1-(4-hydroxy-3-methoxyphenyl)-2-(2-methoxyphenoxy)propane-1,3-diol | 7382-59-4

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: 1-(4-hydroxy-3-methoxyphenyl)-2-(2-methoxyphenoxy)propane-1,3-diol
• 英文别名: guaiacylglycerol β-guaiacyl ether；1-(4-hydroxy-3-methoxyphenyl)-2-(2-methoxyphenoxy)-1,3-propanediol；guaiacolglycerol-Β-guaiacyl propyl ether；GGGE
• CAS: 7382-59-4
• 化学式: C₁₇H₂₀O₆
• mdl: MFCD00060144
• 分子量: 320.342
• InChiKey: PPZSOILKWHVNNS-UHFFFAOYSA-N

物化性质

• 熔点：
  100 °C
• 沸点：
  553.5±50.0 °C(Predicted)
• 密度：
  1.282±0.06 g/cm3(Predicted)
• 稳定性/保质期：
  如果按照规格使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.294
• 拓扑面积：
  88.4
• 氢给体数：
  3
• 氢受体数：
  6

安全信息

• 海关编码：
  2909500000
• 包装等级：
  III
• 危险类别：
  9
• 危险性防范说明：
  P201,P264,P280,P301+P330+P331,P312
• 危险品运输编号：
  3077
• 危险性描述：
  H302,H361,H372,H410
• 储存条件：
  密封在阴凉干燥的环境中。

SDS

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Section I.Chemical Product and Company Identification
Chemical Name Guaiacylglycerol-beta-guaiacyl Ether
Portland OR
Synonym 1-(4-Hydroxy-3-methoxyphenyl)-2-(2-methoxyphenoxy)-1,3-propanediol
Chemical Formula C17H20O6
7382-59-4
CAS Number

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Section II. Composition and Information on Ingredients
Chemical Name CAS Number Percent (%) TLV/PEL Toxicology Data
Guaiacylglycerol-beta-guaiacyl Ether 7382-59-4 Min. 97.0 (GC) Not available. Not available.

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Section III. Hazards Identification
No specific information is available in our data base regarding the toxic effects of this material for humans. However,
Acute Health Effects
exposure to any chemical should be kept to a minimum. Skin and eye contact may result in irritation. May be harmful if
inhaled or ingested. Always follow safe industrial hygiene practices and wear proper protective equipment when handling
this compound.
Follow safe industrial hygiene practices and always wear proper protective equipment when handling this compound.
CARCINOGENIC EFFECTS : Not available.
Chronic Health Effects
MUTAGENIC EFFECTS : Not available.
TERATOGENIC EFFECTS : Not available.
DEVELOPMENTAL TOXICITY: Not available.
There is no known effect from chronic exposure to this product. Repeated or prolonged exposure to this compound is not
known to aggravate existing medical conditions.

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Section IV. First Aid Measures
Eye Contact Check for and remove any contact lenses. DO NOT use an eye ointment. Flush eyes with running water for a minimum of 15
minutes, occasionally lifting the upper and lower eyelids. Seek medical attention. Treat symptomatically and supportively.
Skin Contact If the chemical gets spilled on a clothed portion of the body, remove the contaminated clothes as quickly as possible,
protecting your own hands and body. Place the victim under a deluge shower. If the chemical touches the victim's exposed
skin, such as the hands: Gently and thoroughly wash the contaminated skin with running water and non-abrasive soap. Be
particularly careful to clean folds, crevices, creases and groin. Cover the irritated skin with an emollient. Seek medical
attention. Treat symptomatically and supportively. Wash any contaminated clothing before reusing.
If the victim is not breathing, perform mouth-to-mouth resuscitation. Loosen tight clothing such as a collar, tie, belt or
Inhalation
waistband. If breathing is difficult, oxygen can be administered. Seek medical attention if respiration problems do not
improve.
INDUCE VOMITING by sticking finger in throat. Lower the head so that the vomit will not reenter the mouth and throat.
Ingestion
Loosen tight clothing such as a collar, tie, belt or waistband. If the victim is not breathing, perform mouth-to-mouth
resuscitation. Examine the lips and mouth to ascertain whether the tissues are damaged, a possible indication that the toxic
material was ingested; the absence of such signs, however, is not conclusive.

