对氨基苯甲醚-3-磺酸 | 13244-33-2

• 物质功能分类: 有机原料 - 氨基化合物 - 磺酸类氨基化合物
• 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: 对氨基苯甲醚-3-磺酸
• 中文别名: 对茴香胺-2-磺酸；4-甲氧基苯胺-2-磺酸；4-氨基苯甲醚-3-磺酸；2-氨基-5-甲氧基苯磺酸
• 英文名称: 2-amino-5-methoxybenzenesulfonic acid
• 英文别名: 1-amino-4-methoxybenzene-2-sulphonic acid
• CAS: 13244-33-2
• 化学式: C₇H₉NO₄S
• mdl: MFCD00035804
• 分子量: 203.219
• InChiKey: KZKGEEGADAWJFS-UHFFFAOYSA-N

物化性质

• 熔点：
  314-318 C
• 密度：
  1.4540 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  98
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2922299090
• 危险品运输编号：
  25kgs
• RTECS号：
  DB4950000
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H317,H319

SDS

Name:	2-Amino-5-Methoxybenzenesulfonic Acid 98% Material Safety Data Sheet
Synonym:	4-Aminoanisole-3-Sulfonic Acid; 4-Methoxy-2-Sulfoaniline
CAS:	13244-33-2

Section 1 - Chemical Product MSDS Name:2-Amino-5-Methoxybenzenesulfonic Acid 98% Material Safety Data Sheet
Synonym:4-Aminoanisole-3-Sulfonic Acid; 4-Methoxy-2-Sulfoaniline

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
13244-33-2	2-Amino-5-Methoxybenzenesulfonic Acid	98%	236-224-2

Hazard Symbols: XI
Risk Phrases: 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation. May cause chemical conjunctivitis.
Skin:
Causes skin irritation.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea. May cause methemoglobinemia, cyanosis (bluish discoloration of skin due to deficient oxygenation of the blood), convulsions, and death.
Inhalation:
Causes respiratory tract irritation. May cause methemoglobinemia, cyanosis (bluish discoloration of skin due to deficient oxygenation of the blood), convulsions, tachycardia, dyspnea (labored breathing), and death. Inhalation may be fatal as a result of spasm, inflammation, edema of the larynx and bronchi, chemical pneumonitis and pulmonary edema. May cause burning sensation, coughing, wheezing, laryngitis, shortness of breath, headache, nausea, and vomiting. Can produce delayed pulmonary edema.
Chronic:
May cause methemoglobinemia, which is characterized by chocolate-brown colored blood, headache, weakness, dizziness, breath shortness, cyanosis (bluish skin due to deficient oxygenation of blood), rapid heart rate, unconsciousness and possible death. Effects may be delayed.

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Section 4 - FIRST AID MEASURES
Eyes: Immediately 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. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water. 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. Do NOT use mouth-to-mouth resuscitation.
Notes to Physician:
Treat symptomatically and supportively. For methemoglobinemia, administer oxygen alone or with Methylene Blue depending on the methemoglobin concentration in the blood.
Antidote: Methylene blue, alone or in combination with oxygen is indicated as a treatment in nitrite induced methemoglobinemia.

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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. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Runoff from fire control or dilution water may cause pollution.
Extinguishing Media:
Use foam, dry chemical, or carbon dioxide. Use water spray, dry chemical, carbon dioxide, or appropriate 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. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Minimize dust generation and accumulation. Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing.
Keep container tightly closed. Avoid ingestion and inhalation. Use with adequate ventilation. Wash clothing before reuse.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

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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# 13244-33-2: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
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: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: Not available.
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: C7H9NO4S
Molecular Weight: 203.1273

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions.
Conditions to Avoid:
Incompatible materials, dust generation, excess heat, strong oxidants.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 13244-33-2: DB4950000 LD50/LC50:
CAS# 13244-33-2: Draize test, rabbit, eye: 500 mg/24H Mild; Draize test, rabbit, skin: 500 mg/24H Mild; Oral, rat: LD50 = 10 gm/kg.
Carcinogenicity:
2-Amino-5-Methoxybenzenesulfonic Acid - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

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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
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI
Risk Phrases:
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 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 13244-33-2: 1
Canada
CAS# 13244-33-2 is listed on Canada's NDSL List.
CAS# 13244-33-2 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 13244-33-2 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

用途
用作酸性、活性及间接染料中间体，包括直接红8、224、243，直接混纺大红D-GLN，以及活性红8、222、33、43等染料的中间体。

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
  2-氨基-5-羟基萘-1,7-二磺酸	6-amino-1-naphthol-3,5-disulphonic acid	6535-70-2	C10H9NO7S2	319.316

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  ——	2-amino-5-hydroxy-benzenesulfonic acid	2835-05-4	C6H7NO4S	189.192
  ——	2-azido-5-methoxybenzenesulfonic acid	871831-99-1	C7H7N3O4S	229.216
  ——	2-[[4-[(4-Amino-2,5-dimethylphenyl)diazenyl]-2,5-dimethylphenyl]diazenyl]-5-methoxybenzenesulfonic acid	888322-60-9	C23H25N5O4S	467.549
  7-氨基-4-羟基-3-[(4-甲氧基-2-磺基苯基)偶氮]萘-2-磺酸	Gamma Acid	16452-06-5	C17H15N3O8S2	453.453
  ——	2-Azido-5-methoxybenzenesulfonyl chloride	1025996-94-4	C7H6ClN3O3S	247.662

反应信息

• 作为反应物：
  描述：

  对氨基苯甲醚-3-磺酸 在 盐酸 、 sodium nitrite 、 sodium iodide 作用下， 以 水 为溶剂， 以40%的产率得到sodium 2-iodo-5-methoxybenzenesulfonate
  参考文献：
  名称：

