2,4-二氯-α-甲基苯甲醇 | 1475-13-4

• 物质功能分类: 化学试剂 - 有机试剂 - 芳香醇
• 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: 2,4-二氯-α-甲基苯甲醇
• 中文别名: 2,4-二氯-α-甲基苄醇；1-(2,4-二氯苯基)乙醇；2,4-二氯-Alpha-甲基苯甲醇；1-(2,4-二氯苯基)乙基醇
• 英文名称: 1-(2,4-dichlorophenyl)ethanol
• 英文别名: 1-(2,4-dichlorophenyl)ethan-1-ol；2,4-dichloro-α-methylbenzyl alcohol
• CAS: 1475-13-4
• 化学式: C₈H₈Cl₂O
• mdl: MFCD00004511
• 分子量: 191.057
• InChiKey: KWZDYNBHZMQRLS-UHFFFAOYSA-N

物化性质

• 沸点：
  125-126 °C (7 mmHg)
• 密度：
  1.29
• 闪点：
  108 °C
• 稳定性/保质期：
  如果按照规定使用和储存，则不会分解，也未有已知危险反应。请避免接触氧化物。

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 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
• 海关编码：
  2906299090
• 危险性防范说明：
  P280,P302+P352,P305+P351+P338,P261
• 危险性描述：
  H315,H319,H335
• 储存条件：
  请将贮藏器密封，并存放在阴凉、干燥处。同时，确保工作环境有良好的通风或排气设施。

SDS

Name:	2 4-Dichloro-alpha-methylbenzyl alcohol Material Safety Data Sheet
Synonym:	None
CAS:	1475-13-4

Section 1 - Chemical Product MSDS Name:2 4-Dichloro-alpha-methylbenzyl alcohol Material Safety Data Sheet
Synonym:None

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
1475-13-4	2,4-dichloro-alpha-methylbenzyl alcoho	100.0	216-019-4

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause 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: 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. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Ingestion:
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 immediately.
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.
Notes to Physician:
Antidote: None reported.

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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. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or appropriate foam.

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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. Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Use with adequate ventilation. Avoid contact with eyes, skin, and clothing. Empty containers retain product residue, (liquid and/or vapor), and can be dangerous. Keep container tightly closed. Keep away from heat, sparks and flame.
Avoid ingestion and inhalation. Do not pressurize, cut, weld, braze, solder, drill, grind, or expose empty containers to heat, sparks or open flames.
Storage:
Keep away from heat, sparks, and flame. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 1475-13-4: 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: Clear liquid
Color: colorless
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 125 - 126 deg C @ 7.00mm Hg
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: 108 deg C ( 226.40 deg F)
Explosion Limits, lower: N/A
Explosion Limits, upper: N/A
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density: 1.2930g/cm3
Molecular Formula: C8H8Cl2O
Molecular Weight: 191.06

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, strong oxidants.
Incompatibilities with Other Materials:
Oxidizing agents, acids, acid anhydrides, acid chlorides.
Hazardous Decomposition Products:
Carbon monoxide, irritating and toxic fumes and gases, carbon dioxide, hydrogen fluoride gas.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 1475-13-4 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
2,4-dichloro-alpha-methylbenzyl alcohol - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION
Other No information available.

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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: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
S 28A After contact with skin, wash immediately with
plenty of water.
S 37 Wear suitable gloves.
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# 1475-13-4: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 1475-13-4 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 1475-13-4 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：

  2,4-二氯-α-甲基苯甲醇 在 palladium on activated charcoal sodium hydroxide 、 2-己醇 、 Geotrichum candidum IFO 4597 cells on BL-100 polymer 、 氢气 、 环己酮 作用下， 以 乙醇 、 正己烷 为溶剂， 反应 48.0h， 生成 (R)-(+)-1-苯基乙醇
  参考文献：
  名称：

  Stereoselective oxidation and reduction by immobilized Geotrichum candidum in an organic solvent

  摘要：

  将真菌地霉菌（Geotrichum candidum）的细胞固定在水吸收性聚合物上，并用于在有机溶剂中以环己酮、环戊醇或烷-2-醇作为添加剂进行立体选择性氧化和还原反应。通过立体选择性氧化外消旋1-芳基乙醇，获得了对映体纯的（R）-1-芳基乙醇，而通过对相应的酮进行还原，获得了对映体纯的（S）-1-芳基乙醇，这与自由细胞在水中的还原反应不同，后者仅产生低ee值的（R）-或（S）-1-芳基乙醇。通过测量细胞固定在聚合物周围的有机相和水分相中底物和产物的分布，研究了反应机制。使用氘代化合物来确定添加剂的作用。

