乙二醇二苄基二甲醚 | 622-22-0

• 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: 乙二醇二苄基二甲醚
• 中文别名: 乙二醇二苄醚；1,2-双(苄氧基)乙烷；联苄基乙二醇
• 英文名称: 1,2-dibenzyloxyethane
• 英文别名: 1,2-bis(benzyloxy)ethane；Ethane, 1,2-bis(benzyloxy)-；2-phenylmethoxyethoxymethylbenzene
• CAS: 622-22-0
• 化学式: C₁₆H₁₈O₂
• mdl: MFCD00030016
• 分子量: 242.318
• InChiKey: FPFHYKOBYMYVAN-UHFFFAOYSA-N

物化性质

• 沸点：
  210 °C / 10mmHg
• 密度：
  1,06 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2909309090
• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  室温

SDS

Ethylene Glycol Dibenzyl Ether Revision number: 5
SAFETY DATA SHEET

---

Section 1. IDENTIFICATION
Product name: Ethylene Glycol Dibenzyl Ether

Revision number: 5

---

Section 2. HAZARDS IDENTIFICATION
GHS classification
PHYSICAL HAZARDS Not classified
Not classified
HEALTH HAZARDS
ENVIRONMENTAL HAZARDS Not classified
GHS label elements, including precautionary statements
Pictograms or hazard symbols None
No signal word
Signal word
Hazard statements None
None
Precautionary statements:

---

Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance/mixture: Substance
Components: Ethylene Glycol Dibenzyl Ether
Percent: >95.0%(GC)
CAS Number: 622-22-0
Synonyms: 1,2-Bis(benzyloxy)ethane , Dibenzyl Cellosolve , Dibenzyl Glycol , 1,2-
Dibenzyloxyethane
C16H18O2
Chemical Formula:

---

Section 4. FIRST AID MEASURES
Inhalation: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
Get medical advice/attention if you feel unwell.
Skin contact: Remove/Take off immediately all contaminated clothing. Rinse skin with
water/shower. If skin irritation or rash occurs: Get medical advice/attention.
Eye contact: Rinse cautiously with water for several minutes. Remove contact lenses, if present
and easy to do. Continue rinsing. If eye irritation persists: Get medical
advice/attention.
Ingestion: Get medical advice/attention if you feel unwell. Rinse mouth.
A rescuer should wear personal protective equipment, such as rubber gloves and air-
Protection of first-aiders:
tight goggles.

---

Section 5. FIRE-FIGHTING MEASURES
Suitable extinguishing Dry chemical, foam, water spray, carbon dioxide.
media:
Unsuitable extinguishing Solid streams of water
media:
Ethylene Glycol Dibenzyl Ether

---

Section 5. FIRE-FIGHTING MEASURES
Precautions for firefighters: Fire-extinguishing work is done from the windward and the suitable fire-extinguishing
method according to the surrounding situation is used. Uninvolved persons should
evacuate to a safe place. In case of fire in the surroundings: Remove movable
containers if safe to do so.
Special protective When extinguishing fire, be sure to wear personal protective equipment.
equipment for firefighters:

---

Section 6. ACCIDENTAL RELEASE MEASURES
Use personal protective equipment. Keep people away from and upwind of spill/leak.
Personal precautions,
protective equipment and Ensure adequate ventilation. Entry to non-involved personnel should be controlled
emergency procedures: around the leakage area by roping off, etc.
Environmental precautions: Prevent product from entering drains.
Methods and materials for Absorb spilled material in a suitable absorbent (e.g. rag, dry sand, earth, saw-dust).
containment and cleaning In case of large amount of spillage, contain a spill by bunding. Adhered or collected
up: material should be promptly disposed of, in accordance with appropriate laws and
regulations.

---

Section 7. HANDLING AND STORAGE
Precautions for safe handling
Technical measures: Handling is performed in a well ventilated place. Wear suitable protective equipment.
Prevent generation of vapour or mist. Wash hands and face thoroughly after
handling.
Use a ventilation, local exhaust if vapour or aerosol will be generated.
Advice on safe handling: Avoid contact with skin, eyes and clothing.
Conditions for safe storage, including any
incompatibilities
Storage conditions: Keep container tightly closed. Store in a cool and dark place.
Store away from incompatible materials such as oxidizing agents.
Packaging material: Comply with laws.

---

Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Install a closed system or local exhaust as possible so that workers should not be
Engineering controls:
exposed directly. Also install safety shower and eye bath.
Personal protective equipment
Respiratory protection: Vapor respirator. Follow local and national regulations.
Hand protection: Protective gloves.
Eye protection: Safety glasses. A face-shield, if the situation requires.
Skin and body protection: Protective clothing. Protective boots, if the situation requires.

