百里酚酞 | 125-20-2

• 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 - 脂质和类脂质分子 - 异戊烯醇脂质
• 中文名称: 百里酚酞
• 中文别名: 麝香草酚麸；5',5''-二异丙基-2',2''-二甲基酚酞；麝香草酚酞；百里香酚酞；百里香酚酞络合剂
• 英文名称: thymolphthalein
• 英文别名: 3,3-bis(4-hydroxy-2-methyl-5-propan-2-ylphenyl)-2-benzofuran-1-one；3,3-bis(4-hydroxy-2-methyl-5-(1-methylethyl)phenyl)-1(3H)-isobenzofuranone
• CAS: 125-20-2
• 化学式: C₂₈H₃₀O₄
• mdl: MFCD00005909
• 分子量: 430.544
• InChiKey: LDKDGDIWEUUXSH-UHFFFAOYSA-N

物化性质

• 熔点：
  251-253 °C(lit.)
• 沸点：
  504.79°C (rough estimate)
• 密度：
  0.92 g/mL at 25 °C
• 闪点：
  74 °F
• 溶解度：
  可溶于乙醇
• 最大波长(λmax)：
  592nm, 396nm, 598nm
• LogP：
  3.682 at 25℃
• 稳定性/保质期：
  基本性质：遇酸碱变色

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.321
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• TSCA：
  Yes
• 危险等级：
  3
• 危险品标志：
  Xn
• 安全说明：
  S16,S22,S24/25,S36/37,S7
• 危险类别码：
  R40
• WGK Germany：
  3
• 海关编码：
  29322980
• 危险品运输编号：
  UN 1170 3/PG 3
• 危险类别：
  3
• 包装等级：
  II
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  贮存：应密封保存。

SDS

Name:	Thymolphthalein indicator Material Safety Data Sheet
Synonym:	Non
CAS:	125-20-2

Section 1 - Chemical Product MSDS Name:Thymolphthalein indicator Material Safety Data Sheet
Synonym:Non

---

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
125-20-2	Thymolphthalein	100.0	204-729-7

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

---

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.
Skin:
May cause skin irritation.
Ingestion:
The toxicological properties of this substance have not been fully investigated.
Inhalation:
Inhalation of dust may cause respiratory tract irritation.
Chronic:
No information found.

---

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:
Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Get medical aid if irritation develops or persists.
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 if cough or other symptoms appear.
Notes to Physician:

---

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. Dusts at sufficient concentrations can form explosive mixtures with air. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
For small fires, use dry chemical, carbon dioxide, water spray or alcohol-resistant foam.

---

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, then place into a suitable container for disposal. Avoid generating dusty conditions. Provide ventilation.

---

Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Avoid ingestion and inhalation. Use with adequate ventilation.
Storage:
Keep container closed when not in use. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

---

Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 125-20-2: 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.

---

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 250 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 in water.
Specific Gravity/Density:
Molecular Formula: C28H30O4
Molecular Weight: 430.2076

---

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

---

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 125-20-2 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Thymolphthalein - Not listed by ACGIH, IARC, or NTP.

---

Section 12 - ECOLOGICAL INFORMATION
Ecotoxicity:
No data

---

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

---

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.

---

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# 125-20-2: 2
Canada
CAS# 125-20-2 is listed on Canada's DSL List.
CAS# 125-20-2 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 125-20-2 is listed on the TSCA inventory.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

理化性质

百里酚酞，学名“5,3-双-(4-羟基-5-异丙基-2-甲基苯基)- 苯酞”，是一种有机试剂。它呈白色或微带黄色的结晶性粉末状，熔点为253℃，易溶于乙醚、丙酮、硫酸和碱溶液，而不溶于水。

应用

百里酚酞主要作为酸碱指示剂使用，其pH变色范围为9.4～10.6，颜色变化是从无色变为蓝色。在实际应用中，常将其配制成0.1%的90%乙醇溶液，并与其它指示剂如酚酞混合使用，以缩小变色范围并提高观察清晰度。例如，将一份0.1%的该试剂乙醇溶液和一份0.1%酚酞乙醇溶液混匀而成的指示剂，在酸性溶液中无色，在碱性溶液中紫色，在pH9.9时（即变色点）呈玫瑰红色，易于观察。

制备

百里酚酞是由百里酚与邻苯二甲酸酐反应制得。

用途

百里酚酞主要用于酸碱指示剂、血液检验试剂及色谱分析。

反应信息

• 作为反应物：
  描述：

  2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-D-glucopyranosyl chloride 、 百里酚酞 在 四丁基硫酸氢铵 、 potassium carbonate 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 3.0h， 以61.2%的产率得到thymolphthalein-N-acetyl-3,4,6-O-triacetyl-β-D-glucopyranoside
  参考文献：
  名称：

