4-溴-1-萘甲酸 | 16650-55-8

• 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: 4-溴-1-萘甲酸
• 中文别名: 4-溴萘-1-甲酸
• 英文名称: 4-bromonaphthalene-1-carboxylic acid
• 英文别名: 4-bromo-1-naphthoic acid
• CAS: 16650-55-8
• 化学式: C₁₁H₇BrO₂
• 分子量: 251.079
• InChiKey: FIJIPZQZVLCOMB-UHFFFAOYSA-N

物化性质

• 熔点：
  198-200
• 沸点：
  408.8±28.0 °C(Predicted)
• 密度：
  1.648±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2916399090
• WGK Germany：
  3
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  存放于室温环境中，并请密封保存。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4-Bromo-1-naphthoic acid
Synonyms: 4-Bromo-1-naphthalenecarboxylic acid

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H302: Harmful if swallowed
H319: Causes serious eye irritation
H410: Very toxic to aquatic life with long lasting effects
P273: Avoid release to the environment
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing

---

Section 3. Composition/information on ingredients.
Ingredient name: 4-Bromo-1-naphthoic acid
CAS number: 16650-55-8

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

---

Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Storage: Store in closed vessels.

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C11H7BrO2
Molecular weight: 251.1

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, hydrogen bromide.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  4-溴-1-萘甲酸甲酯	methyl 4-bromo-1-naphthoate	35615-97-5	C12H9BrO2	265.106
  (1-溴萘-4-基)甲醇	(4-bromonaphthalen-1-yl)methanol	56052-26-7	C11H9BrO	237.096
  4-溴-1-萘醛	4-bromo-1-naphthaldehyde	50672-84-9	C11H7BrO	235.08
  4-溴-1,8-萘二甲酸酐	4-bromo-1,8-naphthalenedicarboxylic anhydride	81-86-7	C12H5BrO3	277.074
  1-(4-溴-1-萘基)乙酮	1-(4-bromonaphthalen-1-yl)ethanone	46258-62-2	C12H9BrO	249.107
  1-溴-4-甲基萘	1-bromo-4-methylnaphthalene	6627-78-7	C11H9Br	221.096
  4-溴-1-萘甲腈	4-bromo-1-naphthonitrile	92616-49-4	C11H6BrN	232.079
  1-溴-4-(溴甲基)萘	1-bromo-4-bromomethyl-naphthalene	79996-99-9	C11H8Br2	299.993

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  4-溴-1-萘甲酸甲酯	methyl 4-bromo-1-naphthoate	35615-97-5	C12H9BrO2	265.106
  4-溴-1-萘甲酸乙酯	ethyl 4-bromo-1-naphthoate	51934-43-1	C13H11BrO2	279.133
  4-溴-1-萘甲酸叔丁酯	tert-butyl 4-bromonaphthalene-1-carboxylate	929000-22-6	C15H15BrO2	307.187
  4-溴-1-萘醛	4-bromo-1-naphthaldehyde	50672-84-9	C11H7BrO	235.08
  (1-溴萘-4-基)甲醇	(4-bromonaphthalen-1-yl)methanol	56052-26-7	C11H9BrO	237.096
  ——	2-decyltetradecyl 4-bromo-1-naphthoate	——	C35H55BrO2	587.724
  4-溴萘-1-羰酰氯	4-bromo-1-naphthoic acid chloride	87700-65-0	C11H6BrClO	269.525
  1-(4-溴-1-萘基)乙酮	1-(4-bromonaphthalen-1-yl)ethanone	46258-62-2	C12H9BrO	249.107
  1,4-萘二甲酸	naphthalene-1,4-dicarboxylic acid	605-70-9	C12H8O4	216.193
  1-溴-4-(溴乙酰基)萘	1-bromo-4-(bromoacetyl)naphthalene	50637-92-8	C12H8Br2O	328.003

反应信息

• 作为反应物：
  描述：

  4-溴-1-萘甲酸 在 环丁砜 、 氯化亚砜 、 磺酰胺 、 N,N-二甲基甲酰胺 作用下， 以 甲苯 为溶剂， 60.0~120.0 ℃ 、15.0 kPa 条件下， 反应 2.0h， 生成 4-溴-1-萘甲腈
  参考文献：
  名称：