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Section V. Fire and Explosion Data
Not available.
Combustible. Auto-Ignition
Flammability
Flash Points Flammable Limits Not available.
Not available.
These products are toxic carbon oxides (CO, CO2).
Combustion Products
Fire Hazards No specific information is available regarding the flammability of this compound in the presence of various materials.
Risks of explosion of the product in presence of mechanical impact: Not available.
Explosion Hazards
Risks of explosion of the product in presence of static discharge: Not available.
No additional information is available regarding the risks of explosion.
Fire Fighting Media SMALL FIRE: Use DRY chemicals, CO2, water spray or foam.
LARGE FIRE: Use water spray, fog or foam. DO NOT use water jet.
and Instructions
Consult with local fire authorities before attempting large scale fire-fighting operations.
Continued on Next Page
Guaiacylglycerol-beta-guaiacyl Ether

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Section VI. Accidental Release Measures
Spill Cleanup In case of a spill and/or a leak, always shut off any sources of ignition, ventilate the area, and exercise caution. Use a
shovel to put the material into a convenient waste disposal container. Finish cleaning the spill by rinsing any contaminated
Instructions
surfaces with copious amounts of water. Consult federal, state, and/or local authorities for assistance on disposal.

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Section VII. Handling and Storage
Handling and Storage Keep away from heat and sources of ignition. Mechanical exhaust required. When not in use, tightly seal the container and
store in a dry, cool place. Avoid excessive heat and light. DO NOT breathe dust. In case of insufficient ventilation, wear
Information
suitable respiratory equipment. If you feel unwell, seek medical attention and show the label when possible. Treat
symptomatically and supportively. Avoid contact with skin and eyes.
Always store away from incompatible compounds such as oxidizing agents.

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Section VIII. Exposure Controls/Personal Protection
Engineering Controls Use process enclosures, local exhaust ventilation, or other engineering controls to keep airborne levels below recommended
exposure limits. If user operations generate dust, fume or mist, use ventilation to keep exposure to airborne contaminants
below the exposure limit.
Personal Protection Splash goggles. Lab coat. Dust respirator. Boots. Gloves. A MSHA/NIOSH approved respirator must be used to avoid
inhalation of the product. Suggested protective clothing might not be sufficient; consult a specialist BEFORE handling this
product.
Exposure Limits Not available.

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Section IX. Physical and Chemical Properties
Physical state @ 20°C Powder. Solubility Not available.
Not available.
Specific Gravity
Molecular Weight 320.34 Partition Coefficient Not available.
Boiling Point Not available. Not available.
Vapor Pressure
Melting Point 100°C (212°F) Vapor Density Not available.
Not available. Not available.
Refractive Index Volatility
Critical Temperature Not available. Odor Not available.
Not available. Not available.
Viscosity Taste

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Section X. Stability and Reactivity Data
Stability

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This material is stable if stored under proper conditions. (See Section VII for instructions)
Conditions of Instability Avoid excessive heat and light.
Incompatibilities Reactive with oxidizing agents.

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Section XI. Toxicological Information
RTECS Number Not available.
Eye contact. Inhalation. Ingestion.
Routes of Exposure
Not available.
Toxicity Data
CARCINOGENIC EFFECTS : Not available.
Chronic Toxic Effects
MUTAGENIC EFFECTS : Not available.
TERATOGENIC EFFECTS : Not available.
DEVELOPMENTAL TOXICITY: Not available.
There is no known effect from chronic exposure to this product. Repeated or prolonged exposure to this compound is not
known to aggravate existing medical conditions.
No specific information is available in our data base regarding the toxic effects of this material for humans. However,
Acute Toxic Effects
exposure to any chemical should be kept to a minimum. Skin and eye contact may result in irritation. May be harmful if
inhaled or ingested. Always follow safe industrial hygiene practices and wear proper protective equipment when handling this
compound.
Follow safe industrial hygiene practices and always wear proper protective equipment when handling this compound.
Continued on Next Page
Guaiacylglycerol-beta-guaiacyl Ether

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Section XII. Ecological Information
Ecotoxicity Not available.
Not available.
Environmental Fate

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Section XIII. Disposal Considerations
Recycle to process, if possible. Consult your local or regional authorities. You may be able to dissolve or mix material with a
Waste Disposal
combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber system. Observe all
federal, state, and local regulations when disposing of this substance.

