1-萘酚酞 | 596-01-0

• 物质功能分类: 生物化工 - 生化试剂 - 酸碱指示剂
• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 1-萘酚酞
• 中文别名: 3,3'-双(4-羟基-1-萘基)-1(3H)-异苯并呋喃酮；α-萘酚酞,1-萘酚夫酞,3,3-双(4-羟基-1-萘基)苯酞；α-萘酚酞；3,3-双(4-羟基-1-萘基)苯酞；甲萘酚酞；alpha-萘酚酞；3,3"-双(4-羟基-1-萘基)-1(3H)-异苯并呋喃酮
• 英文名称: α-naphtholphthalein
• 英文别名: alpha-naphtholphthalein；naphtholphthalein；1-naphtholphthalein；3,3-bis-(4-hydroxy-naphthalen-1-yl)-3H-isobenzofuran-1-one；3,3-Bis-(4-hydroxy-[1]naphthyl)-phthalid；3,3-bis(4-hydroxynaphthalen-1-yl)-2-benzofuran-1-one
• CAS: 596-01-0
• 化学式: C₂₈H₁₈O₄
• mdl: MFCD00036202
• 分子量: 418.449
• InChiKey: HQHBAGKIEAOSNM-UHFFFAOYSA-N

物化性质

• 熔点：
  238-240 °C(lit.)
• 沸点：
  496.21°C (rough estimate)
• 密度：
  1.1532 (rough estimate)
• 蒸气密度：
  14.44 (vs air)
• 溶解度：
  几乎不溶于水；溶于乙醇
• 最大波长(λmax)：
  648nm
• 稳定性/保质期：
  <b> <p>1. 碱溶液呈蓝色，溶于浓硫酸后变为绿色。</p> </b>

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  32
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.035
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 海关编码：
  32041900
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  请将产品储存在阴凉干燥的地方。

SDS

Name:	alpha-Naphtholphthalein indicator Material Safety Data Sheet
Synonym:
CAS:	596-01-0

Section 1 - Chemical Product MSDS Name:alpha-Naphtholphthalein indicator Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
596-01-0	Alpha-naphtholphthalein, indicator	100.00	209-875-5

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
Dust may cause mechanical irritation. The toxicological properties of this material have not been fully investigated.
Skin:
May cause skin irritation. The toxicological properties of this material have not been fully investigated.
Ingestion:
May cause digestive tract disturbances. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
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 immediately.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Remove contaminated clothing and shoes.
Ingestion:
If victim is conscious and alert, give 2-4 cupfuls of milk or water.
Never give anything by mouth to an unconscious person. Get medical aid immediately.
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:

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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.
Extinguishing Media:
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:
Clean up spills immediately, observing precautions in the Protective Equipment section. Sweep up or absorb material, then place into a suitable clean, dry, closed container for disposal. Avoid generating dusty conditions. Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Store in a cool, dry, well-ventilated area away from incompatible substances. Keep containers tightly closed.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 596-01-0: 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: gray to brown
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 238.00 - 240.00 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: Insoluble.
Specific Gravity/Density:
Molecular Formula: C28H18O4
Molecular Weight: 418.45

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, dust generation, strong oxidants.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 596-01-0 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Alpha-naphtholphthalein, indicator - 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
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: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 596-01-0: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 596-01-0 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 596-01-0 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

用途

用作酸碱指示剂，在 pH 值约为 6.7 时呈现无色至桔黄色；当 pH 值约为 7.9 时，颜色会从橘黄变成蓝色。市售产品中常含有杂质，这些杂质在 pH 值约 7.3 至 8.7 范围内往往会显淡红色，并随 pH 值的变化转变为蓝绿色。

反应信息

• 作为反应物：
  描述：

  1-萘酚酞 生成 spiro[dibenzo[c,h]xanthene-7,1'-phthalan]-3'-one
  参考文献：
  名称：

  Treatment of Nasal Polyposis in Byzantine Times

  摘要：

  这项研究的目标是描述拜占庭时期（公元324-1453年）治疗鼻息肉所使用的治疗方法和外科技术。自古以来，这种疾病一直困扰着医生。研究了拜占庭医学作家的原始希腊语文本，这些文本大多在17世纪后出版，以确定对这种疾病的定义、症状、保守治疗和外科干预的早期认识。在早期拜占庭医学文本（4世纪）中发现了相当数量的保守治疗方法，包括病因学和局部治疗（用涂抹或吹吹腐蚀性物质），明显受到罗马医学的影响。此外，还描述了一些外科技术，似乎构成了希波克拉底传统的演变。通过研究拜占庭医学作家的原始文本，他们对鼻部疾病的兴趣是显而易见的；在鼻息肉病例中，提到了新技术。首次描述了精细的鼻内手术切除息肉。这些技术显然是在希腊化时期发展起来的，最初影响了欧洲医学，后来影响了世界其他地区。

  DOI：

  10.1177/000348940010900916
• 作为产物：
  描述：

  萘酚 、 邻苯二甲酰氯 生成 1-萘酚酞
  参考文献：
  名称：

  Soerensen; Palitzsch, Biochemische Zeitschrift, 1910, vol. 24, p. 382

  摘要：

  DOI：

文献信息

• FLUORINE-18 LABELED HYDROGEN ION PROBES
  申请人：The Trustees of The University of Pennsylvania

  公开号：US20140369933A1

  公开（公告）日：2014-12-18

  Fluorine-containing molecules include fluorine-18 labeled hydrogen ion indicator molecules and methods of making and using the same. Fluorine atoms incorporated into the indicator molecules provides novel structural modifications to the precursor molecules, shifting the absorbance maxima relative to their non-fluorinated precursor/cogeners. These molecules are useful for non-invasive in vivo measurement of blood volume, blood flow and pH in biological objects. Compounds are functionalized by a radioisotopically enriched fluorine-18 label and indicator molecule with structure derived from triarylmethane derived indicators, such as phenol red, cresol red, cresol purple, thymol blue, bromophenol red, naphthol blue, phenolphthalein, cresolphthalein, thymolphthalein, naphtholphthalein, gentian violet (methyl violet 10B), methyl violet 2B, methyl violet 6B, leucomalachite green (malachite green), brilliant green, pararosaniline, fuchsines, or salts thereof. During its radioactive decay, fluorine-18 produces high-energy positrons, which can be detected by positron emission tomography (PET) or single photon emission computer tomography (SPECT).

