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2-氧代丙醛-1-肟 | 306-44-5

中文名称
2-氧代丙醛-1-肟
中文别名
2-氧代丙醛肟;丙酮醛醛肟
英文名称
propanone 1-oxime
英文别名
2-oxopropanal oxime;1-hydroxyiminopropan-2-one
2-氧代丙醛-1-肟化学式
CAS
306-44-5
化学式
C3H5NO2
mdl
——
分子量
87.0782
InChiKey
OVGLVOLWBBGQHS-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

物化性质

  • 熔点:
    69°
  • 沸点:
    160.87°C (rough estimate)
  • 密度:
    1.0744
  • 溶解度:
    可溶于氯仿(少许)、甲醇(少许)

计算性质

  • 辛醇/水分配系数(LogP):
    0.4
  • 重原子数:
    6
  • 可旋转键数:
    1
  • 环数:
    0.0
  • sp3杂化的碳原子比例:
    0.33
  • 拓扑面积:
    49.7
  • 氢给体数:
    1
  • 氢受体数:
    3

ADMET

毒理性
  • 副作用
神经毒素 - 其他中枢神经系统神经毒素
Neurotoxin - Other CNS neurotoxin
来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
毒理性
  • 毒性数据
LCLo(大鼠)= 3,600 毫克/立方米/2小时
LCLo (rat) = 3,600 mg/m3/2hr
来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases

安全信息

  • 海关编码:
    2928000090
  • 储存条件:
    | 2-8°C |

SDS

SDS:fad64d7c84b4598b88faceb374ee9f0e
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Material Safety Data Sheet

Section 1. Identification of the substance
Product Name: Isonitrosoacetone
Synonyms:

Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H315: Causes skin irritation
H319: Causes serious eye irritation
H335: May cause respiratory irritation
P261: Avoid breathing dust/fume/gas/mist/vapours/spray
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing

Section 3. Composition/information on ingredients.
Ingredient name: Isonitrosoacetone
CAS number: 306-44-5

Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
Eye contact:
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Storage: Store in closed vessels, refrigerated.

Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

Section 9. Physical and chemical properties
Appearance: Not specified
No data
Boiling point:
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C3H5NO2
Molecular weight: 87.1

Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, nitrogen oxides.

Section 11. Toxicological information
No data.

Section 12. Ecological information
No data.

Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

Section 14. Transportation information
Non-harzardous for air and ground transportation.

Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.


SECTION 16 - ADDITIONAL INFORMATION
N/A

上下游信息

  • 下游产品
    中文名称 英文名称 CAS号 化学式 分子量

反应信息

  • 作为反应物:
    描述:
    2-氧代丙醛-1-肟 在 aluminium amalgam 作用下, 生成 异丙醇胺
    参考文献:
    名称:
    Sasaki; Ri, 1944, vol. 11, p. 86
    摘要:
    DOI:
  • 作为产物:
    描述:
    丙酮醛吡啶盐酸羟胺对甲苯磺酸 作用下, 反应 15.0h, 生成 2-氧代丙醛-1-肟
    参考文献:
    名称:
    水辅助氧化腈环加成反应:异恶唑的合成以及异恶唑啉和1,2,4-恶二唑的立体选择性合成
    摘要:
    常规方法是在碱性条件下由有机溶剂中的肟卤化物生成腈氧化物。但是,目前的工作表明,在弱酸性条件下(pH值为4-5)会进行水辅助生成的腈氧化物。在不使用催化剂的情况下,腈类化合物与炔烃和烯烃的环加成反应很容易在水中发生,因此分别制得异恶唑和异恶唑啉,对五元和六元环状烯烃具有出色的立体选择性。还实现了两个单元的腈与环己烯的双立体选择性环加成反应,从而得到具有独特的异恶唑啉-恶二唑骨架的1,2,4-恶二唑衍生物。从具有环应变的单萜制备对映体纯的异恶唑啉。在一种情况下,仅制备了蝴蝶状结构的异恶唑啉,
    DOI:
    10.1002/anie.201511730
  • 作为试剂:
    描述:
    对苯二磺酸氨基丙二酰丁氰2-氧代丙醛-1-肟 作用下, 以 异丙醇 为溶剂, 以84.5 %的产率得到4-hydroxy-3-imino-6-methylpyrazine-2-carbonitrile
    参考文献:
    名称:
    [EN] HETEROCYCLE SUBSTITUTED KETONE DERIVATIVE, AND COMPOSITION AND MEDICINAL USE THEREOF
    [FR] DÉRIVÉ DE CÉTONE SUBSTITUÉ PAR UN HÉTÉROCYCLE, ET COMPOSITION ET SON UTILISATION MÉDICINALE
    [ZH] 杂环取代的甲酮类衍生物、其组合物及医药上的用途
    摘要:
    提供了一种杂环取代的甲酮类衍生物,其结构如式(I)所示。此外还提供了该衍生物的药学上可接受的盐、其立体异构体、药物组合物以及其在医药上的应用。
    公开号:
    WO2022199611A1
点击查看最新优质反应信息

