3,4-二甲基苯甲醇 | 6966-10-5

• 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: 3,4-二甲基苯甲醇
• 中文别名: 3,4-二甲基苄醇
• 英文名称: 3,4-dimethylbenzyl alcohol
• 英文别名: (3,4-dimethylphenyl)methanol；(3,4-dimethylphenyl)methyl alcohol
• CAS: 6966-10-5
• 化学式: C₉H₁₂O
• 分子量: 136.194
• InChiKey: OKGZCXPDJKKZAP-UHFFFAOYSA-N

物化性质

• 熔点：
  62-65 °C (lit.)
• 沸点：
  218-221 °C (lit.)
• 密度：
  0.9612 (rough estimate)
• 闪点：
  218-221°C
• LogP：
  2.049 (est)
• 保留指数：
  1113

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 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：
  Xn
• 安全说明：
  S22,S26,S36/37/39
• 危险类别码：
  R22,R36/37/38
• WGK Germany：
  3
• 海关编码：
  2906299090
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302

SDS

Name:	3 4-Dimethylbenzyl alcohol 99% Material Safety Data Sheet
Synonym:
CAS:	6966-10-5

Section 1 - Chemical Product MSDS Name:3 4-Dimethylbenzyl alcohol 99% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
6966-10-5	3,4-dimethylbenzyl alcohol	99	230-175-0

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:

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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 agent most appropriate to extinguish fire. 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:
Clean up spills immediately, observing precautions in the Protective Equipment section. Sweep up or absorb material, then place into a suitable clean, dry, closed container for disposal. Avoid generating dusty conditions. Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
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:
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# 6966-10-5: 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:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Powder
Color: white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 218.0 - 221.0 deg C
Freezing/Melting Point: 62.00 - 65.00 deg C
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: C9H12O
Molecular Weight: 136.19

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, dust generation, strong oxidants.
Incompatibilities with Other Materials:
Acid chlorides, acid anhydrides, acids, strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 6966-10-5 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
3,4-dimethylbenzyl alcohol - 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: 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# 6966-10-5: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 6966-10-5 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 6966-10-5 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：

  3,4-二甲基苯甲醇 在 palladium on activated charcoal 哌啶 、 吡啶 、 PPA 、 氢气 、 pyridinium chlorochromate 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 25.0~80.0 ℃ 、206.84 kPa 条件下， 反应 52.5h， 生成 6,7-二甲基-2,3-二氢-1H-茚-1-酮
  参考文献：
  名称：

  Aromatische Spirane, 20. Mitt.: Darstellung von dimethylsubstituierten 2-Carboxymethyl-indan-1-onen und Benzylchloriden als Synthone f�r Synthesen von di- bis tetramethylierten 2,2?-Spirobiindandionen

  摘要：

  The isomeric dimethyl methylbenzoates 5, obtained from the bromides via Grignard reactions with dimethylcarbonate, were reduced with LiAlH4 to the hydroxymethyl derivatives 6. The latter were then transformed both to the benzylchlorides 7 (with SOCl2) and to the aldehydes 8 (with pyridinium chlorochromate). Knoevenagel-Doebner reaction of 8 afforded the acrylic acids 9 which (after hydrogenation to 11) were cyclized to the desired indanones 12 with polyphosphoric acid. On the other hand, 12c and 12e were prepared from dimethyl 3-chloropropiophenone (14) by warming with sulfuric acid. After NaH-catalyzed reaction with dimethylcarbonate, the indanones 12 gave the ketoesters 15 which then could be hydrogenated to the indanes 16. All reactions proceeded with satisfactory to excellent yields (60-90%).

  DOI：

  10.1007/bf00807400
• 作为产物：
  描述：

  邻二甲苯 在 lithium aluminium tetrahydride 、 氢溴酸 、 铁粉 、 magnesium 作用下， 生成 3,4-二甲基苯甲醇
  参考文献：
  名称：

  NMR studies of bond order in distorted aromatic systems

  摘要：

  DOI：

  10.1021/ja00177a013
• 作为试剂：
  描述：

  3,4-二甲基苯甲醇 、 3,4-二甲基苯甲醛 、 1,2,4-三甲基苯 、 在 1,2,4-三甲基苯 、 3,4-二甲基苯甲醇 作用下， 反应 13.0h， 以Virtually no 3,4-dimethylbenzoic acid was produced的产率得到3,4-二甲基苯甲酸
  参考文献：
  名称：

  Method for the oxidation of aromatic compounds

  摘要：

  本发明涉及使用重组二甲苯单加氧酶表达微生物在两相反应介质中进行芳香族化合物的生物催化氧化的方法。

  公开号：

  US07368267B2

文献信息

• Substituted N, N-disubstituted diamino compounds useful for inhibiting cholesteryl ester transfer protein activity
  申请人：——

