2-溴-6-(2-甲基-1,3-二氧戊烷-2-基)吡啶 | 49669-14-9

• 物质功能分类: 医药中间体 - 杂环化合物 - 吡啶类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 2-溴-6-(2-甲基-1,3-二氧戊烷-2-基)吡啶
• 中文别名: 2-溴-6-(2-甲基-1,3-二氧戊环-2-基)吡啶；2-溴-6-(2-甲基-1,3-二氧杂烷)吡啶；2-溴-6-乙酰基吡啶乙二醇保护
• 英文名称: 6-bromo-2-(2-methyl-1,3-dioxolan-2-yl)pyridine
• 英文别名: 2-bromo-6-(2-methyl-1,3-dioxolan-2-yl)pyridine
• CAS: 49669-14-9
• 化学式: C₉H₁₀BrNO₂
• 分子量: 244.088
• InChiKey: ZRXWMMNBTGBCIL-UHFFFAOYSA-N

物化性质

• 熔点：
  44-46℃
• 沸点：
  322.7±42.0 °C(Predicted)
• 密度：
  1.499
• 溶解度：
  可溶于氯仿（少许）、DMSO（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  31.4
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2932999099
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  2~8℃

SDS

2-Bromo-6-(2-methyl-1,3-dioxolan-2-yl)pyridine
SAFETY DATA SHEET

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Section 1. IDENTIFICATION
Product name: 2-Bromo-6-(2-methyl-1,3-dioxolan-2-yl)pyridine
5.3

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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:

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance/mixture: Substance
Components: 2-Bromo-6-(2-methyl-1,3-dioxolan-2-yl)pyridine
Percent: >98.0%(GC)
CAS Number: 49669-14-9
Chemical Formula: C9H10BrNO2

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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.

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Section 5. FIRE-FIGHTING MEASURES
Suitable extinguishing Dry chemical, foam, water spray, carbon dioxide.
media:
Specific hazards arising Take care as it may decompose upon combustion or in high temperatures to
from the chemical: generate poisonous fume.

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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:

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Section 6. ACCIDENTAL RELEASE MEASURES
Use personal protective equipment. Keep people away from and upwind of spill/leak.
Personal precautions,
protective equipment and Entry to non-involved personnel should be controlled around the leakage area by
emergency procedures: roping off, etc.
Environmental precautions: Prevent product from entering drains.
Methods and materials for Sweep dust to collect it into an airtight container, taking care not to disperse it.
containment and cleaning Adhered or collected material should be promptly disposed of, in accordance with
up: appropriate laws and regulations.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Handling is performed in a well ventilated place. Wear suitable protective equipment.
Technical measures:
Prevent dispersion of dust. Wash hands and face thoroughly after handling.
Use a local exhaust if dust 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.

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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: Dust 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.

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Physical state (20°C): Solid
Form: Crystal- Powder
Colour: Very pale yellow - Pale yellow
Odour: No data available
pH: No data available
Melting point/freezing point:45°C
No data available
Boiling point/range:
Flash point: No data available
Flammability or explosive
limits:
No data available
Lower:
Upper: No data available
No data available
Relative density:
Solubility(ies):
No data available
[Water]
[Other solvents] No data available

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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, Nitrogen oxides (NOx), Hydrogen bromide
products:

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

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

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Section 13. DISPOSAL CONSIDERATIONS
Recycle to process, if possible. Consult your local regional authorities. You may be able to dissolve or mix material
with a 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 the substance.

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

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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.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2-溴-6-(2-甲基-1,3-二氧戊烷-2-基)吡啶 在 盐酸 、 potassium tert-butylate 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 盐酸 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 135.75h， 生成 4-methyl-4'-cyano-2,2':6',2'':2''-quaterpyridine
  参考文献：
  名称：