  Uyanik, Muhammet; Akakura, Matsujiro; Ishihara, Kazuaki, Journal of the American Chemical Society, 2009, vol. 131, p. 251 - 262

  摘要：

  DOI：
• 作为产物：
  描述：

  苯酚 在 盐酸 、 sodium nitrate 、 硫酸 、 sodium hydroxide 、 锌 作用下， 以 水 为溶剂， 15.0~115.0 ℃ 、1.5 MPa 条件下， 反应 6.09h， 生成 对氨基苯甲醚-3-磺酸
  参考文献：
  名称：

  一种2-氨基-5-甲氧基苯磺酸的合成方法

  摘要：

  本发明公开了一种2-氨基-5-甲氧基苯磺酸的合成方法，属于有机化学合成技术领域。本发明首先在苯酚中加入2H2SO4和硝酸钠生成对硝基苯酚，之后再加入锌粉和盐酸，进一步生成对氨基苯酚，接下来将氨基苯酚中滴加浓硫酸和阿拉丁试剂，反应后得2-氨基-5-羟基苯磺酸，随后再通过加入氢氧化钠溶，生成2-氨基-5-钠氧基苯酚酸钠，最后通过在2-氨基-5-钠氧基苯酚酸钠中加入CH3I溶液，从而生成2-氨基-5-甲氧基苯酚酸钠后，高温加入H2SO4溶液，生成本发明的一种2-氨基-5-甲氧基苯磺酸。本实例证明，本发明不仅操作简单易行，没有任何毒性，而且合成的产物容易自行生物降解，且合成收率达到82％以上。

  公开号：

  CN105218406A

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。）
• Synthesis, spectroscopic characteristics, dyeing performance and TD-DFT study of quinolone based red emitting acid azo dyes
  作者：Suvidha Shinde、Nagaiyan Sekar

  DOI：10.1016/j.dyepig.2019.04.028

  日期：2019.9

  novel fluorescent heterocyclic acid dyes were prepared by diazotizing various sulphonic acid based amines and coupling with 4-hyrdoxyl-1-methyl-2(1H)-quinolone. Structures of synthesized dyes were well supported by 1H NMR, 13C NMR, Mass spectroscopy, FTIR and elemental analysis. The effect of high molecular weight and heterocyclic moiety were observed to have significant influence on photophysical properties

  通过重氮化各种磺酸基胺并与4-羟基-1-甲基-2（1H）-喹诺酮偶联制备八种新型荧光杂环酸染料。合成染料的结构得到1 H NMR的良好支持，1313 C NMR，质谱，FTIR和元素分析。观察到高分子量和杂环部分的影响对染料的光物理性质，色值和坚牢度性能具有显着影响。邻位至偶氮键的取代在增强染料的耐光牢度和耐洗牢度方面起着重要作用。在羊毛，尼龙和丝绸基质上评估了所有染料的染色特性。对染色织物的紫外线防护因子（UPF）的评估表明，这些染料可用于制造紫外线防护织物。使用DFT计算来计算染料的互变异构形式的稳定性，并找出所制备染料的亲电指数。TD-DFT用于研究结构对光物理性质的影响。
• Tetrakisazo Compound, Coloring Matter for Recording, Ink Composition and Colored Article
  申请人：Ohno Hiroaki

  公开号：US20070227388A1

  公开（公告）日：2007-10-04

  The present invention relates to black coloring matter, and relates to a compound represented by the following formula (1): (wherein A and D independently represent an optionally substituted phenyl group or naphthyl group, respectively, and m and n represent 1 or 2, respectively), and the coloring matter for recording and an ink comprising the same. Said compound exhibits high solubility in a medium containing water as a main component, is stable even when an aqueous dye solution or an ink having a high concentration is prepared therefrom and is stored for a long period of time, has low color rendering property, exhibits colorless and neutral black, provides a printed image having high density and also provides a black recorded image being excellent in moisture fastness, light fastness and an ozone gas fastness, and further can be synthesized easily and can be produced at a low cost.

  本发明涉及黑色着色剂，涉及以下式（1）表示的化合物： （其中A和D分别独立地代表一个可选地取代的苯基或萘基，m和n分别代表1或2），以及用于记录的着色剂和包含该着色剂的墨水。所述化合物在水作为主要成分的介质中表现出高溶解性，即使从其中制备了高浓度的水基染料溶液或墨水并长时间储存，也非常稳定，具有低显色性，呈现出无色和中性黑色，提供高密度的印刷图像，并且提供具有优异的耐湿性、耐光性和臭氧气体稳定性的黑色记录图像，并且可以容易地合成，可以低成本生产。
• Functionalization of α‐C(sp ³ )−H Bonds in Amides Using Radical Translocating Arylating Groups
  作者：Niklas Radhoff、Armido Studer

  DOI：10.1002/anie.202013275

  日期：2021.2.15

  α‐C−H arylation of N‐alkylamides using 2‐iodoarylsulfonyl radical translocating arylating (RTA) groups is reported. The method allows the construction of α‐quaternary carbon centers in amides. Various mono‐ and disubstituted RTA‐groups are applied to the arylation of primary, secondary, and tertiary α‐C(sp3)−H‐bonds. These radical transformations proceed in good to excellent yields and the cascades

  据报道，使用 2-碘芳基磺酰基自由基易位芳基化 (RTA) 基团对 N-烷基酰胺进行 α-C-H 芳基化。该方法允许在酰胺中构建α-季碳中心。各种单取代和二取代的 RTA 基团适用于伯、仲和叔 α-C(sp 3 )-H-键的芳基化。这些自由基转化以良好到优异的产率进行，级联包括 1,6-氢原子转移，随后是 1,4-芳基迁移以及随后的 SO 2挤出。

表征谱图