2,3-二甲氧基萘 | 10103-06-7

• 物质功能分类: 化学试剂 - 有机试剂 - 多环化合物
• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 2,3-二甲氧基萘
• 中文别名: 2,3-二甲氧基萘球；2,3-二甲氧基
• 英文名称: 2,3-dimethoxynaphthalene
• 英文别名: 2,3-Dimethoxynaphthalin
• CAS: 10103-06-7
• 化学式: C₁₂H₁₂O₂
• mdl: MFCD05664308
• 分子量: 188.226
• InChiKey: XYRPWXOJBNGTMX-UHFFFAOYSA-N

物化性质

• 熔点：
  116.5-120.5 °C(lit.)
• 沸点：
  182 °C(Press: 17 Torr)
• 密度：
  1.097±0.06 g/cm3(Predicted)
• 保留指数：
  1735.5
• 稳定性/保质期：

  如果按照规格使用和储存，则不会分解，未有已知危险发生。

  应避免与强氧化剂接触。

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• WGK Germany：
  3
• 海关编码：
  2909309090
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302
• 储存条件：
  请将药品存放在密闭、阴凉干燥的地方，并确保通风良好。

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
Product name : 2,3-Dimethoxynaphthalene
CAS-No. : 10103-06-7

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Section 2. HAZARDS IDENTIFICATION
Classification of the substance or mixture
Not a hazardous substance or mixture according to Regulation (EC) No. 1272/2008.
This substance is not classified as dangerous according to Directive 67/548/EEC.
Label elements
Caution - substance not yet tested completely.
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Formula : C12H12O2
Molecular Weight : 188,22 g/mol

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Section 4. FIRST AID MEASURES
Description of first aid measures
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration.
In case of skin contact
Wash off with soap and plenty of water.
In case of eye contact
Flush eyes with water as a precaution.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water.
Most important symptoms and effects, both acute and delayed
Indication of any immediate medical attention and special treatment needed
no data available

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Section 5. FIREFIGHTING MEASURES
Extinguishing media
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, protective equipment and emergency procedures
Avoid dust formation. Avoid breathing vapors, mist or gas.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Sweep up and shovel. Keep in suitable, closed containers for disposal.
Reference to other sections
For disposal see section 13.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Provide appropriate exhaust ventilation at places where dust is formed.Normal measures for preventive fire
protection.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Specific end uses
no data available

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Section 8. EXPOSURE CONTROLS/PERSONAL PROTECTION
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
General industrial hygiene practice.
Personal protective equipment
Eye/face protection
Use equipment for eye protection tested and approved under appropriate government standards
such as NIOSH (US) or EN 166(EU).
Skin protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Immersion protection
Material: Nitrile rubber
Minimum layer thickness: 0,11 mm
Break through time: > 480 min
Splash protection
Material: Nitrile rubber
Minimum layer thickness: 0,11 mm
Break through time: > 30 min
test method: EN374
If used in solution, or mixed with other substances, and under conditions which differ from EN 374,
contact the supplier of the CE approved gloves. This recommendation is advisory only and must
be evaluated by an Industrial Hygienist familiar with the specific situation of anticipated use by our
customers. It should not be construed as offering an approval for any specific use scenario.
Body Protection
Choose body protection in relation to its type, to the concentration and amount of dangerous
substances, and to the specific work-place., The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
Respiratory protection is not required. Where protection from nuisance levels of dusts are desired,
use type N95 (US) or type P1 (EN 143) dust masks. Use respirators and components tested and
approved under appropriate government standards such as NIOSH (US) or CEN (EU).

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Information on basic physical and chemical properties
a) Appearance Form: solid
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing Melting point/range: 116,5 - 120,5 °C
point
f) Initial boiling point and no data available
boiling range
g) Flash point no data available
h) Evaporation rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density no data available
n) Water solubility no data available
o) Partition coefficient: n- no data available
octanol/water
p) Autoignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
no data available

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Section 10. STABILITY AND REACTIVITY
Reactivity
no data available
Chemical stability
no data available
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
Strong oxidizing agents
Hazardous decomposition products
Other decomposition products - no data available

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Section 11. TOXICOLOGICAL INFORMATION
Information on toxicological effects
Acute toxicity
no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitization
no data available
Germ cell mutagenicity
no data available
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
no data available
Specific target organ toxicity - single exposure
no data available
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Potential health effects
Inhalation May be harmful if inhaled. May cause respiratory tract irritation.
Ingestion
May be harmful if swallowed.
Skin May be harmful if absorbed through skin. May cause skin irritation.
Eyes May cause eye irritation.
Additional Information
RTECS: Not available

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Section 12. ECOLOGICAL INFORMATION
Toxicity
no data available
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
Results of PBT and vPvB assessment
no data available
Other adverse effects
no data available

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Section 13. DISPOSAL CONSIDERATIONS
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company.
Contaminated packaging
Dispose of as unused product.