  DOI：

  10.1039/a900936a
• 作为产物：
  描述：

  2,4-二氯苯乙酮 在 Ru(II) aminophosphine sodium isopropylate 作用下， 以 异丙醇 为溶剂， 反应 48.0h， 以99%的产率得到2,4-二氯-α-甲基苯甲醇
  参考文献：
  名称：

  半三明治Ru（II）氨基膦配合物催化的氢转移

  摘要：

  某些含Ru（II）配合物的合成与催化研究。氨基膦 配体 N，N-二甲基-2-二苯基膦乙胺（PN），光学纯的（R C，S pl）-2- {1-（N，N-二甲基氨基）乙基} -1-二苯基膦二茂铁（PPFA）和N，N-二甲基-2-二苯基膦基苯胺描述了（DBD），[RuCp（CH 3 CN）3 ] +与它们反应配体得到阳离子络合物[RuCp（PN-κ Ñ，κ P）（CH 3 CN）] +（1A），[（小号钌，[R Ç，小号PL）-RuCp（PPFA-κ Ñ，κ P）（ CH 3 CN）] +（1B），和[RuCp（DBD-κ ñ，κ P ）（CH 3 CN）] +（1C），分别以高收率。由此，残留的CH 3 CN配体可以被Br取代-在加入净的4溴在CH 2氯2，从而在中性络合物RuCp（PN）Br（上形成图2a），（小号的Ru，- [R Ç，小号PL）-RuCp（PPFA） Br（2b）和RuCp

  DOI：

  10.1039/b104128m

文献信息

• An air and moisture tolerant iminotrihydroquinoline-ruthenium(<scp>ii</scp>) catalyst for the transfer hydrogenation of ketones
  作者：Jiaoyan Li、Yingmiao Ma、Zheng Wang、Qingbin Liu、Gregory A. Solan、Yanping Ma、Wen-Hua Sun

  DOI：10.1039/c8dt01919c

  日期：——

  with RuCl2(PPh3)3 at room temperature affords the ruthenium(II) chelate (8-NH2-C9H10N)RuCl2(PPh3)2 (E), in which the two triphenylphosphine ligands are disposed mutually cis. By contrast, when the reaction is performed at reflux ligand oxidation/dehydrogenation occurs along with cis–trans reorganization of the triphenylphosphines to form the 8-imino-5,6,7-trihydroquinoline-ruthenium(II) complex, (8

  8-氨基-5,6,7,8-四氢喹啉在室温下与RuCl 2（PPh 3）3反应得到钌（II）螯合物（8-NH 2 -C 9 H 10 N）RuCl 2（PPh 3）2（E），其中两个三苯基膦配体相互顺式排列。相反，当反应在回流条件下进行时，配体会发生氧化/脱氢以及三苯基膦的顺式-反式重组，形成8-亚氨基-5,6,7-三氢喹啉-钌（II）络合物，（8-NH C9 H 9 N）RuCl 2（PPh 3） 2（ F）。通过单独加热E溶液至回流，也可以高收率获得配合物F。它们的分子结构比较突出了F中的二齿亚胺配体比E中的含胺对应物优越的结合性能。两种络合物在多种烷基-，芳基-和环烷基的酮的转移氢化中非常有效，从而提供其相应的仲醇，其负载量低至0.1 mol％。明显地， F即使在与空气接触的反应釜中，即使是台式质量的2-丙醇也可以提供出色的转化率，而E的催化效率会因空气的存在而降低，但只能在惰性条件下有效地操作。
• Aza-crown compounds synthesised by the self-condensation of 2-amino-benzyl alcohol over a pincer ruthenium catalyst and applied in the transfer hydrogenation of ketones
  作者：Shanshan Zhang、Zheng Wang、Qianrong Cao、Erlin Yue、Qingbin Liu、Yanping Ma、Tongling Liang、Wen-Hua Sun

  DOI：10.1039/d0dt03257c

  日期：——

  conformation structure of 3. These aza-crown compounds have been explored to study ferric initiation of transfer hydrogenation (TH) of ketones into their corresponding secondary alcohols in the presence of 2-propanol with a basic t-BuOK solution, achieving a high conversion (up to 95%) by a ferric complex with 2 in a low loading (0.05 mol%).

