3-氯-4-(1-甲基乙氧基)-3-环丁烯-1,2-二酮 | 130837-47-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 3-氯-4-(1-甲基乙氧基)-3-环丁烯-1,2-二酮
• 英文名称: 3-chloro-4-(1-methylethoxy)-3-cyclobutene-1,2-dione
• 英文别名: 3-Chloro-4-isopropoxy-3-cyclobutene-1,2-dione；3-Chloro-4-isopropoxycyclobutene-1,2-dione；3-chloro-4-propan-2-yloxycyclobut-3-ene-1,2-dione
• CAS: 130837-47-7
• 化学式: C₇H₇ClO₃
• mdl: MFCD09763707
• 分子量: 174.584
• InChiKey: FOAYRKHCUAPSBU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.428
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2914700090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 3-Chloro-4-isopropoxycyclobutene-1,2-dione
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: 3-Chloro-4-isopropoxycyclobutene-1,2-dione
CAS number: 130837-47-7

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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.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
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.

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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.

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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.

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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.
Store in closed vessels, refrigerated.
Storage:

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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.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C7H7ClO3
Molecular weight: 174.6

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

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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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.

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

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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.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  三丁基苯基锡 、 3-氯-4-(1-甲基乙氧基)-3-环丁烯-1,2-二酮 在 copper(l) iodide 、 trans-benzyl(chloro)-bis(triphenylphosphine)palladium(II) 作用下， 以 乙腈 为溶剂， 反应 20.0h， 以87%的产率得到3-isopropoxy-4-phenylcyclobut-3-ene-1,2-dione
  参考文献：
  名称：

  钯催化卤代环丁烯二酮与有机锡的交叉偶联反应合成取代的环丁烯二酮。

  摘要：

  卤代取代的环丁烯二酮经历钯催化与有机锡的交叉偶联，为合成取代的环丁烯二酮提供了温和的方法。

  DOI：

  10.1016/s0040-4039(00)97604-4
• 作为产物：
  描述：

  3,4-二氯-3-环丁烯-1,2-二酮 、 异丙醇 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以62%的产率得到3-氯-4-(1-甲基乙氧基)-3-环丁烯-1,2-二酮
  参考文献：
  名称：

  4,4'-Bi(cyclobutene-1,2-diones)：双四芳基

  摘要：

  4,4'-Bi(cyclobutene-1,2-diones)，一种衍生自方酸的新型化合物，此处命名为双方芳基，首次通过钯催化的（三正丁基甲锡烷基）环丁烯氧化二聚反应制备-1,2-二酮（提供对称取代的双四芳基）或通过钯-铜共催化的 3-取代-4-（三正丁基甲锡烷基）-3-环丁烯-1,2-二酮与 3-卤素的交叉偶联-4-取代-3-环丁烯-1,2-二酮（提供不对称取代双四芳基的途径）。新的母体双方酸是一种非常强的布朗斯台德酸，显然在溶解时完全电离；仅观察到一个 pK a 值 (pK a = -4.49)