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Section XIV. Transport Information
DOT Classification Not a DOT controlled material (United States).
Not applicable.
PIN Number
Proper Shipping Name Not applicable.
Not applicable.
Packing Group (PG)
DOT Pictograms

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Section XV. Other Regulatory Information and Pictograms
TSCA Chemical Inventory This product is NOT on the EPA Toxic Substances Control Act (TSCA) inventory. The following notices are required by 40
CFR 720.36 (C) for those products not on the inventory list:
(EPA)
(i) These products are supplied solely for use in research and development by or under the supervision of a technically
qualified individual as defined in 40 CFR 720.0 et sec.
(ii) The health risks of these products have not been fully determined. Any information that is or becomes available will be
supplied on an MSDS sheet.
WHMIS Classification Not controlled under WHMIS (Canada).
(Canada)
EINECS Number (EEC) Not available.
EEC Risk Statements Not available.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  1-(4-hydroxy-3-methoxyphenyl)-2-(2-methoxyphenoxy)propane-1,3-diol 在 氢气 、 ytterbium(III) triflate 作用下， 以 甲醇 为溶剂， 160.0 ℃ 、3.0 MPa 条件下， 反应 2.0h， 生成 木榴油
  参考文献：
  名称：

  Reductive fractionation of woody biomass into lignin monomers and cellulose by tandem metal triflate and Pd/C catalysis

  摘要：

  一种催化过程，用于将木质生物质升级为单芳烃、半纤维素糖和固体富含纤维素的碳水化合物残留物。

  DOI：

  10.1039/c6gc02962k
• 作为产物：
  描述：

  1-(4-羟基-3-甲氧基苯基)-2-(2-甲氧基苯氧基)乙酮 在 sodium tetrahydroborate 、 potassium carbonate 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 1-(4-hydroxy-3-methoxyphenyl)-2-(2-methoxyphenoxy)propane-1,3-diol
  参考文献：
  名称：

  Hydrogenolysis of lignosulfonate into phenols over heterogeneous nickel catalysts

  摘要：

  我们报告了一种利用异相镍催化剂将木质磺酸盐转化为酚类的策略。芳香烃–烷基键（C–O–C）和羟基（–OH）分别被氢化为酚和烷烃，而不会干扰芳烃。该催化剂基于一种自然丰富的元素，且可回收和重复使用。

  DOI：

  10.1039/c2cc31414b

文献信息

• Aerobic Oxidation of Olefins and Lignin Model Compounds Using Photogenerated Phthalimide-<i>N</i>-oxyl Radical
  作者：Jian Luo、Jian Zhang

  DOI：10.1021/acs.joc.6b01704

  日期：2016.10.7

  A metal-free protocol to generate phthalimide-N-oxyl (PINO) radicals from N-hydroxyphthalimide (NHPI) via a photoinduced proton-coupled electron transfer process is reported. Using donor-substituted aromatic ketones, such as 4,4′-bis(diphenylamino)benzophenone (DPA-BP), PINO radicals are efficiently produced and subsequently utilized to functionalize olefins to afford a new class of alkyl hydroperoxides

  报道了通过光诱导质子偶联电子转移过程从N-羟基邻苯二甲酰亚胺（NHPI）生成邻苯二甲酰亚胺-N-氧基（PINO）自由基的无金属方案。使用供体取代的芳族酮，例如4,4'-双（二苯基氨基）二苯甲酮（DPA-BP），可有效产生PINO自由基，随后将其用于官能化烯烃，以提供一类新的烷基氢过氧化物。DPA-BP / NHPI / O 2光催化系统对有氧氧化β-O-4木质素模型表现出很高的效率。
• Oxidative cleavage of β-O-4 bonds in lignin model compounds with a single-atom Co catalyst
  作者：Sijie Liu、Lichen Bai、Antoine P. van Muyden、Zhangjun Huang、Xinjiang Cui、Zhaofu Fei、Xuehui Li、Xile Hu、Paul J. Dyson

