2,4-二溴-6-氟苯胺 | 141474-37-5

• 物质功能分类: 有机原料 - 有机氟化合物 - 氟苯胺系列
• 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: 2,4-二溴-6-氟苯胺
• 英文名称: 2,4-dibromo-6-fluoroaniline
• 英文别名: 2-fluoro-4,6-dibromoaniline；2,4-dibromo-6-fluorophenylamine
• CAS: 141474-37-5
• 化学式: C₆H₄Br₂FN
• mdl: MFCD00042230
• 分子量: 268.911
• InChiKey: YJLXEKFYZIBUPJ-UHFFFAOYSA-N

物化性质

• 熔点：
  59-64 °C(lit.)
• 沸点：
  245.7±35.0 °C(Predicted)
• 密度：
  2.096±0.06 g/cm3(Predicted)
• 稳定性/保质期：
  如果按照规定使用和储存，则不会分解，没有已知危险反应。请避免接触氧化物。

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险等级：
  6.1
• 危险品标志：
  Xn,Xi,T
• 安全说明：
  S26,S36,S36/37/39
• 危险类别码：
  R20/21/22,R36/37/38
• WGK Germany：
  3
• 危险品运输编号：
  UN2811
• 海关编码：
  2921420090
• 包装等级：
  III
• 危险类别：
  6.1
• 危险性防范说明：
  P261,P301+P312,P302+P352,P304+P340,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  请将贮藏器保持密封，并存放在阴凉、干燥处。同时，确保工作环境具有良好的通风或排气设施。

SDS

Name:	2 4-Dibromo-6-fluoroaniline 97% Material Safety Data Sheet
Synonym:
CAS:	141474-37-5

Section 1 - Chemical Product MSDS Name:2 4-Dibromo-6-fluoroaniline 97% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
141474-37-5	2,4-Dibromo-6-fluoroaniline	97%	unlisted

Hazard Symbols: XN
Risk Phrases: 20/21/22 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful by inhalation, in contact with skin and if swallowed.
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. Harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
Inhalation:
Harmful if inhaled. Causes respiratory tract irritation.
Chronic:
Not available.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:
Treat symptomatically and supportively.

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 141474-37-5: Personal Protective Equipment Eyes: Not available.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: off-white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 62 - 64 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C6H4Br2FN
Molecular Weight: 269

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, carbon dioxide, hydrogen bromide, bromine, fluorine, hydrogen fluoride gas.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 141474-37-5 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
2,4-Dibromo-6-fluoroaniline - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Shipping Name: TOXIC SOLID, ORGANIC, N.O.S.*
Hazard Class: 6.1
UN Number: 2811
Packing Group: III
IMO
Shipping Name: TOXIC SOLID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2811
Packing Group: III
RID/ADR
Shipping Name: TOXIC SOLID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2811
Packing group: III

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 20/21/22 Harmful by inhalation, in contact with
skin and if swallowed.
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
WGK (Water Danger/Protection)
CAS# 141474-37-5: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 141474-37-5 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 141474-37-5 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

化学性质：

• 棕色固体，熔点为62℃-64℃。

用途：

• 用于医药、农药以及液晶材料中间体。

反应信息

• 作为反应物：
  描述：

  2,4-二溴-6-氟苯胺 在 palladium on activated charcoal 甲烷磺酸 、 甲酸:三乙胺 1:1 作用下， 以 乙腈 为溶剂， 反应 24.0h， 生成 2-Bromo-6-fluorodiacetanilide
  参考文献：
  名称：

  Synthesis of 2,6-disubstituted and 2,3,6-trisubstituted anilines

  摘要：

  A number of 2,6-disubstituted and 2,3,6-trisubstituted anilines have been prepared via the selective para dehalogenation of the corresponding anilines. Modification of the substituents on the amino nitrogen demonstrates that the selectivity is derived from steric rather than electronic effects. The effects of the choice of formate hydrogen donor, Pd catalyst, solvent, and temperature upon the efficiency and selectivity of the dehalogenation are discussed.

  DOI：

  10.1016/s0040-4020(01)80400-2
• 作为产物：
  描述：

  2-氟苯胺 在 benzyltrimethylammonium tribromide 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 1.0h， 以89%的产率得到2,4-二溴-6-氟苯胺
  参考文献：
  名称：

  EPR研究以氮为中心的自由基。第53部分：N-（芳硫基）-2,4-二芳基-6-氰基苯基氨基的分离，EPR光谱和磁特性

  摘要：

  N-（芳硫基）-2,4-二芳基-6-乙氧基羰基苯基氨基（1），N -[（2,4-二氯苯基）硫基] -2,4-二苯基-6-乙酰基苯基氨基（2），N-（芳硫基） -2,4-二芳基-6-氰基苯基氨基（3），N -[（2,4-二氯苯基）硫基] -2,4-双（4-氯苯基）-6-氟苯基氨基（4）和N -[（4 -硝基苯基）硫基] -2,4-二苯基苯基氨基（5）是通过氧化作用相应的N-（芳硫基）苯胺中的一个。虽然4和5分别短命和在30分钟内衰减，1 - 3是相当持久的和3可以分离作为自由基晶体。 EPR光谱测量产生的所有自由基的自由基并评估自旋密度分布。进行了从头算MO的计算（UHF Becke 3LYP / STO 6-31G），并对自旋密度分布进行了定量讨论。对三个分离的自由基进行了磁化率测量，SQUID磁力计。发现一个自由​​基与铁磁耦合，并且使用一维规则海森堡模型进行分析得出2 J / k B  =

  DOI：

  10.1039/b100276g

文献信息

• A Practical Procedure for Regioselective Bromination of Anilines
  作者：Masahiko Seki、Yusuke Takahashi

  DOI：10.1055/a-1441-3236

  日期：2021.5

  Highly practical procedure for the preparation of bromoanilines has been developed using copper-catalyzed oxidative bromination. Treatment of free anilines with readiliy available NaBr and Na2S2O8 in the presence of catalytic amount of CuSO4·5H2O enabled their regioselective bromination.