  检测N-乙酰氨基-2-脱氧-β-D-吡喃葡萄糖苷酶的底物及其制备方法和试剂盒

  摘要：

  本发明公开了一种用于检测N‑乙酰氨基‑2‑脱氧‑β‑D‑吡喃葡萄糖苷酶的底物，具体为百里酚酞‑2‑乙酰氨基‑2‑脱氧‑β‑D‑吡喃葡萄糖苷，其制备方法包括如下步骤：将百里酚酞与2‑乙酰氨基‑3,4,6‑三‑O‑乙酰‑2‑脱氧‑A‑D‑吡喃葡萄糖酰基氯反应制得百里酚酞‑N‑乙酰基‑3,4,6‑O‑三乙酰基‑β‑D‑吡喃葡萄糖苷，然后脱除乙酰基得到百里酚酞‑2‑乙酰氨基‑2‑脱氧‑β‑D‑吡喃葡萄糖苷。本发明百里酚酞‑2‑乙酰氨基‑2‑脱氧‑β‑D‑吡喃葡萄糖苷作为检测N‑乙酰氨基‑2‑脱氧‑β‑D‑吡喃葡萄糖苷酶的底物，具有显色灵敏不易漏检的优点，并且合成过程简单，降低成本。

  公开号：

  CN108218926A
• 作为产物：
  描述：

  苯酐 、 百里酚 在 niobium pentachloride 作用下， 以 甲烷磺酸 为溶剂， 反应 1.33h， 以70%的产率得到百里酚酞
  参考文献：
  名称：

  NbCl 5促进酞菁衍生物的高效合成：光学表征和溶剂变色效应

  摘要：

  衍生自酞菁的有机染料具有广泛的工业用途，可以使用路易斯酸通过Friedel-Crafts酰化反应，然后将其与羰基化合物进行加成反应来合成。这项工作旨在调查NbCl 5的使用作为酰化反应的催化剂。研究了酞菁衍生物在几种溶剂中以及在不同pH条件下的行为。这些化合物根据pH和溶剂表现出变色效果，使其可用作指示剂。酞酸酯根据介质的状态改变其构象。这些化合物的光物理研究是通过它们的UV-Vis吸收光谱进行的。在这里，我们显示了取决于溶剂和介质pH值的酞菁衍生物的伞状构象变化。

  DOI：

  10.1002/jhet.3664
• 作为试剂：
  描述：

  在 吡啶 、 sodium hydroxide 、 百里酚酞 、 三氟乙酸酐 作用下， 以 1,4-二氧六环 、 乙二醇二甲醚 为溶剂， 反应 2.0h， 生成 (S)-2-[1-(tert-butoxycarbonylamino)-2-methylpropyl]thiazole-4-carboxylic acid
  参考文献：
  名称：

  Synthesis and Antimicrobial Activity in Vitro of New Amino Acids and Peptides Containing Thiazole and Oxazole Moieties

  摘要：

  2-(Pyrrolidinyl)thiazole-4-carboxylic acid 5d, 2-(1-aminoalkyl)thiazole-4-carboxamides and hydrazides 8, 10 have been synthesized using alanine, valine, and proline as educts. In addition oxazole amino acids derived from leucine 20a and alanine 20b and some peptides 13, 14, 16 containing the 5-ring heterocyclic backbone modifications have been prepared. The thiazole and oxazole containing amino acids and peptides showed moderate antibacterial activity in vitro against various Gram-positive (Staphylococcus aureus, Bacillus cereus, etc.) and Gram-negative (Escherichia coli, Proteus vulgar is, etc.) bacteria, fungi (Candida albicans), and yeast (Saccharomyces cerevisae, etc.).

  DOI：

  10.1002/(sici)1521-4184(19999)332:9<297::aid-ardp297>3.0.co;2-#

文献信息

• Novel sulfonyldiazomethanes, photoacid generators, resist compositions, and patterning process
  申请人：——

  公开号：US20040167322A1

  公开（公告）日：2004-08-26

  A chemical amplification type resist composition comprising a specific benzenesulfonyldiazomethane containing a long-chain alkoxyl group at the 2-position on benzene ring has many advantages including improved resolution, improved focus latitude, minimized line width variation or shape degradation even on long-term PED, minimized debris left after coating, development and peeling, and improved pattern profile after development and is thus suited for microfabrication.