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Section 14. TRANSPORT INFORMATION
UN number
ADR/RID: - IMDG: - IATA: -
UN proper shipping name
ADR/RID: Not dangerous goods
IMDG: Not dangerous goods
IATA: Not dangerous goods
Transport hazard class(es)
ADR/RID: - IMDG: - IATA: -
Packaging group
ADR/RID: - IMDG: - IATA: -
Environmental hazards
ADR/RID: no IMDG Marine pollutant: no IATA: no
Special precautions for user
no data available

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Section 15. REGULATORY INFORMATION
This safety datasheet complies with the requirements of Regulation (EC) No. 1907/2006.
Safety, health and environmental regulations/legislation specific for the substance or mixture
no data available
Chemical Safety Assessment

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2,3-二甲氧基萘 在 盐酸 、 aluminum (III) chloride 、 2,2,2-三氟乙醇 、 diethylzinc 、 三乙基铝 、 potassium carbonate 、 (1S,2R)-1-苯基-2-(1-吡咯烷基)-1-丙醇 、 copper(II) sulfate 、 溶剂黄146 、 sodium ascorbate 、 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 90.0h， 生成 赛维罗奈
  参考文献：
  名称：

  [EN] ANTICANCER COMPOUND PROCESS
  [FR] PROCÉDÉ DE PRÉPARATION D'UN COMPOSÉ ANTICANCÉREUX

  摘要：

  本发明涉及一种用作抗癌药物的化合物1的制备过程。具体而言，该发明旨在提供制备化合物1及其取代衍生物的新方法。

  公开号：

  WO2019113312A1
• 作为产物：
  描述：

  4-(3,4-二甲氧苯基)丁酸 在 盐酸 、 amalgamated zinc 、 硫酸 作用下， 生成 2,3-二甲氧基萘
  参考文献：
  名称：

  The role of human and mouse Y chromosome genes in male infertility

  摘要：

  It was suggested by Ronald Fisher in 1931 that genes involved in benefit to the male (including spermatogenesis genes) would accumulate on the Y chromosome. The analysis of mouse Y chromosome deletions and the discovery of microdeletions of the human Y chromosome associated with diverse defective spermatogenic phenotypes has revealed the presence of intervals containing one or more genes controlling male germ cell differentiation. These intervals have been mapped, cloned and examined in detail for functional genes. This review discusses the genes mapping to critical spermatogenesis intervals and the evidence indicating which are the most likely candidates underlying Y-linked male infertility. (C) 2000, Editrice Kurtis.

  DOI：

  10.1007/bf03343787
• 作为试剂：
  描述：

  硫酸二甲酯 、 2,3-二羟基萘 、 sodium hydroxide 在 2,3-二甲氧基萘 、 ice 、 水 、 water ethanol 作用下， 以 水 为溶剂， 反应 6.0h， 生成 3-甲氧基-2-萘酚
  参考文献：
  名称：

  Derivatives of naphthalene with COMT inhibiting activity

  摘要：

  公式（I'）的化合物，其中A，R1至R3和t如本文所定义，表现出COMT酶抑制活性，因此它们可用作COMT抑制剂。

  公开号：

  US06903114B2

文献信息

• Synthesis of “calixarene-like” N,N-ditosyldiaza[3.3](1,4)naphthalenophanes
  作者：Huu-Anh Tran、Julie Collins、Paris E. Georghiou

  DOI：10.1039/b717797f

  日期：——

  A series of new tetrahomodiazacalix[2]naphthalenes, containing 2,3-dialkoxy-substituted naphthalene units, have been synthesized and some of their properties are reported. All of the newly-synthesized macrocycles were highly symmetrical and conformationally rigid and revealed “calixarene-like” 1,3- alternate type structures.

  一系列含有2,3-二烷氧基取代萘单元的新型四氢二氮杂杯[2]萘化合物已经合成，并报道了它们的某些性质。所有新合成的宏环化合物均具有高度的对称性和构象刚性，呈现出类似“杯芳烃”的1,3-交替型结构。
• Naphthalenediol-based bis(Salamo)-type homo- and heterotrinuclear cobalt(II) complexes: Syntheses, structures and magnetic properties
  作者：Han Zhang、Wen-Kui Dong、Yang Zhang、Sunday Folaranmi Akogun

  DOI：10.1016/j.poly.2017.05.051

  日期：2017.9

  M(OAc)2 (M = Ca(II), Sr(II) and Ba(II)). In the crystal structures, the three metal(II) atoms occupy both the N2O2 and O6 sites of the ligand (L)4− moiety. Owing to the different nature of the N2O2 and O6 sites of the ligand H4L, the introduction of two different metal(II) atoms to the site-selective moiety, when compared with complex 1, leads to the replacement of the central Co(II) atom by different