---

Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Physical state (20°C): Liquid
Form: Clear
Colorless - Pale yellow
Colour:
Odour: No data available
pH: No data available
Melting point/freezing point:No data available
210°C/1.3kPa
Boiling point/range:
Flash point: No data available
Flammability or explosive
limits:
No data available
Lower:
Upper: No data available
1.06
Relative density:
Solubility(ies):
No data available
[Water]
[Other solvents] No data available
Ethylene Glycol Dibenzyl Ether

---

Section 10. STABILITY AND REACTIVITY
Chemical stability: Stable under proper conditions.
Possibility of hazardous No special reactivity has been reported.
reactions:
Incompatible materials: Oxidizing agents
Hazardous decomposition Carbon monoxide, Carbon dioxide
products:

---

Section 11. TOXICOLOGICAL INFORMATION
Acute Toxicity: No data available
Skin corrosion/irritation: No data available
Serious eye No data available
damage/irritation:
Germ cell mutagenicity: No data available
Carcinogenicity:
IARC = No data available
No data available
NTP =
Reproductive toxicity: No data available

---

Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: No data available
Crustacea: No data available
Algae: No data available
Persistence / degradability: No data available
Bioaccumulative No data available
potential(BCF):
Mobility in soil
No data available
Log Pow:
Soil adsorption (Koc): No data available
Henry's Law No data available
constant(PaM3/mol):

---

Section 13. DISPOSAL CONSIDERATIONS
Recycle to process, if possible. Consult your local regional authorities. You may be able to burn in a chemical
incinerator equipped with an afterburner and scrubber system. Observe all federal, state and local regulations when
disposing of the substance.

---

Section 14. TRANSPORT INFORMATION
Does not correspond to the classification standard of the United Nations
Hazards Class:
UN-No: Not listed

---

Section 15. REGULATORY INFORMATION
Safe management ordinance of dangerous chemical product (State Council announces on January 26, 2002
and revised on February 16,2011): Safe use and production, the storage of a dangerous chemical, transport,
loading and unloading were prescribed.
Ethylene Glycol Dibenzyl Ether

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  乙二醇二苄基二甲醚 在 氢气 作用下， 以 甲醇 为溶剂， 100.0 ℃ 、8.0 MPa 条件下， 以84%的产率得到乙二醇
  参考文献：
  名称：

  Systematic evaluation of the palladium-catalyzed hydrogenation under flow conditions

  摘要：

  Four types of heterogeneous Pd catalysts (10% Pd/C, 10% Pd/HP20, 0.5% Pd/MS3A, and 0.3% Pd/BN) were applied to the flow hydrogenation to systematically evaluate the appropriate conditions for the reduction of a wide variety of reducible functionalities. The use of 10% Pd/C and 10% Pd/HP20 allowed the hydrogenation of various reducible functionalities by a single-pass of the substrate-MeOH solution through the catalyst cartridge, while 0.5% Pd/MS3A and 0.3% Pd/BN catalyzed a novel chemoselective hydrogenation; only alkene, alkyne, azide, and nitro functionalities could be reduced with other coexisting reducible functionalities intact. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.05.038
• 作为产物：
  描述：

  2-苯基-1,3-二四氢呋喃 在 dicobalt octacarbonyl 一氧化碳 、 氢气 作用下， 210.0 ℃ 、16.55 MPa 条件下， 生成 乙二醇二苄基二甲醚
  参考文献：
  名称：

  Fleming,B.I.; Bolker,H.I., Canadian Journal of Chemistry, 1976, vol. 54, p. 685 - 694

  摘要：

  DOI：

文献信息

• Ferric perchlorate as an efficient and useful catalyst for the selective benzylation and methylation of alcohols with benzyl chloride and methyl iodide
  作者：Farahnaz K. Behbahani、Majid M. Heravi、Hossien A. Oskooie

  DOI：10.1007/s00706-008-0054-x

  日期：2009.2

  selective benzylation and methylation of hydroxyl compounds in the presence of a catalytic amount of ferric perchlorate. We showed that ferric perchlorate was very effective in selectively promoting the benzylation and methylation of primary aliphatic and benzylic alcohols versus secondary aliphatic alcohols and phenolic hydroxy groups. Graphical abstract