  含氟分子包括氟-18标记的氢离子指示分子及其制备和使用方法。将氟原子纳入指示分子中，可对前体分子进行新颖的结构修饰，使吸收峰相对于非氟化前体/同系物发生位移。这些分子对于生物对象的无创体内测量血容量、血流和pH值非常有用。化合物通过放射性同位素富集的氟-18标记进行官能化，并且指示分子的结构来源于三芳基甲烷衍生指示剂，例如酚红、甲酚红、甲酚紫、百里酚蓝、溴酚红、萘酚蓝、酚酞、甲酚酞、百里酚酞、萘酚酞、龙胆紫（甲基紫10B）、甲基紫2B、甲基紫6B、亚甲基绿（孔雀绿）、亮绿、对苯偶氮苯胺、品红或其盐。在其放射性衰变过程中，氟-18会产生高能正电子，可以通过正电子发射断层扫描（PET）或单光子发射计算机断层扫描（SPECT）进行检测。
• RESIST UNDERLAYER FILM COMPOSTION, PATTERNING PROCESS, AND COMPOUND
  申请人：SHIN-ETSU CHEMICAL CO., LTD.

  公开号：US20170018436A1

  公开（公告）日：2017-01-19

  The present invention provides a resist underlayer film composition for lithography, containing a compound having an indenofluorene structure. This resist underlayer film composition is excellent in filling property, generates little outgas, and has high heat resistance.

  本发明提供了一种用于光刻的抗蚀底层膜组合物，包含具有茚并芴结构的化合物。这种抗蚀底层膜组合物具有优异的填充性能，产生少量气体释放，并具有高耐热性。
• α-萘酚酞衍生物类多功能荧光探针及其制备 方法和应用
  申请人：深圳先进技术研究院

  公开号：CN113666896B

  公开（公告）日：2022-04-08

  本发明公开了一种α‑萘酚酞衍生物类多功能荧光探针及其制备方法和应用，所述荧光探针的结构式如式(I)所示。由式(III)的化合物合成式(II)的化合物进而合成所述荧光探针。所述荧光探针在二甲基亚砜和水的混合溶液中，利用荧光光谱和/或紫外‑可见吸收光谱可识别检测Hg2+和Al3+。该荧光探针对Hg2+和Al3+的识别具有高选择性和灵敏度，抗干扰能力强，而且具有非常低的检测限；所述荧光探针可用于Hg2+和Al3+的定性及定量检测和活细胞中Hg2+和Al3+的示踪成像检测。
• 1-Naphtholphthalein appended 1,2,3-triazole via CuAAC: A molecular assembly for selective Co(II) ion recognition
  作者：Parveen Saini、Gurleen Singh、Gurjaspreet Singh、Jashan Deep Kaur、Gurpreet Kaur、Jandeep Singh、Harminder Singh

  DOI：10.1016/j.ica.2023.121470

  日期：2023.6

  titrations with different metal ions like Mn(II), Hg(II), Cd(II), Pb(II), Cu(II), Fe(II), Zn(II), Ba(II), Cr(III), Co(II), K(I) and Na(I) in CH3CN:H2O (4:1, v/v) solution and the results obtained signify the selectivity of synthesized receptor towards Co(II) ions with minimum detection limit of 1.87 µM and 1:1 stoichiometry of 1-NPT:Co(II) complex with no interference of other metal ions.

  目前的研究工作报告了配体 1-萘酚连接 1,2,3-三唑 (1-NPT) 的“点击”生成及其与 Co(II) 离子结合时的“关闭”吸光度响应。铜 (I) 催化的炔烃-叠氮化物环加成反应 (CuAAC) 是一种高度立体选择性的“点击化学”反应，用于合成基于五元杂环的探针 1-NPT，该探针已通过红外、核磁共振等光谱技术成功表征( 1 H, 13 C) 和质谱。通过对不同金属离子如 Mn(II)、Hg(II)、Cd(II)、Pb(II)、Cu(II)、Fe(II)、 CH 3 CN:H 2中的 Zn(II)、Ba(II)、Cr(III)、Co(II)、K(I) 和 Na(I)O (4:1, v/v) 溶液和获得的结果表明合成受体对 Co(II) 离子的选择性，最小检测限为 1.87 µM 和 1-NPT:Co(II) 络合物的 1:1 化学计量不受其他金属离子的干扰。
• INK COMPOSITION
  申请人：ADGER KOGYO CO., LTD.

  公开号：EP0014216A1

  公开（公告）日：1980-08-20

  An ink composition includes phtalein indicator color- developed by the combination of inorganic weakly basic materials and organic amines. This ink composition provides bright color, is good in stability and in long storage property free of color fading. The image of this ink composition can be erased by drying or wiping up with moistened fibrous materials such as cloth and paper.

  一种油墨组合物包括酞菁指示色--由无机弱碱性材料和有机胺结合而成。这种油墨组合物色彩鲜艳，稳定性好，长期储存不褪色。这种油墨组合物的图像可以通过干燥或用布和纸等湿润的纤维材料擦除。

表征谱图