  摘要合成了具有新的无环双（Salamo）型配体H4L的同核和异三核Co（II）配合物，通过N2O2 Salamo部分的金属化，该配体具有C形的O6位。通过使H4L与3当量的Co（OAc）2·4 反应获得同三核配合物[Co3（L）（OAc）2（CH3OH）2]·2CHCl3（1）。异三核配合物[Co2（L）Ca（OAc）2]（2），[Co2（L）Sr（OAc）2]（3）和[Co2（L）Ba（OAc）2（H2O）]·2CH3C H（通过H4L与2当量的Co（OAc）2·4 和1当量的M（OAc）2（M = Ca（II），Sr（II）和Ba（II））反应获得4）。在晶体结构中，三个金属（II）原子同时占据了配体（L）4-的 和O6位。由于配体H4L的 和O6位点的性质不同，因此向位点选择部分引入了两个不同的金属（II）原子，与配合物1比较时，会导致中心Co（II）原子被不
• A Concise Synthesis of 2-Amino-1,2,3,4-tetrahydronaphthalene-6,7-diol (‘6,7-ADTN’) from Naphthalene-2,3-diol
  作者：Süleyman Göksu、Cavit Kazaz、Yaşar Sütbeyaz、Hasan Seçen

  DOI：10.1002/hlca.200390272

  日期：2003.10

  2-Amino-1,2,3,4-tetrahydronaphthalene-6,7-diol (2; 6,7-ADTN) was synthesized starting from naphthalene-2,3-diol in seven steps and with an overall yield of 44%. Methylation of naphthalene-2,3-diol with dimethyl sulfate, followed by FriedelCrafts acylation with AcCl, gave 2-acetyl-6,7-dimethoxynaphthalene. 2-Acetyl-6,7-dimethoxynaphthalene was converted to 6,7-dimethoxynaphthalene-2-carboxylic acid

  从萘-2,3-二醇开始，经七个步骤合成了2-氨基-1,2,3,4-四氢萘-6,7-二醇（2 ; 6,7-ADTN），总收率为44％ 。萘-2，3-二醇与硫酸二甲酯的甲基化，然后用AcCl进行Friedel Crafts酰化，得到2-乙酰基-6，7-二甲氧基萘。通过卤仿反应将2-乙酰基-6,7-二甲氧基萘转化为6,7-二甲氧基萘-2-羧酸。羧酸以4摩尔当量进行桦木还原。通过在液氨中的Na，得到1,2,3,4-四氢-6,7-二甲氧基萘-2-羧酸，通过Curtius反应从中获得2，然后进行氢解和去甲基化。
• In silico design and synthesis of N‐arylalkanyl 2‐naphthamides as a new class of non‐purine xanthine oxidase inhibitors
  作者：Sheau Ling Ho、Ching‐Ting Lin、Shoei‐Sheng Lee

  DOI：10.1002/ddr.21782

  日期：2021.9

  A series of N-arylalkanyl 2-naphthamides (Xa~e), which were predicted from virtual molecular docking on a built xanthine oxidase template as potential inhibitors, were synthesized. Their inhibitory activity against xanthine oxidase was assayed. Among these prepared, compounds Xb (IC50 13.6 μM), Xc (IC50 13.1 μM), and Xd (IC50 12.5 μM) showed comparable inhibitory activity to allopurinol (IC50 22.1 μM)

  合成了一系列N-芳基烷基 2-萘酰胺 ( Xa ~ e )，这些化合物是从构建的黄嘌呤氧化酶模板上的虚拟分子对接预测的，作为潜在的抑制剂。测定了它们对黄嘌呤氧化酶的抑制活性。在这些制备物中，化合物Xb (IC 50 13.6 μM)、Xc (IC 50 13.1 μM)和Xd (IC 50 12.5 μM)显示出与别嘌醇(IC 50 22.1 μM)相当的抑制活性。体外测定结果与分子对接分数 Δ G有很好的相关性 = -16.99、-17.66 和 -17.13 Kcal/mol，分别。在氧酸钾诱导的高尿酸血症小鼠模型中，口服Xc - Ac（40mg/Kg）过氧乙酰化Xc可使血尿酸水平较正常对照组降低 60%， 与高尿酸血症小鼠组相比，具有统计学意义 ( p < .01)。
• 2,3-Dimethoxynaphthalene: solid-state structure as studied via X-ray crystallography and solid-phase 13C nuclear magnetic resonance spectroscopy
  作者：G.W. Buchanan、M. Gerzain、C. Bensimon

  DOI：10.1016/0022-2860(95)08871-r

  日期：1995.8

  Abstract The X-ray crystal structure of the title material has been obtained. A symmetrical structure with the OCH 3 groups essentially planar to the aromatic ring has been found. Chemical shift differences observed in the solid-state 13 C cross polarization/magic angle spinning spectrum are attributed to intermolecular crystal packing effects, resulting in an asymmetric unit of one molecule.

  摘要 获得了标题物质的X射线晶体结构。已发现具有与芳环基本上平面的OCH 3 基团的对称结构。在固态 13 C 交叉极化/魔角自旋光谱中观察到的化学位移差异归因于分子间晶体堆积效应，导致一个分子的不对称单元。