3,4-二甲基苯-1-羰酰氯 | 21900-23-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3,4-二甲基苯-1-羰酰氯
• 中文别名: 3,4-二甲苯基-1-羰酰氯
• 英文名称: 3,4-dimethylbenzoyl chloride
• CAS: 21900-23-2
• 化学式: C₉H₉ClO
• mdl: MFCD00045219
• 分子量: 168.623
• InChiKey: RGAKSNQOIIYQRM-UHFFFAOYSA-N

物化性质

• 沸点：
  126 °C
• 密度：
  1.136±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 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：
  C
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R34
• 海关编码：
  2916399090
• 危险品运输编号：
  UN 3265
• 储存条件：
  存储于氮气环境中

SDS

Name:	3 4-Dimethylbenzene-1-carbonyl chloride 97% Material Safety Data Sheet
Synonym:	3,4-Dimethylbenzoyl chlorid
CAS:	21900-23-2

Section 1 - Chemical Product MSDS Name:3 4-Dimethylbenzene-1-carbonyl chloride 97% Material Safety Data Sheet
Synonym:3,4-Dimethylbenzoyl chlorid

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
21900-23-2	3,4-Dimethylbenzene-1-carbonyl chlorid	97%	unlisted

Hazard Symbols: C
Risk Phrases: 34

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Causes burns.Moisture sensitive.
Potential Health Effects
Eye:
Causes eye burns.
Skin:
Causes skin burns.
Ingestion:
Causes gastrointestinal tract burns.
Inhalation:
Causes chemical burns to the respiratory tract.
Chronic:
Not available.

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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 immediately.
Skin:
Get medical aid immediately. Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Do not induce vomiting. Get medical aid immediately.
Inhalation:
Get medical aid immediately. Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen.
Notes to Physician:
Treat symptomatically and supportively.

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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.

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Section 7 - HANDLING and STORAGE
Handling:
Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Use only in a chemical fume hood.
Storage:
Store in a cool, dry place. Store in a tightly closed container.
Corrosives area. Store under nitrogen.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 21900-23-2: Personal Protective Equipment Eyes: Not available.
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: colorless
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 126 - 128 deg C @15mmHg
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C9H9ClO
Molecular Weight: 169

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials, exposure to moist air or water.
Incompatibilities with Other Materials:
Oxidizing agents, reducing agents, alcohols, amines.
Hazardous Decomposition Products:
Hydrogen chloride, chlorine, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 21900-23-2 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
3,4-Dimethylbenzene-1-carbonyl chloride - 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
Shipping Name: CORROSIVE LIQUID, ACIDIC, ORGANIC, N.O.S.*
Hazard Class: 8
UN Number: 3265
Packing Group: III
IMO
Shipping Name: CORROSIVE LIQUID, ACIDIC, ORGANIC, N.O.S.
Hazard Class: 8
UN Number: 3265
Packing Group: III
RID/ADR
Shipping Name: CORROSIVE LIQUID, ACIDIC, ORGANIC, N.O.S.
Hazard Class: 8
UN Number: 3265
Packing group: III

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: C
Risk Phrases:
R 34 Causes burns.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 21900-23-2: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 21900-23-2 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 21900-23-2 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：

  3,4-二甲基苯-1-羰酰氯 在 aluminum (III) chloride 、 potassium carbonate 、 sodium iodide 作用下， 以 二硫化碳 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 6.5h， 生成 N-[4-(aminosulfonyl)-2-methylphenyl]-2-[(6-cyano-1-(3,4-dimethylbenzoyl)-2-naphthalenyl)oxy]acetamide
  参考文献：
  名称：

  新型非核苷HIV-1逆转录酶抑制剂的萘基（B环）二苯甲酮衍生物的合成及生物活性

  摘要：

  合成了一系列新的苯环被萘环取代的二苯甲酮衍生物，并将其作为非核苷HIV-1逆转录酶抑制剂进行了评估。这些化合物中的大多数对野生型HIV-1和突变病毒显示出良好至中等的活性。特别是，类似物10i对野生型HIV-1表现出最强的活性，EC 50值为4.8 nM，并且具有高达10347.9的高选择性指数，还被证明对HIV-1双重突变体具有活性。带有EC 50的菌株A 17（K103N + Y181C）值为2.1μM。此外，分子模型研究被用于探索有效抑制剂与HIV-1 RT之间的主要相互作用。结构-活性关系的研究可能是进一步优化的重要线索。

  DOI：

  10.1016/j.bmc.2011.06.007
• 作为产物：
  描述：

  3,4-二甲基苯酚 在 吡啶 、 tris-(dibenzylideneacetone)dipalladium(0) 、 N,N-二异丙基乙胺 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 32.0h， 生成 3,4-二甲基苯-1-羰酰氯
  参考文献：
  名称：

