2,2-二氯己醛 | 57024-78-9

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氯化物
• 中文名称: 2,2-二氯己醛
• 英文名称: 2,2-dichlorohexanal
• 英文别名: 2,2-dichloro-hexanal；2,2-Dichlor-n-hexanal
• CAS: 57024-78-9
• 化学式: C₆H₁₀Cl₂O
• mdl: MFCD01569248
• 分子量: 169.051
• InChiKey: RGTYYGDMHXSGLS-UHFFFAOYSA-N

物化性质

• 沸点：
  48-51 °C (11 mmHg)
• 密度：
  1.2042 (rough estimate)
• 稳定性/保质期：
  遵照规定使用和储存，则不会发生分解。

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.833
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S37/39
• 危险类别码：
  R36/37/38
• 储存条件：
  应存于阴凉干燥处。

SDS

Name:	2 2-Dichlorohexanal 90% Material Safety Data Sheet
Synonym:	None
CAS:	57024-78-9

Section 1 - Chemical Product MSDS Name:2 2-Dichlorohexanal 90% Material Safety Data Sheet
Synonym:None

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
57024-78-9	2,2-Dichlorohexanal, 90%	90%	unlisted

Hazard Symbols: XI
Risk Phrases: 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.The toxicological properties of this material have not been fully investigated.Stench.Moisture sensitive.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea. The toxicological properties of this substance have not been fully investigated.
Inhalation:
Causes respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
No information found.

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Section 4 - FIRST AID MEASURES
Eyes: Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Get medical aid if irritation develops or persists.
Ingestion:
Do not induce vomiting. If victim is conscious and alert, give 2-4 cupfuls of milk or water. Never give anything by mouth to an unconscious person. Get medical aid.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid if cough or other symptoms appear.
Notes to Physician:

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media:
Use foam, dry chemical, or carbon dioxide.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container. Clean up spills immediately, observing precautions in the Protective Equipment section.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Wash hands before eating. Use with adequate ventilation. Avoid breathing dust, vapor, mist, or gas.
Avoid contact with skin and eyes. Avoid ingestion and inhalation.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate general or local exhaust ventilation to keep airborne concentrations below the permissible exposure limits.
Exposure Limits CAS# 57024-78-9: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Liquid
Color: clear, colorless
Odor: Stench.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 48 - 51 deg C @ 11.00mm Hg
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: 190 deg C ( 374.00 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature: 190 deg C
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C6H10Cl2O
Molecular Weight: 169.05

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, exposure to moist air or water.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Hydrogen chloride, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 57024-78-9 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
2,2-Dichlorohexanal, 90% - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 57024-78-9: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 57024-78-9 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 57024-78-9 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2,2-二氯己醛 在 氯化亚砜 、 三乙胺 作用下， 以 乙醚 、 苯 为溶剂， 生成 N-(1-Acetamido-2,2-dichlor)-hexylacetamid
  参考文献：
  名称：

  De Kimpe,N. et al., Bulletin des Societes Chimiques Belges, 1976, vol. 85, p. 763 - 779

  摘要：

  DOI：
• 作为产物：
  描述：

  正己醇 在 氯 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 以81%的产率得到2,2-二氯己醛
  参考文献：
  名称：

  Buyck, L. De; Casaert, F.; Lepeleire, C. De, Bulletin des Societes Chimiques Belges, 1988, vol. 97, # 7, p. 525 - 534

  摘要：

  DOI：

文献信息

• Convenient approaches to heterocycles via copper-catalysed additions of organic polyhalides to activated olefins
  作者：Pierre Martin、Eginhard Steiner、Jacques Streith、Tammo Winkler、Daniel Bellš

  DOI：10.1016/s0040-4020(01)97184-4

  日期：1985.1

  An efficient method for the synthesis of 2,3-dichloro-5-substituted (Cl, CF3, alkyl) pyridines starting from the 1:1 adducts of the copper-catalysed addition of chloral or the corresponding 2,2-dichloroaldehydes to acrylonitrile is presented. Proper choice of experimental conditions allows the preparation of in a one-pot process. Similarly, the CuCl-catalysed reaction of methyl itaconate with several