  DOI：10.1039/c9gc00293f

  日期：——

  Single-atom catalysts are emerging as primary catalysts for many reactions due to their 100% utilization of active metal centers leading to high catalytic efficiencies. Herein, we report the use of a single-atom Co catalyst for the oxidative cleavage of the β-O-4 bonds of lignin model compounds at a low oxygen pressure. Under the optimized reaction conditions, the conversion of 2-(2-methoxyphenoxy)-1-phenylethanol

  单原子催化剂由于其100％利用活性金属中心导致高催化效率而成为许多反应的主要催化剂。本文中，我们报道了在低氧气压力下使用单原子Co催化剂对木质素模型化合物的β-O-4键进行氧化裂解的情况。在优化的反应条件下，使用多种底物可以实现2-（2-甲氧基苯氧基）-1-苯基乙醇的高选择性转化，转化率高达95％。具有高催化效率的Co催化剂的可重复使用性表明其在C–O键的氧化裂解中的潜在应用。
• Chemodivergent hydrogenolysis of eucalyptus lignin with Ni@ZIF-8 catalyst
  作者：Xue Liu、Helong Li、Ling-Ping Xiao、Run-Cang Sun、Guoyong Song

  DOI：10.1039/c8gc03511c

  日期：——

  Chemodivergent hydrogenolysis of eucalyptus biomass leading to 4-propanol- or 4-propyl-substituted phenols, together with a well-preserved carbohydrate component, was achieved by using Ni@ZIF-8 catalyst.

  通过使用Ni@ZIF-8催化剂，实现了对桉树木质素的化学多样性氢解，产生了4-丙醇或4-丙基取代的酚类化合物，同时保留了良好的碳水化合物组分。

• Mechanistic investigation of the Zn/Pd/C catalyzed cleavage and hydrodeoxygenation of lignin
  作者：Ian Klein、Christopher Marcum、Hilkka Kenttämaa、Mahdi M. Abu-Omar

  DOI：10.1039/c5gc01325a

  日期：——

  While current biorefinery processes use lignin only for its heat value, the conversion of lignin to high value chemicals is an area of increasing interest.

  当前生物精炼过程仅利用木质素的热值，而将木质素转化为高价值化学品是一个越来越受到关注的领域。
• High Yield Production of Natural Phenolic Alcohols from Woody Biomass Using a Nickel-Based Catalyst
  作者：Jiazhi Chen、Fang Lu、Xiaoqin Si、Xin Nie、Junsheng Chen、Rui Lu、Jie Xu

  DOI：10.1002/cssc.201601273

  日期：2016.12.8

  alcohols not only preserves the original structure of lignin, but also makes the depolymerization process atom‐efficient. Here, high yield production of natural phenolic alcohols (38.7 wt %) from woody biomass has been achieved using a Ni/C catalyst in a methanol–water co‐solvent. The Ni‐based catalyst can efficiently etherify the Cα−OH group in lignin β‐O‐4 motifs under hydrogen atmosphere, which can break

  木质生物质的有效解聚以生产天然酚醇，不仅保留了木质素的原始结构，而且使解聚过程具有原子效率。在这里，使用甲醇/水助溶剂中的Ni / C催化剂，可以从木质生物质中高产天然酚醇（38.7 wt％）。的Ni基催化剂可以有效地醚化的C α -OH基团在氢气氛下，木质素β-O-4基序，其可以打破C之间的氢键β -O氧以及C α -OH质子以促进与c β-O裂解。据报道，水还可以通过原位形成酸来促进木质素与甲醇的醚化反应。我们的结果表明，打破分子内氢键可以加速Cβ- O裂解，保持木质素的原始结构不变。这项工作突出了木质素解聚中结构修饰的重要性，并显示了对整个生物质进行增值的明显潜力。