文献信息

  • Hydroheteroarylation of Unactivated Alkenes Using <i>N</i>-Methoxyheteroarenium Salts
    作者:Xiaoshen Ma、Hester Dang、John A. Rose、Paul Rablen、Seth B. Herzon
    DOI:10.1021/jacs.7b02388
    日期:2017.4.26
    reductive coupling of unactivated alkenes with N-methoxy pyridazinium, imidazolium, quinolinium, and isoquinolinium salts under hydrogen atom transfer (HAT) conditions, and an expanded scope for the coupling of alkenes with N-methoxy pyridinium salts. N-Methoxy pyridazinium, imidazolium, quinolinium, and isoquinolinium salts are accessible in 1-2 steps from the commercial arenes or arene N-oxides (25-99%)
    我们报告了在氢原子转移 (HAT) 条件下未活化的烯烃与 N-甲氧基哒嗪鎓、咪唑鎓、喹啉鎓和异喹啉鎓盐的首次还原偶联,并扩大了烯烃与 N-甲氧基吡啶鎓盐的偶联范围。N-甲氧基哒嗪鎓、咪唑鎓、喹啉鎓和异喹啉鎓盐可通过 1-2 个步骤从商业芳烃或芳烃 N-氧化物 (25-99%) 中获得。N-甲氧基咪唑鎓盐可通过三个步骤从商业胺(50-85%)中获得。总共制备了 36 种带有给电子、吸电子、烷基、芳基、卤素和卤代烷基取代基的离散甲氧基杂芳鎓盐(数种为数克),并与 38 种不同的烯烃偶联。转变在环境温度和中性条件下进行,专门提供单烷基化产物,并形成单一的烯烃加成区域异构体。将仲和叔自由基加成到吡啶鎓盐中的制备性有用和互补位点选择性已被记录:较硬的仲自由基有利于 C-2 加成 (2->10:1),而较软的叔自由基有利于与 C-4 的键形成 (4.7 -> 29:1)。具有 1,2-二取代和 2,2-二取代烯烃的二烯仅在后者
  • Chemodivergent Synthesis of Oxazoles and Oxime Ethers Initiated by Selective C–N/C–O Formation of Oximes and Diazo Esters
    作者:Zhenjie Qi、Shaozhong Wang
    DOI:10.1021/acs.orglett.1c03252
    日期:2021.11.5
    Chemodivergent reactions of oximes and diazo esters involving Rh-catalyzed [3+2] annulation and photodriven O–H insertion have been developed to generate oxazoles and oxime ethers. A range of aldehyde and ketone oximes reacted with α-diazocarbonyl compounds in a controllable manner in which functional groups, including ketone, ester, amide, ether, thiol ether, silane, alkene, allene, and alkyne groups
    已经开发了涉及 Rh 催化的 [3+2] 环化和光驱动 O-H 插入的肟和重氮酯的化学发散反应,以生成恶唑和肟醚。一系列醛和酮肟以可控方式与 α-重氮羰基化合物反应,其中包括酮、酯、酰胺、醚、硫醇醚、硅烷、烯烃、丙二烯和炔基在内的官能团具有良好的耐受性。
  • PROCESS OF FORMING A PYRROLE COMPOUND
    申请人:Zhong Guofu
    公开号:US20110124881A1
    公开(公告)日:2011-05-26
    Disclosed is a process of forming a pyrrole compound. The process comprises contacting an α-carbonyl oxime compound 1 and an α,β-unsaturated aldehyde 2 R 1 and R 2 in compound 1 are independently selected from the group consisting of H, a silyl-group, an aliphatic group, an alicyclic group, an aromatic group, an arylaliphatic group, and an arylalicyclic group. The aliphatic, alicyclic, aromatic, arylaliphatic, and arylalicyclic groups comprise 0 to about 3 heteroatoms selected from the group N, O, S, Se and Si. R 3 in aldehyde 2 is selected from the group consisting of H, a silyl-group, an aliphatic group, an alicyclic group, an aromatic group, an arylaliphatic group, and an arylalicyclic group. The