苯胺-2,4-二磺酸 | 137-51-9

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物 - 羧酸的卤化、磺化、硝化或亚硝化衍生物
• 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: 苯胺-2,4-二磺酸
• 中文别名: 2,4-二磺酸苯胺；4-氨基-1,3-苯二磺酸；苯胺-2.4-二磺酸；苯胺-2,4-双磺酸
• 英文名称: 4-aminobenzene-1,3-disulfonic acid
• 英文别名: aniline-2,4-disulfonic acid；aminobenzene-2,4-disulfonic acid
• CAS: 137-51-9
• 化学式: C₆H₇NO₆S₂
• 分子量: 253.257
• InChiKey: IMUUNYPYNWXUBO-UHFFFAOYSA-N

物化性质

• 熔点：
  >259°C (dec.)
• 沸点：
  497.45℃[at 101 325 Pa]
• 密度：
  1.844±0.06 g/cm3(Predicted)
• 溶解度：
  酸水溶液（微溶）、DMSO（微溶）、甲醇（微溶）、水（微溶）
• LogP：
  -0.959 at 21℃

计算性质

• 辛醇/水分配系数(LogP)：
  -1.6
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  152
• 氢给体数：
  3
• 氢受体数：
  7

安全信息

• 危险品标志：
  Xn
• 危险品运输编号：
  UN3439
• 海关编码：
  2921499090
• 危险类别：
  6.1
• 安全说明：
  S26,S37/39
• 危险类别码：
  R20/21/22
• 包装等级：
  III
• 危险性防范说明：
  P261,P280,P305+P351+P338,P310
• 危险性描述：
  H302,H314
• 储存条件：
  室温且干燥

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Aniline-2,4-disulfonic acid
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: Aniline-2,4-disulfonic acid
CAS number: 137-51-9

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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.

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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.
Store in closed vessels.
Storage:

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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
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C6H7NO6S2
Molecular weight: 253.3

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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, nitrogen oxides, sulfur oxides.

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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

制备方法与用途

化学性质
白色至灰色针状结晶，二水合物熔点为120°C，能溶于醇和水，温度高于120°C时会分解。

用途
可用作染料中间体。

生产方法
由对氨基苯磺酸经发烟硫酸磺化制得。具体步骤如下：将对氨基苯磺酸干燥后，加入到含有20%发烟硫酸的磺化锅中，在搅拌下缓缓加料，并控制温度在50°C左右；加完料后搅拌20分钟，然后升温至60°C保温1小时，再升至80°C继续保温1小时，随后升至100°C并保温1小时。之后逐步升温至128°C并保温5小时，取样检验（取样品2ml，加入40ml蒸馏水稀释并充分振荡直至完全溶解，以确保溶液澄清）。接着在128°C下继续搅拌3小时，然后降温至75°C放料。收率为98%。

反应信息

• 作为反应物：
  描述：

  苯胺-2,4-二磺酸 在 氯磺酸 、 氯化亚砜 、 氨 作用下， 以 氯仿 为溶剂， 反应 12.0h， 生成 aniline-2,4,6-trisulphonamide
  参考文献：
  名称：

  Booth,Gerald, Synthetic Communications, 1983, vol. 13, # 8, p. 659 - 662

  摘要：

  DOI：
• 作为产物：
  描述：

  对氨基苯磺酸 在 硫酸 作用下， 生成 苯胺-2,4-二磺酸
  参考文献：
  名称：

  Buckton; Hofmann,A. W., Justus Liebigs Annalen der Chemie, 1856, vol. 100, p. 164

  摘要：

  DOI：
• 作为试剂：
  描述：

  间溴苯甲醛 在 苯胺-2,4-二磺酸 、 palladium diacetate 、 1-氟-2,4,6-三甲基吡啶三氟甲烷磺酸盐 作用下， 反应 24.0h， 以65%的产率得到5-溴-2-氟苯甲醛
  参考文献：
  名称：

  使用邻苯甲酸作为瞬态导向基团的 Pd 催化、邻位 CH 甲基化和苯甲醛氟化

  摘要：

  直接的、Pd 催化的邻位 CH 甲基化和苯甲醛氟化已经使用市售的邻苯甲酸作为瞬时导向基团完成。在这些反应中，1-氟-2,4,6-三甲基吡啶鎓盐可以是旁通的 F+ 氧化剂或亲电子氟化试剂。使用三苯基膦作为稳定配体获得苯甲醛邻位 CH 钯化中间体的 X 射线晶体结构。

  DOI：

  10.1021/jacs.8b00048

文献信息

• [EN] WATER SOLUBLE AND WATER FAST DYES FOR INK JET PRINTING<br/>[FR] COLORANTS HYDROSOLUBLES ET SOLIDES À L'EAU POUR L'IMPRESSION PAR JET D'ENCRE
  申请人：ILFORD IMAGING CH GMBH

  公开号：WO2013139485A1

  公开（公告）日：2013-09-26

  The invention relates to azo dyes of desulfo-K-acid [CA: 35400-55-6], their salts, a method for the preparation of these dyes, or salts thereof, a liquid phase comprising at least one of these dyes, a method for applying the liquid phase on a substrate, a printed matter and the use of these dyes in water-based inks for inkjet printing, in writing utensil or dyeing solutions for manufacturing color filters for optical and opto-electronic applications.