  摘要开发了一种温和有效的方法，用于在催化量的高氯酸铁存在下对羟基化合物进行选择性苄基化和甲基化。我们表明，高氯酸铁在选择性促进伯脂族和苄醇相对于仲脂族醇和酚羟基的苄基化和甲基化方面非常有效。 图形概要
• C2-SYMMETRICAL RUTHENOCENE DIPHOSPHINE LIGANDS ONLY WITH SURFACE CHIRALITY AND THEIR MANUFACTURE
  申请人：Zhang Wanbin

  公开号：US20110160474A1

  公开（公告）日：2011-06-30

  The invention affords C 2 -symmetrical ruthenocene diphosphine ligands with surface chirality and their manufacture. The present invention uses (S)—(S)-1,1′-2(diphenylphosphino)-2,2′-2[(S)-4-isopropyloxazolinyl]ruthenocene as raw material and the product is prepared through two or three steps of reaction. At the action of trifluoroacetic acid, (S)—(S)-1,1′-2(diphenylphosphino)-2,2′-2[(S)-4-isopropyloxazolinyl]ruthenocene first removes oxazoline and gets ester amides compound which then carries out ester exchange or reduction alkylation and gets the product of ruthenocene diphosphine ligand with surface chirality. The ligands prepared with the structure as follows from the invention can be used in all kinds of metallic catalysis asymmetric reaction and has good reaction activity and stereoselectivity, wherein R is methyl or ethyl, R 1 is linear or branched alkyl, cycloalkyl, alkoxy, aryl, aralkyl and alkyl amino.

  该发明提供了具有表面手性的C2对称二茂铷二膦配体及其制备方法。本发明利用(S)—(S)-1,1′-2(二苯基膦基)-2,2′-2[(S)-4-异丙氧唑基]二茂铷作为原料，通过两到三步反应制备产物。在三氟乙酸的作用下，(S)—(S)-1,1′-2(二苯基膦基)-2,2′-2[(S)-4-异丙氧唑基]二茂铷首先去除噁唑啉，得到酯酰胺化合物，然后进行酯交换或还原烷基化，得到具有表面手性的二茂铷二膦配体产品。根据该发明制备的具有以下结构的配体可用于各种金属催化不对称反应，并具有良好的反应活性和立体选择性，其中R为甲基或乙基，R1为直链或支链烷基、环烷基、烷氧基、芳基、芳基烷基和烷基氨基。
• Highly selective silver(I) oxide mediated monoprotection of symmetrical diols
  作者：Abderrahim Bouzide、Gilles Sauvé

  DOI：10.1016/s0040-4039(97)01328-2

  日期：1997.8

  Treatment of symmetrical diol with Ag2O and alkyl halide gave the monoprotected derivative in good to excellent yield.

  用Ag 2 O和烷基卤处理对称的二醇以良好至优异的产率得到单保护的衍生物。
• Benzylation of alcohols by using bis[acetylacetonato]copper as catalyst
  作者：Okan Sirkecioglu、Bekir Karliga、Naciye Talinli

  DOI：10.1016/j.tetlet.2003.09.106

  日期：2003.11

  Selective O-benzylation of primary hydroxy compounds has been achieved in the presence of bis[acetylacetonato]copper with benzyl chloride. We showed that bis[acetylacetonato]copper was very efficient in promoting the benzylation of primary aliphatic alcohols versus secondary aliphatic alcohols and phenolic hydroxy groups selectively.

  在双乙酰乙酰铜与苄基氯的存在下，伯羟基化合物的选择性O-苄基化已经实现。我们表明，双[乙酰基乙酰基铜]对促进脂肪族伯醇的苄基化相对于脂肪族仲醇和酚羟基有选择性地非常有效。
• On the loss of a benzyl radical from the molecular ion of α,ω -dibenzyloxyalkanes
  作者：A.P. Bruins、N.M.M. Nibbering

  DOI：10.1016/s0040-4020(01)97030-9

  日期：1974.1

  The molecular ions of the title compounds appear to lose a benzyl radical, which must be due to the presence of two benzyloxy groups, as benzylalkyl ethers do not exhibit such an expulsion upon electron impact. The results of the partition of the labels deuterium and 18O in the ions m/e 107 (protonated benzaldehyde) and [M-benzyl-benzaldehyde]+ put forward evidence that this process is initiated by

  标题化合物的分子离子似乎丢失了苄基，这必须归因于两个苄氧基的存在，因为苄基烷基醚在电子撞击时不会表现出这种驱逐作用。标记氘和18 O在离子m / e 107（质子化的苯甲醛）和[M-苄基-苯甲醛] +中的分配结果表明，该过程是由苄基H原子连续迁移至在S N i型反应中，醚的功能相反，苄基阳离子从该质子化的O原子转移至不带电荷的O原子（参见方案5）。

表征谱图