  一种有效的方法，从铜催化的氯醛或相应的2,2-二氯醛向丙烯腈的加成反应的1：1加合物开始，合成2,3-二氯-5-取代的（Cl，CF 3，烷基）吡啶被表达。正确选择实验条件可以在一锅法中进行制备。类似地，衣康酸甲酯与几种三氯甲基化合物R-CCl 3的CuCl催化反应通过脱卤作用和随后的1：1加合物的热闭环反应，得到了6-R-取代的2-吡喃酮衍生物。新型亲电子2-吡喃酮进行[4 + 2]-环加成反应，并与许多烯烃和乙炔进行逆电子需求，从而可以从简单的氟利昂衍生物（1,1,1-三氯-2,2,2-三氟乙烷）区域选择性转移三氟甲基变成更复杂的有机分子。最后，三氯乙酰氯与丙烯酸甲酯的1：1加合物可以非常方便地合成焦谷氨酸和脯氨酸的新型N-取代衍生物。
• Enantioselective Addition of Alkynes to α,α-Dichlorinated Aldehydes
  作者：Yeshua Sempere Molina、Jonathan Ruchti、Erick M. Carreira

  DOI：10.1021/acs.orglett.6b03692

  日期：2017.2.17

  Enantioselective addition of terminal alkynes to α,α-dichlorinated aldehydes employing Zn(OTf)2/NME is disclosed. The propargylic alcohols obtained are accessed in good yields and high enantioselectivity from easily accessible α,α-dichloroaldehydes. The method opens new strategic opportunities for the synthesis of chlorinated natural products, such as the chlorosulfolipids.

  公开了使用Zn（OTf）2 / NME将末端炔烃对映选择性加成到α，α-二氯醛上。从容易获得的α，α-二氯醛中可以得到高产率和高对映选择性的炔丙醇。该方法为合成氯化天然产物（如氯磺脂）开辟了新的战略机遇。
• Enantioselective Protonation of Catalytically Generated Chiral Enolates as an Approach to the Synthesis of α-Chloroesters
  作者：Nathan T. Reynolds、Tomislav Rovis

  DOI：10.1021/ja055918a

  日期：2005.11.30

  Treatment of alpha,alpha-dichloroaldehydes with various phenols in the presence of chiral triazolium salt catalysts and excess base results in the synthesis of alpha-chloro aryl esters in good yield and enantioselectivity. The reaction is tolerant of various functionality on the aldehyde as well as several electronically diverse phenols. The product chloroesters were further transformed into chloroacid

  在手性三唑鎓盐催化剂和过量碱的存在下，用各种酚处理 α,α-二氯醛，以良好的收率和对映选择性合成 α-氯芳基酯。该反应耐受醛上的各种官能团以及几种电子不同的酚类。产物氯酯进一步转化为氯酸、氯醇和叠氮酯，几乎完全保留对映选择性。
• Process for the preparation of 2,5-disubstituted imidazoles
  申请人：SHIONOGI & CO., LTD.

  公开号：EP0585014A2

  公开（公告）日：1994-03-02

  A process for preparing imidazoles of the formula (I) : which are useful for pharmaceutical and agricultural chemicals comprises conducting condensation among an α,α-dihaloaldehyde compound of the formula (II): an aldehyde compound of the formula : R2-CHO and aqueous ammonia.

  一种用于制备医药和农用化学品的式 (I) 的咪唑类化合物的工艺包括将式 (II) 的 α,α-二卤醛化合物进行缩合 一种用于医药和农药的咪唑类化合物的制备方法包括将式（II）的α,α-二卤醛化合物与式（I）的醛化合物进行缩合： 式（II）的α,α-二卤代醛化合物R2-CHO 和氨水。
• Synthesis of α-Monohalo- and α,α-Dihaloaldehydes from Carbenoids
  作者：Jean Villieras、Monique Rambaud

  DOI：10.1055/s-1980-29153

  日期：——