  本发明涉及去磺酸K酸偶氮染料[CA: 35400-55-6]，它们的盐，制备这些染料或其盐的方法，至少包含一种这些染料的液相，将液相施加到基底上的方法，印刷品以及这些染料在水基喷墨打印油墨、书写工具或用于制造用于光电子应用的彩色滤光片的染色溶液中的用途。
• AZO COMPOUND AND DYE POLARIZING FILM CONTAINING THE SAME
  申请人：Nippon Kayaku Kabushiki Kaisha

  公开号：EP2045296A1

  公开（公告）日：2009-04-08

  Disclosed is an azo compound represented by the formula (1) below, a salt thereof, or a copper complex salt compound thereof. (In the formula, R1 and R2 independently represent a hydrogen atom, a sulfonic acid group, a lower alkyl group or a lower alkoxyl group; R3-R6 independently represent a hydrogen atom, a lower alkyl group or a lower alkoxyl group; R7 represents a lower alkyl group or a lower alkoxyl group; and n represents 0 or 1.)

  披露了一种由下式（1）表示的偶氮化合物，其盐，或其铜络合物盐。 （在公式中，R1和R2独立地代表一个氢原子、一个磺酸基、一个低级烷基或一个低级烷氧基；R3-R6独立地代表一个氢原子、一个低级烷基或一个低级烷氧基；R7代表一个低级烷基或一个低级烷氧基；n代表0或1。）
• [EN] TARGETED BIFUNCTIONAL DEGRADERS<br/>[FR] AGENTS DE DÉGRADATION BIFONCTIONNELS CIBLÉS
  申请人：UNIV YALE

  公开号：WO2021072269A1

  公开（公告）日：2021-04-15

  The present invention provides, in one aspect, bifunctional compounds that can be used to promote or enhance degradation of certain circulating proteins. In another aspect, the present invention provides bifunctional compounds that can be used to promote or enhance degradation of certain autoantibodies. In certain embodiments, treatment or management of a disease and/or disorder requires degradation, removal, or reduction in concentration of the circulating protein or the autoantibody in the subject. Thus, in certain embodiments, administration of a compound of the invention to the subject removes or reduces the circulation concentration of the circulating protein or the autoantibody, thus treating, ameliorating, or preventing the disease and/or disorder. In certain embodiments, the circulating protein is TNF.

  本发明在一个方面提供了可以用来促进或增强降解某些循环蛋白的双功能化合物。在另一个方面，本发明提供了可以用来促进或增强降解某些自身抗体的双功能化合物。在某些实施方式中，治疗或管理疾病和/或疾病需要降解、去除或减少受试者体内循环蛋白或自身抗体的浓度。因此，在某些实施方式中，将本发明的化合物给予受试者可去除或减少循环蛋白或自身抗体的循环浓度，从而治疗、改善或预防疾病和/或疾病。在某些实施方式中，循环蛋白是TNF。
• A Click Cage: Organelle‐Specific Uncaging of Lipid Messengers
  作者：Nicolai Wagner、Milena Stephan、Doris Höglinger、André Nadler

  DOI：10.1002/anie.201807497

  日期：2018.10

  Lipid messengers exert their function on short time scales at distinct subcellular locations, yet most experimental approaches for perturbing their levels trigger cell‐wide concentration changes. Herein, we report on a coumarin‐based photocaging group that can be modified with organelle‐targeting moieties by click chemistry and thus enables photorelease of lipid messengers in distinct organelles. We

  脂质信使在短时间内在不同的亚细胞位置发挥其功能，但大多数扰乱其水平的实验方法都会引发细胞范围内的浓度变化。在此，我们报告了一种基于香豆素的光捕获基团，该基团可以通过点击化学用细胞器靶向部分进行修饰，从而能够在不同的细胞器中实现脂质信使的光释放。我们表明，笼状花生四烯酸和鞘氨醇衍生物可以选择性地递送至线粒体、内质网、溶酶体和质膜。通过比较花生四烯酸和鞘氨醇局部解笼引起的细胞钙瞬变，我们发现释放的第二信使的精确细胞内定位对于信号转导结果至关重要。最终，我们预计这种新型笼状化合物将极大地促进细胞器水平上细胞过程的研究。
• [EN] IMPROVEMENTS RELATING TO OPTICAL BRIGHTENING AGENTS<br/>[FR] AMELIORATION RELATIVES DES AGENTS D'AZURAGE OPTIQUES
  申请人：CLARIANT INT LTD

  公开号：WO2006000573A1

  公开（公告）日：2006-01-05

  The instant invention relates to stilbene optical brightening agents which combine a high solubility in water while providing superior fluorescent whitening effects when applied to the surface of paper in either the size-press or in a pigmented coating composition and which show a reduced anionic charge. The instant optical brighteners may also be used for finishing of textiles.

  该瞬时发明涉及苯乙烯类光亮增白剂，其在水中具有高溶解度，同时在应用于纸张表面时提供优越的荧光增白效果，无论是在尺寸压或者在有颜料的涂料组合中，并且显示出降低的阴离子电荷。该瞬时光亮增白剂也可用于纺织品的整理。