  Verinurad 的阻转异构和多态性的工艺开发、制造和理解

  摘要：

  Verinurad 是一种容易形成溶剂化物的两性 II 类阻转异构体，其制造路线已被证明非常复杂。这以前需要分离具有挑战性物理特性的中间体和低温工艺的应用。设计和优化了新工艺，能够以所需的多晶型生产 113 公斤的 verinurad。采用了涉及合成、高通量实验、分析化学、结晶科学、计算机建模和工程的跨学科方法。对映异构体富集的 verinurad 盐的动力学测量证实消旋化发生在清除时间范围内，从而减轻了与 verinurad 中固有的轴向手性相关的安全问题。

  DOI：

  10.1021/acs.oprd.1c00284
• 作为产物：
  描述：

  4-溴-1-萘甲腈 在 硫酸 作用下， 以 水 、 溶剂黄146 为溶剂， 反应 20.0h， 以94%的产率得到4-溴-1-萘甲酸
  参考文献：
  名称：

  低聚（萘-乙炔）分子棒

  摘要：

  为表面手性研究设计的分子棒已经以高产率合成。分子由低聚（亚萘基-乙炔基）骨架组成，并在其两个末端用羧酸和疏水基团官能化。分子骨架是通过钯催化的萘基卤化物和乙炔之间的 Sonogashira 反应构建的。三氮烯官能团用作受保护的碘前体，以允许在合成过程中分子棒的线性延伸。目标分子中的羧酸基团在合成过程中被保护为酯，以保持大芳香族分子在合成过程中的可溶性。这些刚性低聚物被设计成当吸附在表面上时形成层状结构，通过它应该可以获得多个可区分的表面构象。初步的扫描隧道显微镜成像证实了这些特性。

  DOI：

  10.1002/ejoc.201201752

文献信息

• Rigid aromatic linking moiety in cationic lipids for enhanced gene transfection efficiency
  作者：Bing Wang、Rui-Mo Zhao、Ji Zhang、Yan-Hong Liu、Zheng Huang、Qing-Ying Yu、Xiao-Qi Yu

  DOI：10.1016/j.ejmech.2017.05.038

  日期：2017.8

  synthesized. SAR studies showed that lipids with rigid aromatic linkage could promote the formation of tight liposomes and enhance DNA condensation, which is essential for the gene delivery process. These lipids could give much higher transfection efficiency than those containing more flexible aliphatic linkage in various cell lines. Moreover, the rigid aromatic linkage also affords the material higher serum

  尽管已开发出许多阳离子脂质作为非病毒基因载体，但这些材料的结构活性关系（SAR）仍不清楚，需要进一步研究。在这项工作中，设计并合成了一系列赖氨酸衍生的阳离子脂质，这些脂质包含具有不同刚性的键。SAR研究表明，具有刚性芳香键的脂质可以促进紧密脂质体的形成并增强DNA缩合，这对于基因传递过程至关重要。这些脂质比在各种细胞系中含有更灵活的脂族键的脂质具有更高的转染效率。而且，刚性的芳族键也使该材料具有更高的血清耐受能力。流式细胞仪检测表明目标脂质具有良好的细胞摄取，共聚焦显微镜观察显示，内体逃逸的能力比Lipofectamine 2000弱。为了解决该问题并进一步提高转染效率，人们使用了一些溶溶亲和试剂来改善脂质体的内体逃逸。如预期的那样，通过该策略可以获得比Lipofectamine 2000更高的转染效率。细胞毒性试验表明，这些脂质在各种细胞系中的毒性均低于Lipofectamine 200
• Molecules having pesticidal utility, and intermediates, compositions, and processes, related thereto
  申请人：Dow AgroSciences LLC

  公开号：US20180279612A1

  公开（公告）日：2018-10-04

  This disclosure relates to the field of molecules having pesticidal utility against pests in Phyla Arthropoda, Mollusca, and Nematoda, processes to produce such molecules, intermediates used in such processes, pesticidal compositions containing such molecules, and processes of using such pesticidal compositions against such pests. These pesticidal compositions may be used, for example, as acaricides, insecticides, miticides, molluscicides, and nematicides. This document discloses molecules having the following formula (“Formula One”).