  一种化学放大型抗蚀组合物，包括在苯环上的2-位含有长链烷氧基基团的特定苯磺酰二氮甲烷，具有许多优点，包括提高分辨率，改善焦点宽度，即使在长期PED上也减少线宽变化或形状退化，涂层、显影和剥离后减少残留物，并在显影后改善图案轮廓，因此适用于微加工。
• Photoacid generators, chemically amplified resist compositions, and patterning process
  申请人：Ohsawa Youichi

  公开号：US20070292768A1

  公开（公告）日：2007-12-20

  A photoacid generator has formula (1). A chemically amplified resist composition comprising the photoacid generator has advantages including a high resolution, focus latitude, long-term PED dimensional stability, and a satisfactory pattern profile shape. When the photoacid generator is combined with a resin having acid labile groups other than those of the acetal type, resolution and top loss are improved. The composition is suited for deep UV lithography.

  一种光酸发生剂的化学式为（1）。包括该光酸发生剂的化学增感抗蚀组合物具有诸如高分辨率、焦点宽度、长期PED尺寸稳定性和令人满意的图案轮廓形状等优点。当该光酸发生剂与具有除了缩醛类型以外的酸敏感基团的树脂结合时，可以改善分辨率和顶部损失。该组合物适用于深紫外光刻。
• NOVEL PHOTOACID GENERATOR, RESIST COMPOSITION, AND PATTERNING PROCESS
  申请人：Ohsawa Youichi

  公开号：US20090246694A1

  公开（公告）日：2009-10-01

  Photoacid generators generate sulfonic acids of formula ( 1 a) upon exposure to high-energy radiation. ROC(═O)R 1 —COOCH 2 CF 2 SO 3 − H + (1a) RO is OH or C 1 -C 20 organoxy, R 1 is a divalent C 1 -C 20 aliphatic group or forms a cyclic structure with RO. The photoacid generators are compatible with resins and can control acid diffusion and are thus suited for use in chemically amplified resist compositions.

  光酸发生剂在高能辐射作用下生成式（1a）的磺酸。 ROC(═O)R1—COOCH2CF2SO3−H+(1a) RO为OH或C1-C20有机氧基，R1为二价的C1-C20脂肪族基团或与RO形成环状结构。这些光酸发生剂与树脂相容，可以控制酸的扩散，因此适用于化学增感抗蚀组合物的使用。
• POLYMER ENHANCEMENT OF ENZYMATIC ACTIVITY
  申请人：The Regents of the University of California

  公开号：US20150344924A1

  公开（公告）日：2015-12-03

  Provided herein are methods for enhancing enzymatic activity using certain polymers that may be optionally attached to an enzyme. The polymers may be thermally-responsive polymers, including poly N-isopropylacrylamide or poly N-isopropylmethacrylamide. The polymer may also be a copolymer with at least two different monomer residues. The monomer residues may have a structure of formula (I): wherein R 1 , R A and R B are as described herein. Examples of such monomer residues may include N-isopropylacrylamide (NIPAm) or N-isopropylmethacrylamide (NIPMa). The polymer may include additional monomer residues, such as aminooxy-bearing methacrylamide monomer residues that can be modified to vary the lower critical solution temperature (LCST) of the polymer.

  本文提供了一种利用某些聚合物增强酶活性的方法，这些聚合物可以选择性地附着在酶上。这些聚合物可以是热响应性聚合物，包括聚N-异丙基丙烯酰胺或聚N-异丙基甲基丙烯酰胺。该聚合物也可以是至少含有两种不同单体残基的共聚物。这些单体残基可能具有以下结构（I）的结构：其中R1，RA和RB如本文所述。此类单体残基的示例可能包括N-异丙基丙烯酰胺（NIPAm）或N-异丙基甲基丙烯酰胺（NIPMa）。该聚合物可能包括额外的单体残基，例如氨氧基甲基丙烯酰胺单体残基，可以被修改以改变聚合物的临界溶解温度（LCST）。
• NOVEL PHOTOACID GENERATOR, RESIST COMPOSITION, AND PATTERNING PROCESS
  申请人：OHASHI Masaki

  公开号：US20090061358A1

  公开（公告）日：2009-03-05

  Photoacid generators generate sulfonic acids of formula (1a) or (1c) upon exposure to high-energy radiation. R 1 —COOCH(CF 3 )CF 2 SO 3 + H + (1a) R 1 —O—COOCH(CF 3 )CF 2 SO 3 − H + (1c) R 1 is a C 20 -C 50 hydrocarbon group having a steroid structure. The photoacid generators are compatible with resins and can control acid diffusion and are thus suited for use in chemically amplified resist compositions.

  光酸发生剂在高能辐射作用下生成式（1a）或（1c）的磺酸。R1—COOCH(CF3)CF2SO3+H+(1a)R1—O—COOCH(CF3)CF2SO3−H+(1c)R1是具有类固醇结构的C20-C50烃基。这些光酸发生剂与树脂相容，可以控制酸的扩散，因此适用于化学增感抗蚀组合物的使用。

表征谱图