Diethyl acetylenedicarboxylate (HCID 69803)

名称と識別子

優先名称: Diethyl acetylenedicarboxylate
IUPAC: diethyl but-2-ynedioate
現地名: アセチレンジカルボン酸ジエチル
英語名: Diethyl acetylenedicarboxylate
分子式: C8H10O4
分子量: 170.16

名称と別名

Diethyl acetylenedicarboxylate762-21-0Diethyl 2-butynedioateDTXSID20227055RefChem:587117DTXCID20149546212-095-8diethyl but-2-ynedioate2-Butynedioic acid, diethyl ester1,4-diethyl but-2-ynedioateDiethyl acetylene dicarboxylateMFCD00009186

名称をさらに表示

アセチレンジカルボン酸ジエチルアセチレンジカルボン酸ジエチルジエチルアセチレンジカルボキシラートエチンジカルボン酸ジエチル1,4-ジエチルブタ-2-インジオアート2-ブチン二酸ジエチルエチンジ(カルボン酸エチル)ブタン-2-イン二酸ジエチルエチン-1,2-ジカルボン酸ジエチル1,2-アセチレンジカルボン酸ジエチルアセチレンジカルボン酸ジエチルエステル2-ブチン-二酸ジエチルジエチルアセチレンジカルボキシラートアセチレン-1,2-ジカルボン酸ジエチルYL2-BUTYNEDIOATEDiethyl butyrateDiethyl acetylenedicdiethylbut-2-indioatBis(carboethoxy)acetyleneDiethyl but-2-yne-1,4-dioate

Acetylenedicarboxylic acid, diethyl esterdiethyl butynedioateBis-(Ethoxycarbonyl)acetyleneDi-Ethyl acetylenedicarboxylateNSC-67975Diethylacetylenedicarboxylatediethylacetylene dicarboxylateWLN: 2OV1UU1VO2

データベース識別子

CAS: 762-21-0
PubChem CID: 69803
DTXSID: DTXSID20227055
ChEMBL: CHEMBL4086918
UNII: BW8YXV5QMM
EC Number: 212-095-8
Nikkaji: J102.338A

物性

構造計算による物性

XLogP: 1.5
極性表面積: 52.6 Å²
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: 4
重原子数: 12
形式電荷: 0
複雑度: 208

実験および物理化学的性質

Physical DescriptionColorless liquid; [Alfa Aesar MSDS]

物理化学的性質

融点: 1 · 1-3 °C
沸点: 107 · 107-110 °C11 mm Hg(lit.)
比重(密度): 1.063 g/mL · 1.063 g/mL at 25 °C(lit.)
屈折率: 20 · n20/D 1.443(lit.)
闪点: 202 °F · 202 °F
貯蔵温度: 2 · 2-8°C
外見: 液体
比重: 1.063 · 1.063
色: クリアライトイエロー
水溶解度: 4 · エタノール、エチルエーテル、CCl4 に可溶、水に不溶。
BRN: 743166 · 743166
InChI: InChI=1S/C8H10O4/c1-3-11-7(9)5-6-8(10)12-4-2/h3-4H2,1-2H3
InChIKey: STRNXFOUBFLVIN-UHFFFAOYSA-N
SMILES: C(OCC)(=O)C#CC(OCC)=O
CAS データベース: 762 · 762-21-0(CAS DataBase Reference)
NISTの化学物質情報: Diethylacetylene dicarboxylate(762-21-0)

化学的性質 · 1 件

化学的特性Diethyl acetylenedicarboxylate is a clear light yellow liquid which has a disagreeable smell. It is a cheap and readily available material in industry. The triple bond is a critical and useful functional group, and it has extensive applications in organic synthesis. It can react with amines, aldehydes, ketones, etc. Therefore it can be used to form various heterocycles.Synthesis of diethyl acetylenedicarboxylate

安全と法規制

GHS分類

GHS Classification · 5 件

Danger

H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

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

Aggregated GHS information provided per 47 reports by companies from 3 notifications to the ECHA C&L Inventory.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

危険有害性情報

Regulatory InformationChemical: 2-Butynedioic acid, diethyl ester

Hazards SummaryCauses burns and lachrymation; Inhalation may cause corrosive injuries to upper respiratory tract and lungs; [Alfa Aesar MSDS]

Hazard Classes and CategoriesSkin Corr. 1C (100%)

毒性情報

Adverse EffectsDermatotoxin - Skin burns.；Lacrimator (Lachrymator) - A substance that irritates the eyes and induces the flow of tears.；Toxic Pneumonitis - Inflammation of the lungs induced by inhalation of metal fumes or toxic gases and vapors.

法規制情報

Regulatory InformationChemical: 2-Butynedioic acid, diethyl ester

安全データ

F: 8-10
wgk: 3
ridadr: UN 3265 8/PG 2
hs_code: 29171990
risk_code: 34
消防法: 危-4-3-III
hazard_code: C
safety_code: 26-36/37/39-45-25
hazard_class: 8
packing_group: III
Hazard Classifications: Skin Corr. 1B
ストレージクラス: 8A - Combustible corrosive hazardous materials

化学と産業

応用分野 · 3 件

用途有機合成原料。

使用Diethyl acetylenedicarboxylate is used as a protein cross-linker. It is also used in the synthesis of 3,4,5-trisubstituted 2(5H)-furanone derivatives, highly functionalized thiazolidinone derivatives, novel cyclic peroxide glucosides and 4,11-dimesitylbisanthene, soluble bisanthene derivative, via Diels-Alder reaction.

一般的な説明Diethyl acetylenedicarboxylate is a protein cross-linker.

調製方法

純化方法Dissolve the ester in *C6H6, wash it with NaHCO3, H2O, dry over Na2SO4, filter, evaporate and distil it in a vacuum [IR: Walton & Hughes J Am Chem Soc 79 3985 1957, Truce & Kruse J Am Chem Soc 81 5372 1959]. [Beilstein 2 H 803.]