  不对称取代的 2,2':6',2'':2'',6'''-四吡啶衍生物的二铜 (I) 螺旋中定向异构的空间控制

  摘要：

  已经制备了 2,2':6',2'':2'',6'''-四联吡啶的衍生物，它们在 4-或 6-位被烷基不对称取代，在 4' 被各种取代基不对称取代-位置。这些配体形成二铜-(I)双螺旋体，已通过 1 H 和 13 C NMR 光谱技术对其进行了研究。显示螺旋异构体的形成取决于双螺旋的组成螺旋体之间的分子内相互作用；4'-甲基取代基与配对螺旋体的 4-取代基发生空间相互作用，导致选择性适中，尽管庞大的 4-取代基会降低选择性。在不存在 4'-取代基的情况下，较小的间距允许组分螺旋体的类似 4-取代基之间的空间相互作用。在每种情况下，

  DOI：

  10.1021/ja9623626
• 作为产物：
  描述：

  2,6-二溴吡啶 在 正丁基锂 、 对甲苯磺酸 作用下， 以 乙醚 、 正己烷 、 环己烷 为溶剂， 反应 8.08h， 生成 2-溴-6-(2-甲基-1,3-二氧戊烷-2-基)吡啶
  参考文献：
  名称：

  氨基吡啶-NHC配体支持的单核和双核造币金属络合物：结构和光物理研究

  摘要：

  一个新的亚氨基吡啶-NHC（NHC = N-杂环卡宾）杂配体通过多步合成进行访问，并在造币金属中检查了其配位化学。分离了单核铜，银和金配合物，以及双核均金属和杂金属配合物，并通过光谱法和X射线晶体学对其进行了全面表征。对复合物的结构和光物理性质进行了比较研究，以更深入地了解结构与性质之间的关系。我们在20到295 K之间的温度下以固态研究了光致发光（PL）特性，并与带有联吡啶-NHC配体的相关配合物进行了系统比较（我们先前曾报道过）。可以根据配位金属对PL性质进行微调，

  DOI：

  10.1021/acs.organomet.9b00449

文献信息

• A General, Multimetallic Cross-Ullmann Biheteroaryl Synthesis from Heteroaryl Halides and Heteroaryl Triflates
  作者：Kai Kang、Nathan L. Loud、Tarah A. DiBenedetto、Daniel J. Weix

  DOI：10.1021/jacs.1c10907

  日期：2021.12.29

  medicine and materials science, the synthesis of biheteroaryls by cross-coupling remains challenging. We describe here a new, general approach to biheteroaryls: the Ni- and Pd-catalyzed multimetallic cross-Ullmann coupling of heteroaryl halides with triflates. An array of 5-membered, 6-membered, and fused heteroaryl bromides and chlorides, as well as aryl triflates derived from heterocyclic phenols,

  尽管它们对医学和材料科学很重要，但通过交叉偶联合成双杂芳基仍然具有挑战性。我们在这里描述了一种新的、通用的双杂芳基方法：杂芳基卤化物与三氟甲磺酸酯的 Ni 和 Pd 催化的多金属交叉 Ullmann 偶联。一系列 5 元、6 元和稠合杂芳基溴化物和氯化物，以及衍生自杂环酚的芳基三氟甲磺酸酯，被证明是该反应中可行的底物（62 个示例，平均产率为 63 ± 17%）。这种方法对双杂芳基的普遍性在 10 μmol 规模的 96 孔板格式中得到进一步证明。一组 96 种可能的产品在一组条件下提供了 >90% 的命中率。此外，可以使用配体、添加剂和还原剂的单个“工具箱板”快速优化低产率组合。
• Linkage Isomerism in Transition-Metal Complexes of Mixed (Arylcarboxamido)(arylimino)pyridine Ligands
  作者：David W. Boyce、Debra J. Salmon、William B. Tolman

  DOI：10.1021/ic500638z

  日期：2014.6.2

  The synthesis of a series of asymmetric mixed 2,6-disubstituted (arylcarboxamido)(arylimino)pyridine ligands and their coordination chemistry toward a series of divalent first-row transition metals (Cu, Co, and Zn) have been explored. Complexes featuring both anionic N,N′,N″-carboxamido and neutral O,N,N′-carboxamide coordination have been prepared and characterized by X-ray crystallography, cyclic