aliphatic, alicyclic, aromatic, arylaliphatic, and arylalicyclic groups comprise 0 to about 3 heteroatoms selected from the group N, O, S, Se and Si. The α-carbonyl oxime compound 1 an the α,β-unsaturated aldehyde 2 are contacted in a suitable solvent in the presence of a secondary amine. The compounds are contacted for a sufficient period of time to allow the formation of an N-hydroxypyrrole compound 3
    揭示了一种形成吡咯化合物的过程。该过程包括将α-羰基肟化合物1与α,β-不饱和醛2接触。化合物1中的R1和R2分别独立地选自H、硅基团、脂肪基、脂环基、芳香基、芳基脂肪基和芳基脂环基组成的群。脂肪、脂环、芳香、芳基脂肪基和芳基脂环基包括0到约3个来自N、O、S、Se和Si组成的杂原子。醛2中的R3选自H、硅基团、脂肪基、脂环基、芳香基、芳基脂肪基和芳基脂环基组成的群。脂肪、脂环、芳香、芳基脂肪基和芳基脂环基包括0到约3个来自N、O、S、Se和Si组成的杂原子。在适当的溶剂中,在次胺的存在下,将α-羰基肟化合物1和α,β-不饱和醛2接触。这些化合物接触一段足够的时间以允许形成N-羟基吡咯化合物3。
  • Pteridine nucleotide analogs as fluorescent DNA probes
    申请人:The United States of America as represented by the Secretary of the
    公开号:US05525711A1
    公开(公告)日:1996-06-11
    The invention provides novel pteridine nucleotides which are highly fluorescent under physiological conditions and which may be used in the chemical synthesis of fluorescent oligonucleotidcs. The invention further provides for fluorescent oligonucleotides comprising one or more pteridine nucleotides. In addition the invention provides for pteridine nucleotide triphosphates which may be used as the constituent monomers in DNA amplification procedures.
    本发明提供了一种新颖的蝶啶核苷酸,它们在生理条件下具有高度的荧光性,并可用于化学合成荧光寡核苷酸。本发明还提供了包含一个或多个蝶啶核苷酸的荧光寡核苷酸。此外,本发明还提供了蝶啶核苷三磷酸,可用作DNA扩增程序中的构成单体。
  • Revisiting the reactivity of oximate α-nucleophiles with electrophilic phosphorus centers. Relevance to detoxification of sarin, soman and DFP under mild conditions
    作者:François Terrier、Pedro Rodriguez-Dafonte、Eric Le Guével、Gilles Moutiers
    DOI:10.1039/b609658c
    日期:——
    results obtained for reactions at carbon centers, it can be concluded that the observed saturation effect is the reflection of an intrinsic property of the oximate functionality. An explanation of this behavior in terms of an especially strong requirement for desolvation of the oximates prior to nucleophilic attack which becomes more and more difficult with increasing basicity is suggested. This proposal
    电位计确定(R1R2)C = NOH官能度的相关pKa值后,使大量肟酸碱与两种模型有机磷酸酯即bis-(4 -硝基苯基)苯基膦酸酯(BNPPP)和双-(4-硝基苯基)甲基膦酸酯(BNPMP),以及三种有毒化合物,即沙林(GB),梭曼(GD)和氟磷酸二异丙酯(DFP),以及30:已测量到70(v / v)的H2O-Me2SO混合物。log k(Ox)vs的相应Bronsted型亲核图。pKa(Ox)揭示了明显的趋势,即肟酸的反应性会随着水溶液中碱度的增加而遭受饱和作用。对于BNPMP和三种有毒酯,这种行为反映在pKa约为9时趋于平稳,但在BNPPP系统中则存在更为戏剧化的情况,其中在pKa约为9时达到最大反应性,随后在较高pKa时速率明显下降。有趣的是,以前由沙林,梭曼和DFP系统的不同作者所报告的许多数据都非常符合我们的数据所建立的曲线布朗斯泰德相关性。根据在碳中心反应获得的该结果和先前的
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