polytetrazine. In addition to this, it is utilized in the microemulsion synthesis of zinc oxide nanoparticles.

一般的な説明Ethyl oxalate appears as a colorless liquid. Slightly denser than water and insoluble in water. Hence sinks in water. May irritate skin and mucous membranes; may be mildly toxic by ingestion; may emit irritating fumes in a fire. Vapors are much heavier than air. Used as a solvent for plastics and in the manufacture of perfumes and pharmaceuticals.

調製方法

Diethyl oxalate is produced via esterification of ethanol and oxalic acid. It is a preferred solvent for cellulose acetate and nitrate.

上流・下流製品情報

下流製品

Ethyl 1-methyl-5-propyl-1H-pyrazole-3-carboxylate5-tert-Butyl-1H-pyrazole-3-carboxylic acid3-Phenyl-1H-pyrazole-5-carboxamide ,97%5-(3-クロロフェニル)-1H-ピラゾール-3-カルボン酸エチル5-(3-クロロフェニル)-1H-ピラゾール-3-カルボン酸Ethyl 5-(3-nitrophenyl)-1H-pyrazole-3-carboxylate2,4-ジオキソヘプタン酸エチル5-フルオロ-1H-インドール-2-カルボン酸3-(4-Methoxyphenyl)-1H-pyrazole-5-carboxamide ,97%1-Methyl-5-propyl-1H-pyrazole-3-carboxylic acid amide ,97%Ethyl 5-(2-furyl)-1H-pyrazole-3-carboxylate3-エトキシカルボニル-5-メチルイソオキサゾール

サプライヤー50 社

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]
邹平铭远进出口贸易有限公司18364991597
河北创海生物科技有限公司+86-86-13131129325 · [email protected]

関連反応

1,466 件

関連ノート

読み込み中…