  已经探索了一系列不对称混合 2,6-二取代（芳基甲酰氨基）（芳基亚氨基）吡啶配体的合成及其对一系列二价第一排过渡金属（Cu、Co 和 Zn）的配位化学。已经制备了具有阴离子N , N ', N '-甲酰胺和中性O , N , N '-甲酰胺配位的配合物，并通过 X 射线晶体学、循环伏安法、紫外-可见光和 EPR 光谱对其进行了表征。具体而言，R LM(X) (M = Cu; X = Cl – , OAc – ) 和R L(H)MX 2 (M = Cu, Co, Zn; X = Cl –，的SbF 6 - ），其设有配合Ñ，Ñ '，ñ “ -或Ó，Ñ，Ñ '-coordination被呈现。从O , N , N '-甲酰胺到N , N ', N '-甲酰胺配位的碱基诱导的连接异构化也通过多种形式的光谱学得到证实。
• AMINOPYRAZOLE DERIVATIVES
  申请人：Bur Daniel

  公开号：US20110034516A1

  公开（公告）日：2011-02-10

  The invention relates to aminopyrazole derivatives of formula (I), wherein A, E, R 1 and R 2 are as defined in the description, their preparation and their use as pharmaceutically active compounds.

  这项发明涉及公式（I）的氨基吡唑衍生物， 其中A、E、R1和R2如描述中所定义，它们的制备以及它们作为药用活性化合物的用途。
• Radical Rebound Hydroxylation Versus H-Atom Transfer in Non-Heme Iron(III)-Hydroxo Complexes: Reactivity and Structural Differentiation
  作者：Michael J. Drummond、Courtney L. Ford、Danielle L. Gray、Codrina V. Popescu、Alison R. Fout

  DOI：10.1021/jacs.9b01516

  日期：2019.4.24

  mechanism (electron transfer-proton transfer) by the iron(III)-hydroxo, as opposed to a second HAA. Herein we report the synthesis and characterization of a series of iron complexes with hydrogen bonding interactions between bound aquo or hydroxo ligands and the secondary coordination sphere in ferrous and ferric complexes. Interconversion among the iron species is accomplished by stepwise proton or electron

  酶中高价铁中心的表征得到了模拟其反应性或结构和光谱特征的合成模型系统的帮助。例如，分子氧的裂解通常会产生一种铁 (IV)-氧代，它已在许多酶促和合成系统中得到表征。在非血红素 2-酮戊二酸依赖性 (铁-2OG) 酶中，ferryl 物种从结合的底物中提取 H 原子以产生建议的铁 (III)-羟基和笼状底物自由基。大多数铁 2OG 酶在 H 原子提取 (HAA) 位点进行自由基反弹羟基化；然而，最近的报告表明，对于大多数天然去饱和酶底物，某些底物可以通过在与杂原子（N 或 O）相邻的位点失去第二个 H 原子来去饱和。与第二个 HAA 不同，去除第二个 H 原子的一种建议机制涉及通过铁 (III)-羟基进行的极性裂解机制（电子转移-质子转移）。在这里，我们报告了一系列铁配合物的合成和表征，这些配合物在亚铁和三价铁配合物中结合的水或羟基配体与二级配位球之间具有氢键相互作用。铁物种之间的相互转化是通过逐步质子或电子加减以及氢原子转移
• [EN] NOVEL MICROBIOCIDES<br/>[FR] MICROBIOCIDES INÉDITS
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2012038521A1

  公开（公告）日：2012-03-29

  The present invention provides compounds of formula (I) wherein R1, R2, A, X, D1, D2 and Y3 are as defined in the claims. The invention further provides intermediates used in the preparation of these compounds, to compositions which comprise these compounds and to their use in agriculture or horticulture for controlling or preventing infestation of plants by phytopathogenic microorganisms, preferably fungi.

  本发明提供了式（I）中的化合物，其中R1、R2、A、X、D1、D2和Y3如索赔中所定义。该发明还提供了在制备这些化合物中使用的中间体，包括含有这些化合物的组合物以及它们在农业或园艺中用于控制或预防植物被植物病原微生物，尤其是真菌侵害的用途。