  重新定义了定义明确的PNN-Ru催化剂，使其自缩合成2-氨基苄醇，形成了一系列新型的氮杂-冠化合物[aza-12-cro- 3-3 （1），aza-16-cro-4（2）和aza-20-crown-5（3）]。所有的氮杂冠化合物均已分离，并通过NMR，IR和ESI-MS光谱以及X射线晶体学测定，表明1的鞍形结构和3的扭曲的1,3-交替构象结构。已研究了这些氮杂冠化合物，以研究在2-丙醇和碱性叔丁基存在下，酮向相应的仲醇中转移氢化（TH）的铁引发。-BuOK解决方案，通过低负载量（0.05 mol％）中的2的铁配合物实现高转化率（高达95 ％）。
• Looking for new antiplasmodial quinazolines: DMAP-catalyzed synthesis of 4-benzyloxy- and 4-aryloxy-2-trichloromethylquinazolines and their in vitro evaluation toward Plasmodium falciparum
  作者：Armand Gellis、Nicolas Primas、Sébastien Hutter、Gilles Lanzada、Vincent Remusat、Pierre Verhaeghe、Patrice Vanelle、Nadine Azas

  DOI：10.1016/j.ejmech.2016.04.059

  日期：2016.8

  A DMAP catalyzed synthesis of new 4-benzyloxy- and 4-aryloxy-2-trichloromethylquinazolines was studied, in a view to react 4-chloroquinazolines with poorly nucleophilic alcohols such as benzylic alcohols, via a simple and cheap SNAr reaction approach. A fast (1 h) general operating procedure, affording good reaction yields, was achieved under microwave irradiation. Thus, a series of 35 molecules was

  的新的4-苄氧基和4-芳氧基-2- trichloromethylquinazolines甲DMAP催化合成进行了研究，在着眼于反应4- chloroquinazolines与亲核较差醇如苄醇，通过一个简单的和廉价的小号Ñ氩反应的方法。在微波辐射下可实现快速（1小时）的常规操作程序，该程序具有良好的反应收率。因此，获得了一系列35个分子，并在K1多耐药性恶性疟原虫菌株上进行了体外评估，同时对人HepG2细胞系进行了细胞毒性评估。鉴定出5个命中分子，具有良好的抗血浆活性（1.5μM
• Ruthenium ONO-Type Pincer Complex: Synthesis, Structural Characterization, and Catalysis
  作者：Yao Zhang、Xingwei Li、Soon Hyeok Hong

  DOI：10.1002/adsc.201000083

  日期：——

  A novel nitrone‐based pincer ligand was developed by a single‐step synthesis from N‐(tert‐butyl)hydroxylamine acetate and 2,6‐pyridinedicarboxaldehyde. The developed ligand allowed us to synthesize a cationic ruthenium pincer complex. A distorted octahedral coordination environment around the ruthenium center was observed. The complex showed excellent catalytic activity in transfer hydrogenation reactions

  由N-（叔丁基）羟胺乙酸盐和2,6-吡啶二甲醛组成的一步合成法开发了一种新型的基于硝酮的钳位配体。发达的配体使我们能够合成阳离子钌钳夹配合物。在钌中心周围观察到扭曲的八面体协调环境。该配合物在转移加氢反应中显示出极好的催化活性，周转数高达590,000。
• A Comparative Study on Asymmetric Reduction of Ketones Using the Growing and Resting Cells of Marine-Derived Fungi
  作者：Hui Liu、Bi-Shuang Chen、Fayene de Souza、Lan Liu

  DOI：10.3390/md16020062

  日期：——

  performance involves resting cells rather than growing cell biotransformation, which is one-step process that benefits from the simultaneous growth and biotransformation, eliminating the need for catalysts preparation. In this paper, asymmetric reduction of 14 aromatic ketones to the corresponding enantiomerically pure alcohols was successfully conducted using the growing and resting cells of marine-derived fungi

  全细胞生物催化剂为光学活性醇提供了高度对映选择性，污染最小的途径。当前，大多数全细胞催化性能涉及静止细胞而不是生长细胞的生物转化，这是一步步骤，得益于同时生长和生物转化，从而无需制备催化剂。在本文中，利用海洋衍生真菌的生长和静止细胞在优化条件下成功地将14种芳香族酮不对称还原为相应的对映体纯醇。两种方法均获得了良好的收率和出色的对映选择性。尽管底物抑制可能是细胞生物转化增长的限制因素，所选菌株仍可将10-mM底物完全转化为所需产品。静止细胞的生物转化显示出可以回收九次的能力，而活性没有显着降低。这是第一个通过一步生长细胞生物转化进行酮不对称还原的研究。

表征谱图