  DOI：

  10.1021/ja00073a021

文献信息

• INDOLIZINES AS HERBICIDES
  申请人：ZENECA LIMITED

  公开号：EP0659186A1

  公开（公告）日：1995-06-28
• [EN] INDOLIZINES AS HERBICIDES<br/>[FR] INDOLIZINES UTILES COMME HERBICIDES
  申请人：ZENECA LIMITED

  公开号：WO1994005662A1

  公开（公告）日：1994-03-17

  (EN) A herbicidal composition comprising a compound of formula (I) or a tautomer or a quaternised derivative thereof where Y is a group of formula -CR1=CR2-CO- and R1, R2, R3, R4 and R5 are independently selected from hydrogen; optionally substituted alkyl; optionally alkenyl; optionally substituted alkynyl; optionally substituted aryl; optionally substituted aromatic heterocyclic; halo; nitro; cyano; a group OR6 where R6 is hydrogen or a salt thereof, carboxy or an ester thereof, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl, or optionally substituted aryl; carboxy or a salt, ester or amide derivative thereof; S(O)nR7 where n is 0, 1 or 2 and R7 is optionally alkyl, optionally substituted alkenyl, optionally substituted alkynyl or optionally substituted aryl; NR8R9 where R8 and R9 are independently selected from hydrogen, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl or optionally substituted aryl and R9 may additionally be acyl, or R8 and R9 together with the nitrogen atom to which they are attached form a heterocyclic ring; or R1 and R2 and/or any adjacent two of R3, R4 and R5 together with the carbon atoms to which they are attached form an optionally substituted fused saturated or unsaturated carbocyclic or heterocyclic ring; in combination with a carrier or diluent.(FR) Composition herbicide comprenant un composé de formule (I) ou un tautomère ou un dérivé quaternisé de ce dernier. Dans cette formule Y représente un groupe de formule -CR1=CR2-CO- et R1, R2, R3, R4 et R5 sont indépendamment sélectionnés parmi hydrogène; alkyle facultativement substitué; alcényle facultativement substitué; alcynyle facultativement substitué; aryle facultativement substitué; un groupe hétérocyclique aromatique; halo, nitro, cyano facultativement substitué; un groupe OR6 dans lequel R6 représente hydrogène ou un de ses sels, carboxy ou un de ses esters, alkyle facultativement substitué, alcényle facultativement substitué, alcynyle facultativement substitué, ou acyle facultativement substitué; carboxy ou un sel, un dérivé d'amide ou d'ester de ce dernier; S(O)nR7 dans lequel n représente 0, 1 ou 2 et R7 représente alkyle facultativement substitué, alcényle facultativement substitué, alcynyle facultativement substitué ou aryle facultativement substitué; NR8R9 dans lequel R8 et R9 sont indépendamment sélectionnés parmi hydrogène, alkyle facultativement substitué, alcényle facultativement substitué, alcynyle facultativement substitué ou aryle facultativement substitué et R9 peut en outre représenter aryle facultativement substitué et R9 peut en outre représenter acyle, ou bien R8 et R9 peuvent former avec l'atome d'azote auquel ils sont attachés un composé hétérocyclique; ou bien R1 et R2 et/ou deux éléments adjacents choisis parmi R3, R4 et R5 forment avec les atomes de carbone auxquels ils sont attachés un composé hétérocyclique ou carbocyclique saturé ou non saturé fusionné facultativement substitué, ces constituants étant associés à un support ou un diluant.
• 4,4'-Bi(cyclobutene-1,2-diones): bisquaryls
  作者：Lanny S. Liebeskind、Marvin S. Yu、Richard H. Yu、Jianying Wang、Karl S. Hagen

  DOI：10.1021/ja00073a021

  日期：1993.10

  oxidative dimerization of (tri-n-butylstannyl)cyclobutene-1,2-diones (providing symmetrically substituted bisquaryls) or by a palladium-copper cocatalyzed cross-coupling of 3-substituted-4-(tri-n-butylstannyl)-3-cyclobutene-1,2-diones with 3-halo-4-substituted-3-cyclobutene-1,2-diones (providing a route to unsymmetrically substituted bisquaryls). The novel parent bisquaric acid is a very strong BrOnsted acid

  4,4'-Bi(cyclobutene-1,2-diones)，一种衍生自方酸的新型化合物，此处命名为双方芳基，首次通过钯催化的（三正丁基甲锡烷基）环丁烯氧化二聚反应制备-1,2-二酮（提供对称取代的双四芳基）或通过钯-铜共催化的 3-取代-4-（三正丁基甲锡烷基）-3-环丁烯-1,2-二酮与 3-卤素的交叉偶联-4-取代-3-环丁烯-1,2-二酮（提供不对称取代双四芳基的途径）。新的母体双方酸是一种非常强的布朗斯台德酸，显然在溶解时完全电离；仅观察到一个 pK a 值 (pK a = -4.49)
• Synthesis of substituted cyclobutenediones by the palladium catalyzed cross-coupling of halocyclobutenediones with organostannanes.
  作者：Lanny S. Liebeskind、Jianying Wang

  DOI：10.1016/s0040-4039(00)97604-4

  日期：1990.1

  Halo-substituted cyclobutenediones undergo palladium catalyzed cross-coupling with organostannanes providing a mild method for the synthesis of substituted cyclobutenediones.

  卤代取代的环丁烯二酮经历钯催化与有机锡的交叉偶联，为合成取代的环丁烯二酮提供了温和的方法。