  使用铜催化的氧化溴化已开发出高度实用的溴代苯胺制备方法。在催化量的CuSO 4 ·5H 2 O的存在下，用容易获得的NaBr和Na 2 S 2 O 8处理游离苯胺，可以实现区域选择性溴化。
• Visible-Light-Promoted Oxidative Amidation of Bromoalkynes with Anilines: An Approach to α-Ketoamides
  作者：Ke Ni、Ling-Guo Meng、Kuai Wang、Lei Wang

  DOI：10.1021/acs.orglett.8b00586

  日期：2018.4.20

  A convenient and practical synthetic route to α-ketoamides from bromoalkynes and anilines through phototriggered organic transformations via a C–N cross-coupling and an oxidation of C≡C was developed. The reaction could be furnished without an external photocatalyst at ambient conditions, and a wide range of α-ketoamides were obtained in good yields.

  通过溴化炔和苯胺的光触发有机转化，通过C–N交叉偶联和C≡C的氧化，获得了一种方便实用的合成途径。在环境条件下可以在没有外部光催化剂的情况下提供反应，并且以良好的产率获得了多种α-酮酰胺。
• 유기발광 화합물 및 이를 포함하는 유기전계발광소자
  申请人：SFC CO., LTD. 에스에프씨 주식회사(120060087061) Corp. No ▼ 135511-0105889BRN ▼134-81-54429

  公开号：KR20150124677A

  公开（公告）日：2015-11-06

  본 발명은 하기 [화학식 1]로 표시되는 유기발광 화합물 및 이를 포함하는 유기전계발과소자에 관한 것으로서, 본 발명에 따른 유기발광 화합물은 발광 스펙트럼의 PL 양자 효율이 높아지고 반치폭이 작아지며 이를 유기전계발광소자의 발광층에 게스트로 사용할 경우에 효율의 증가 및 반치폭 감소에 기인한 색순도 향상을 얻을 수 있다. 특히, 공진 구조를 적용할 경우에 반치폭이 넓은 스펙트럼을 가지는 물질에 비해 추가적인 효율의 향상을 얻을 수 있다. [화학식 1]

  本发明涉及如下[化学式1]所示的有机发光化合物及包含该化合物的有机电致发光器件，根据本发明，有机发光化合物的发光光谱的PL量子效率提高，半峰宽变窄，当其作为有机电致发光器件发光层的客体使用时，可以获得由于效率提升和半峰宽减少导致的色纯度提高。尤其是，在应用共振结构时，与具有较宽半峰宽光谱的物质相比，可以获得额外的效率提升。[化学式1]
• Catalytic CH Amination with Aromatic Amines
  作者：Raymond T. Gephart、Daria L. Huang、Mae Joanne B. Aguila、Graham Schmidt、Andi Shahu、Timothy H. Warren

  DOI：10.1002/anie.201201921

  日期：2012.6.25

  A β‐diketiminato copper(I) catalyst enables CH amination of anilines employing low catalyst loadings to preclude oxidation to the diazene ArNNAr (see scheme). Electron‐poor anilines are particularly resistant towards diazene formation and participate in the amination of strong and unactivated CH bonds. N‐alkyl anilines also take part in CH amination.

  苯胺加入俱乐部：一个β-二酮亚胺基铜（I）催化剂使C  ħ使用低催化剂载量，以排除氧化成氮烯ArNNAr苯胺的胺化（参见方案）。贫电子苯胺特别抗重氮形成，并参与强和未活化的CH键的胺化。N-烷基苯胺也参与CH胺化反应。
• Evolution of anti-HIV drug candidates. Part 3: diarylpyrimidine (DAPY) analogues
  作者：Donald W. Ludovici、Bart L. De Corte、Michael J. Kukla、Hong Ye、Chih Y. Ho、Mark A. Lichtenstein、Robert W. Kavash、Koen Andries、Marie-Pierre de Béthune、Hilde Azijn、Rudi Pauwels、Paul J. Lewi、Jan Heeres、Lucien M.H. Koymans、Marc R. de Jonge、Koen J.A. Van Aken、Frederik F.D. Daeyaert、Kalyan Das、Edward Arnold、Paul A.J. Janssen

  DOI：10.1016/s0960-894x(01)00412-7

  日期：2001.9

  The synthesis and anti-HIV-1 activity of a series of diarylpyrimidines (DAPYs) are described. Several members of this novel class of non-nucleoside reverse transcriptase inhibitors (NNRTIs) are extremely potent against both wild-type and a panel of clinically significant single- and double-mutant strains of HIV-1.

  描述了一系列二芳基嘧啶（DAPYs）的合成和抗HIV-1活性。这种新型的非核苷类逆转录酶抑制剂（NNRTIs）的几个成员对野生型以及一组具有临床意义的HIV-1单突变和双突变菌株均具有极强的抵抗力。

表征谱图