  这份披露涉及具有对节肢动物门、软体动物门和线虫门害虫具有杀虫效用的分子领域，用于生产此类分子的过程，用于此类过程的中间体，含有此类分子的杀虫组合物，以及使用此类杀虫组合物对抗此类害虫的过程。这些杀虫组合物可以用作螨虫剂、杀虫剂、螨虫剂、软体动物杀虫剂和线虫杀虫剂。本文件披露了具有以下式（“式一”）的分子。
• Fluoride anion-initiated bis-trifluoromethylation of phenyl aromatic carboxylates with (trifluoromethyl)trimethylsilane
  作者：Kenjiro Takahashi、Yusuke Ano、Naoto Chatani

  DOI：10.1039/d0cc04826g

  日期：——

  carboxylates with (trifluoromethyl)trimethylsilane (Me3SiCF3) that results in the formation of O-silyl-protected 2-aryl-1,1,1,3,3,3-hexafluoroisopropanols is reported. A phenoxide anion, generated during the trifluoromethylation of the phenyl carboxylate, also activates the Me3SiCF3, which permits a catalytic amount of the fluoride anion source to be used. Various functional groups, which can be used for further

  苯基芳香族羧酸盐与（三氟甲基）三甲基硅烷（Me 3 SiCF 3）的氟阴离子引发的反应是形成O-甲硅烷基保护的2-芳基-1,1,1,1,3,3,3-六氟异丙醇报告。在苯基羧酸酯的三氟甲基化过程中产生的酚盐阴离子也会活化Me 3 SiCF 3，从而允许使用催化量的氟化物阴离子源。在反应中可以容忍可用于进一步修饰的各种官能团。
• 一种3,4-苯并香豆素衍生物及其制备方法与应用
  申请人：华东理工大学

  公开号：CN111440137B

  公开（公告）日：2022-08-16

  本发明公开了一种3,4‑苯并香豆素衍生物，通式如式I所示：各取代基定义详见说明书。本发明提供的3,4‑苯并香豆素衍生物的制备方法简单，无毒无害，3,4‑苯并香豆素衍生物具有蓝色荧光，可以用作潜在的有机功能材料。该类化合物结构具有可修饰性，且具有高光学稳定性以及热稳定性。
• [EN] CARBOXAMIDE OR SULFONAMIDE SUBSTITUTED THIAZOLES AND RELATED DERIVATIVES AS MODULATORS FOR THE ORPHAN NUCLEAR RECEPTOR ROR[GAMMA]<br/>[FR] THIAZOLES SUBSTITUÉS PAR CARBOXAMIDE OU SULFONAMIDE ET DÉRIVÉS APPARENTÉS EN TANT QUE MODULATEURS DU RÉCEPTEUR NUCLÉAIRE ORPHELIN ROR[GAMMA]
  申请人：PHENEX PHARMACEUTICALS AG

  公开号：WO2013178362A1

  公开（公告）日：2013-12-05

  The invention provides modulators for the orphan nuclear receptor RORy and methods for treating RORy mediated diseases by administering these novel RORy modulators to a human or a mammal in need thereof. Specifically, the present invention provides carboxamide or sulfonamide containing cyclic compounds of Formula (1), (1'), (100), (100'), (200) and (200') and the enantiomers, diastereomers, tautomers, /V-oxides, solvates and pharmaceutically acceptable salts thereof.

  这项发明提供了用于孤儿核受体RORγ的调节剂，以及通过向需要的人类或哺乳动物投与这些新型RORγ调节剂来治疗RORγ介导的疾病的方法。具体而言，本发明提供了含有环状化合物的羧酰胺或磺酰胺的化合物的公式（1）、（1'）、（100）、（100'）、（200）和（200'）及其对映体、二对映体、互变异构体、/V-氧化物、溶剂合物和药用可接受盐。