  通过一氧化碳的原位生成钯催化的芳基（伪）卤化物的氯羰基化反应。

  摘要：

  已经开发了一种有效的钯催化的芳基（假）卤化物的氯羰基化反应，该反应可以使用多种羧酸衍生物。使用丁酰氯作为CO和Cl的混合来源，就不需要有毒的气态一氧化碳，从而促进了从容易获得的芳基（伪）卤化物合成高价值产品的需求。钯（0），黄药和胺碱的组合对于促进这种广泛适用的催化反应至关重要。总体而言，该反应可通过原位生成的芳酰氯的转化获得多种含羰基的产物。结合实验和计算研究，可以支持涉及原位生成CO的反应机理。

  DOI：

  10.1002/anie.202005891

文献信息

• Synthesis of styrene and stilbene derivatives by the palladium-catalysed arylation of ethylene with aroyl chlorides
  作者：Alwyn Spencer

  DOI：10.1016/s0022-328x(00)98836-3

  日期：1983.5

  with aroyl chlorides, catalysed by palladium(II) acetate, leads to styrene and stilbene derivatives. By appropriate choice of reaction conditions, particularly the ethylene pressure, the reaction can be made to produce either styrene or stilbene derivatives selectively. The reaction tolerates those common substituents which do not react with aroyl chlorides. Only trans-stilbene derivatives are formed

  在乙酸钯（II）的催化下，乙烯与芳酰氯发生芳基化反应，生成苯乙烯和二苯乙烯衍生物。通过反应条件，特别是将乙烯压力适当选择，反应可以进行，以选择性地产生任一苯乙烯或茋衍生物。该反应容许不与芳酰氯反应的那些常见的取代基。仅形成反式-二苯乙烯衍生物。
• Merging gold catalysis, organocatalytic oxidation, and Lewis acid catalysis for chemodivergent synthesis of functionalized oxazoles from N-propargylamides
  作者：Shaoyu Mai、Changqing Rao、Ming Chen、Jihu Su、Jiangfeng Du、Qiuling Song

  DOI：10.1039/c7cc05746f

  日期：——

  Novel catalytic systems consisting of cationic gold complexes, N-hydroxyphthalimide (NHPI), and transition-metal-based Lewis acids have been developed for the one-pot synthesis of functionalized oxazoles from N-propargylamides with excellent functional group tolerance. These transformations demonstrated the excellent compatibility of homogeneous gold catalysis with organocatalytic oxidative carbon–nitrogen

  已经开发了由阳离子金络合物，N-羟基邻苯二甲酰亚胺（NHPI）和过渡金属基路易斯酸组成的新型催化体系，用于由一锅法从具有良好官能团耐受性的N-炔丙基酰胺合成官能化的恶唑。这些转变证明了均相金催化与使用亚硝酸叔丁酯作为末端氧化剂的有机催化氧化碳-氮键形成的优异相容性。此外，根据不同的合成要求，可以一锅法轻松合成恶唑腈或羧酰胺。
• Sulfamoylphenylureas
  申请人：Ciba-Geigy Corporation

  公开号：US05215570A1

  公开（公告）日：1993-06-01

  The N-acylsulfamoylphenylureas of formula I below are suitable as counter-agents (antidotes or safeners) for protecting cultivated plants from the phytotoxic action of herbicides. Suitable crops are preferably cereals, soybeans, sorghum, maize and rice, and suitable herbicides are sulfonylureas, chloroacetanilides and aryloxyphenoxypropionic acid derivatives. The N-acylsulfamoylphenylureas have the formula I ##STR1## wherein A is a radical selected from the group ##STR2## R.sub.1 is C.sub.1 -C.sub.4 -alkoxy or each of R.sub.1 and R.sub.2, independently of the other, is hydrogen, C.sub.1 -C.sub.8 alkyl, C.sub.3 -C.sub.8 cycloalkyl, C.sub.3 -C.sub.6 alkenyl, C.sub.3 -C.sub.6 alkynyl, ##STR3## or C.sub.1 -C.sub.4 alkyl substituted by C.sub.1 -C.sub.4 alkoxy or by ##STR4## or R.sub.1 and R.sub.2 together form a C.sub.4 -C.sub.6 alkylene bridge, or a C.sub.4 -C.sub.6 alkylene bridge interrupted by oxygen, sulfur, SO, SO.sub.2, NH or by --N(C.sub.1 -C.sub.4 alkyl)-, R.sub.3 is hydrogen or C.sub.1 -C.sub.4 alkyl, R.sub.a to R.sub.h, R.sub.x and R.sub.y are as defined in the disclosure.