  公开号：US20020120011A1

  公开（公告）日：2002-08-29

  The invention relates to substituted polycyclic aryl and heteroaryl tertiary-heteroalkylamine compounds useful as inhibitors of cholesteryl ester transfer protein (CETP; plasma lipid transfer protein-I) and compounds, compositions and methods for treating atherosclerosis and other coronary artery diseases. Preferred tertiary-heteroalkylamine compounds are substituted N,N-disubstituted diamines. A preferred specific N,N-disubstituted diamine is the compound: 1

  这项发明涉及替代多环芳基和杂环芳基的三级杂烷基胺化合物，可用作胆固醇酯转移蛋白（CETP；血浆脂质转移蛋白-I）的抑制剂，以及用于治疗动脉粥样硬化和其他冠状动脉疾病的化合物、组合物和方法。首选的三级杂烷基胺化合物是取代的N,N-二取代二胺。首选的具体N,N-二取代二胺化合物是：1
• 一种合成手性醇的方法
  申请人：陕西师范大学

  公开号：CN109809967B

  公开（公告）日：2022-03-18

  本发明公开了一种合成手性醇的方法，该方法以双膦双氮配位的手性钌络合物为催化剂，以消旋的1‑芳基乙醇类化合物和苄醇类化合物为底物，叔丁醇钾等作为碱，在惰性气体氛围中通过不对称借氢反应实现了手性醇的合成。本发明反应体系简单、操作简便、不需要额外的氢源，反应后处理简单，手性醇收率较好、立体选择性高，其中以S构型的手性醇为主，且底物范围广、原子利用率高，是一种清洁、安全、高效合成手性醇的方法。
• Hydrogenation of Esters to Alcohols with a Well-Defined Iron Complex
  作者：Svenja Werkmeister、Kathrin Junge、Bianca Wendt、Elisabetta Alberico、Haijun Jiao、Wolfgang Baumann、Henrik Junge、Fabrice Gallou、Matthias Beller

  DOI：10.1002/anie.201402542

  日期：2014.8.11

  We present the first base‐free Fe‐catalyzed ester reduction applying molecular hydrogen. Without any additives, a variety of carboxylic acid esters and lactones were hydrogenated with high efficiency. Computations reveal an outer‐sphere mechanism involving simultaneous hydrogen transfer from the iron center and the ligand. This assumption is supported by NMR experiments.

  我们展示了第一个使用分子氢的无碱铁催化的酯还原反应。在没有任何添加剂的情况下，各种羧酸酯和内酯被高效地氢化。计算揭示了一种外球机理，涉及同时从铁中心和配体转移氢。NMR实验支持这一假设。
• Synthesis of Dibenzyls by Nickel-Catalyzed Homocoupling of Benzyl Alcohols
  作者：Xing-Zhong Shu、Feng-Feng Pan、Peng Guo、Xiaochuang Huang

  DOI：10.1055/a-1467-2432

  日期：2021.9

  blocks that are widely used in organic synthesis, and they are typically prepared by the homocoupling of halides, organometallics, and ethers. Herein, we report an approach to this class of compounds using alcohols, which are more stable and readily available. The reaction proceeds via nickel-catalyzed and dimethyl oxalate assisted dynamic kinetic homocoupling of benzyl alcohols. Both primary and secondary

  二苄基是广泛用于有机合成中的基本结构单元，它们通常通过卤化物，有机金属和醚的均偶联来制备。本文中，我们报告了一种使用醇的这类化合物的方法，该醇更稳定且易于获得。该反应通过镍催化的和草酸二甲酯辅助的苄醇的动态动力学均偶联进行。伯醇和仲醇都是可以容忍的。
• Iron-Catalyzed Reduction of Carboxylic Esters to Alcohols
  作者：Kathrin Junge、Bianca Wendt、Shaolin Zhou、Matthias Beller

  DOI：10.1002/ejoc.201300039

  日期：2013.4

  formed from Fe(stearate)2/NH2CH2CH2NH2 and polymethylhydrosiloxane was directly developed for the hydrosilylation of carboxylic acid esters to alcohols. The catalytic method exhibits broad substrate scope, including 20 aliphatic, aromatic, and heterocyclic esters. The corresponding alcohols are obtained in moderate to very good yields.

  直接开发了由 Fe(stearate)2/NH2CH2CH2NH2 和聚甲基氢硅氧烷形成的新型催化体系，用于将羧酸酯氢化硅烷化为醇。该催化方法具有广泛的底物范围，包括 20 种脂肪族、芳香族和杂环酯。以中等至非常好的收率获得相应的醇。

表征谱图