基本情報
- CAS
1489-69-6- 標準SMILES
O=CC1CC1- InChIKey
JMYVMOUINOAAPA-UHFFFAOYSA-N- 分子式
- C4H6O
- 平均分子量
- 70.09 g/mol
- 単同位体質量
- 70.04186481
名称と識別子
- 優先名称
- Cyclopropanecarboxaldehyde
- IUPAC
- cyclopropanecarbaldehyde
- 現地名
- シクロプロパンカルボキシアルデヒド
- 英語名
- Cyclopropanecarboxaldehyde
- 分子式
- C4H6O
- 分子量
- 70.09
名称と別名
Cyclopropanecarboxaldehyde1489-69-6DTXSID0051736DTXCID0030291RefChem:129931620-777-5JMYVMOUINOAAPA-UHFFFAOYSA-NCyclopropanecarbaldehydeMFCD00012261cyclopropane carboxaldehyde1-(Formyl)cyclopropaneFORMYLCYCLOPROPANE
名称をさらに表示
シクロプロパンカルボキシアルデヒドシクロプロパン-1-カルボアルデヒド1-シクロプロパンカルボアルデヒドシクロプロパンカルバルデヒドシクロプロパンカルボアルデヒドシクロプロパンカルブアルデヒドCyclopropylcarboxaldehyde1-CyclopropanecarbaldehydeCyclopropane-1-carbaldehydeCyclopropanecarboxyaldehydeopropanecarbaLRARECHEM AK ML 0578Cyclopropanecarboxal
CYCLOPROPYLMETHANALcyclopropanal1-(Formyl)cyclopropane; 2-Cyclopropanecarboxaldehyde; Cyclopropylcarboxaldehyde; Formylcyclopropanecyclopropane aldehydecyclopropancarbaldehydcyclopropancarbaldehydecyclopropancarboxaldehydecyclopropanecarboaldehyde
データベース識別子
- CAS
1489-69-6- PubChem CID
- 123114
- DTXSID
DTXSID0051736- ChEBI
CHEBI:143341- UNII
- PFU79PGC3Y
- EC Number
- 620-777-5
- Nikkaji
- J80.129A
物性
構造計算による物性
- XLogP
- 0.2
- 極性表面積
- 17.1 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 1
- 回転可能結合数
- 1
- 重原子数
- 5
- 形式電荷
- 0
- 複雑度
- 45
実験および物理化学的性質
Physical DescriptionLiquid
Kovats Retention Index617
物理化学的性質
- 沸点
- 98 · 98-101 °C (lit.)
- 比重(密度)
- 0.938 g/mL · 0.938 g/mL at 25 °C (lit.)
- 屈折率
- 20 · n20/D 1.4298(lit.)
- 闪点
- 45 °F · 45 °F
- 貯蔵温度
- 2 · 2-8°C
- 溶解性
- soluble in Chloroform
- 外見
- clear liquid
- 色
- Colorless to Light orange to Yellow
- 水溶解度
- 水に溶ける。
- BRN
- 906781 · 906781
- 安定性
- Volatile
- InChI
- 1S/C4H6O/c5-3-4-1-2-4/h3-4H,1-2H2
- InChIKey
- JMYVMOUINOAAPA-UHFFFAOYSA-N
- SMILES
- O=CC1CC1
- CAS データベース
- 1489 · 1489-69-6(CAS DataBase Reference)
- NISTの化学物質情報
安全と法規制
GHS分類
GHS Classification
Danger
H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]；H314 (96.2%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
P210, P233, P240, P241, P242, P243, P260, P264, P280, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P321, P363, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 52 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；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 Information
Cyclopropanecarboxaldehyde is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Cyclopropanecarboxaldehyde 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)
PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.
Hazard Classes and CategoriesFlam. Liq. 2 (100%)；Skin Corr. 1 (96.2%)
法規制情報
Regulatory Information
Cyclopropanecarboxaldehyde is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Cyclopropanecarboxaldehyde 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)
PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.
化学と産業
用途と製造
U.S. Production2023: 50,000 - <250,000 lb；2022: 50,000 - <250,000 lb；2021: 50,000 - <250,000 lb；2020: 50,000 - <250,000 lb
Industry UsesIntermediate
General Manufacturing Information
Pharmaceutical and Medicine Manufacturing；All Other Basic Organic Chemical Manufacturing
Cyclopropanecarboxaldehyde: ACTIVE
応用分野
使用Cyclopropanecarboxaldehyde reacts with Grignard or organolithium reagents to give the expected secondary alcohols. These are susceptible to ring opening in the presence of HBr, providing stereoselective access to homoallylic bromides. It is also used in the synthesis of eta(2)-enonenickel complexes by reacting with [Ni(cod)(2)] (cod = 1,5-cyclooctadiene) and PBu(3) and to prepare a cyclopropylidene tetralone which underwent an enantioselective palladium-catalyzed [3+2] TMM cycloaddition providing a chiral spiro-fused cyclopentene.
一般的な説明Cyclopropanecarboxaldehyde is a bifunctional compound containing a cyclopropane ring and an aldehyde group. It serves as an important intermediate in the synthesis of various cyclopropane derivatives and can participate in a range of reactions, such as condensation, reduction and oxidation, to build more complex molecules.
調製方法
製造方法Cyclopropanecarboxaldehyde is prepared by reaction of cyclopropylmethanol. The reaction needs reagent pyridinium chlorochromate and solvent CH2Cl2 with other condition of ambient temperature for 3 hours. The yield is about 60%.
上流・下流製品情報
上流原料
関連反応
491 件
化合物ノート
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