  下面的化学式I中的N-酰磺酰苯脲适用作对抗剂（解毒剂或安全剂），用于保护栽培植物免受除草剂的植物毒性作用。适宜的作物主要是谷物、大豆、高粱、玉米和稻米，适宜的除草剂是磺酰脲、氯乙酰苯胺和芳基氧基苯丙酸衍生物。N-酰磺酰苯脲的化学式I如下：其中A是从以下组中选择的基团，R.sub.1是C.sub.1 -C.sub.4 -烷氧基，或者R.sub.1和R.sub.2中的每一个独立地是氢、C.sub.1 -C.sub.8 烷基、C.sub.3 -C.sub.8 环烷基、C.sub.3 -C.sub.6 烯基、C.sub.3 -C.sub.6 炔基、或者C.sub.1 -C.sub.4 烷基被C.sub.1 -C.sub.4 烷氧基或者被R.sub.1和R.sub.2共同形成C.sub.4 -C.sub.6 烷基桥，或者被氧、硫、SO、SO.sub.2、NH或者--N(C.sub.1 -C.sub.4 烷基)-中断的C.sub.4 -C.sub.6 烷基桥，R.sub.3是氢或C.sub.1 -C.sub.4 烷基，R.sub.a到R.sub.h、R.sub.x和R.sub.y如披露中定义。
• Expedient Iron-Catalyzed C−H Allylation/Alkylation by Triazole Assistance with Ample Scope
  作者：Gianpiero Cera、Tobias Haven、Lutz Ackermann

  DOI：10.1002/anie.201509603

  日期：2016.1.22

  for the iron‐catalyzed C−H allylation of arenes, heteroarenes, and alkenes with ample scope. The versatile catalyst also proved competent for site‐selective methylation, benzylation, and alkylation with challenging primary and secondary halides. Triazole‐assisted C−H activation proceeded chemo‐, site‐, and diastereo‐selectively, and the modular TAM directing group was readily removed in a traceless

  三唑的协助为广泛范围内的芳烃，杂芳烃和烯烃的铁催化的CHH烯丙基化的统一策略奠定了基础。事实证明，这种多功能催化剂还可胜任具有选择性的一级和二级卤化物的定点甲基化，苄基化和烷基化。三唑辅助的CH活化是化学，位点和非对映选择性的，在极温和的反应条件下，模块化TAM导向基团很容易以无痕方式除去。
• Acylated 1<i>H</i>-1,2,4-Triazol-5-amines Targeting Human Coagulation Factor XIIa and Thrombin: Conventional and Microscale Synthesis, Anticoagulant Properties, and Mechanism of Action
  作者：Marvin Korff、Lukas Imberg、Jonas M. Will、Nico Bückreiß、Svetlana A. Kalinina、Benjamin M. Wenzel、Gregor A. Kastner、Constantin G. Daniliuc、Maximilian Barth、Ruzanna A. Ovsepyan、Kirill R. Butov、Hans-Ulrich Humpf、Matthias Lehr、Mikhail A. Panteleev、Antti Poso、Uwe Karst、Torsten Steinmetzer、Gerd Bendas、Dmitrii V. Kalinin

  DOI：10.1021/acs.jmedchem.0c01635

  日期：2020.11.12

  We herein report the conventional and microscale parallel synthesis of selective inhibitors of human blood coagulation factor XIIa and thrombin exhibiting a 1,2,4-triazol-5-amine scaffold. Structural variations of this scaffold allowed identifying derivative 21i, a potent 29 nM inhibitor of FXIIa, with improved selectivity over other tested serine proteases and also finding compound 21m with 27 nM

  我们在此报告了常规和微观并行合成的人类凝血因子XIIa和凝血酶的选择性抑制剂，这些抑制剂表现出1,2,4-三唑-5-胺骨架。该支架的结构变异允许鉴定衍生物21i（一种有效的FXIIa抑制剂29nM），具有比其他经过测试的丝氨酸蛋白酶更高的选择性，还可以发现化合物21m对凝血酶具有27 nM的抑制活性。首次证明酰化的1,2,4-三唑-5-胺具有抗凝特性，并具有影响凝血酶和癌细胞诱导的血小板凝集的能力。进行的质谱分析和分子建模使我们能够发现合成的抑制剂与FXIIa活性位点之间以前未知的相互作用，从而揭示了FXIIa抑制的机理细节。合成的化合物代表了开发新的抗血栓药物或化学工具以研究FXIIa和凝血酶在生理和病理过程中的作用的有希望的起点。