2-萘酚-6-磺酸 | 93-01-6

• 物质功能分类: 化学试剂 - 有机试剂
• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 2-萘酚-6-磺酸
• 中文别名: 1-萘酚-2-磺酸；2-萘酸-6-磺酸；薛佛酸；6-羟基-2-萘磺酸；薛佛氏酸
• 英文名称: 2-naphthol-6-sulfonic acid
• 英文别名: 2-hydroxy-naphthalene-6-sulphonic acid；6-hydroxynaphthalene-2-sulfonic acid
• CAS: 93-01-6
• 化学式: C₁₀H₈O₄S
• mdl: MFCD00035733
• 分子量: 224.237
• InChiKey: VVPHSMHEYVOVLH-UHFFFAOYSA-N

物化性质

• 熔点：
  >300 °C(lit.)
• 沸点：
  335.63°C (rough estimate)
• 密度：
  1.4643 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  83
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• 危险品运输编号：
  25kgs
• WGK Germany：
  3
• 海关编码：
  2908999090
• 安全说明：
  S26,S36
• 储存条件：
  存储条件：2-8℃，请密闭并保持干燥。

制备方法与用途

化学性质：片状结晶，能溶于冷水和乙醇。

用途：主要用于制造酸性染料和食用染料，并可用于生产圆珠笔墨水。

生产方法：由2-萘酚与硫酸在80℃条件下磺化而得。磺化产物经氯化钠盐析可获得薛化氏盐。

反应信息

• 作为反应物：
  描述：

  2-萘酚-6-磺酸 在 sodium hydroxide 、 N,N-二甲基乙酰胺 、 sodium ethanolate 、 间氯过氧苯甲酸 、 三苯基膦 、 三氯氧磷 作用下， 以 乙酸乙酯 、 N,N-二甲基甲酰胺 、 乙腈 、 苯 为溶剂， 生成 Carbonic acid isobutyl ester 6-(tridecafluorohexane-1-sulfonyl)-naphthalen-2-yl ester
  参考文献：
  名称：

  Photochemistry of “Super” Photoacids. 3. Excited-State Proton Transfer from Perfluoroalkylsulfonyl-Substituted 2-Naphthols

  摘要：

  As a continuation of our efforts in the synthesis and investigation of novel "super" photoacids, in this article we report on the effect of fluoroalkanesulfonyl groups on the photoacidity of 2-naphthol. These groups, known to be the strongest electron-withdrawing substituents, were expected to increase the photoacidity to a greater extent as compared to previously described cyano- and methanesulfonyl groups. Indeed, we have found that 6-perfluoromethylsulfonyl-2-naphthol (6F3) is more acidic in the ground state and noticeably more acidic in the excited state than is previously synthesized 6-cyano-2-naphthol. The unusually short fluorescence lifetimes of the naphthol and the conjugated anion, which are explained by effective resonance/intramolecular charge transfer, mask the extended photoacidity of 6F3. Photochemical investigations of 6-perfluorohexylsulfonyl-2-naphthol(6F13) in protic solvents are complicated by aggregation.

  DOI：

  10.1021/jp012774n
• 作为产物：
  描述：

  2,6-萘二磺酸 在 potassium carbonate 作用下， 生成 2-萘酚-6-磺酸
  参考文献：
  名称：

  Ebert; Merz, Chemische Berichte, 1876, vol. 9, p. 611

  摘要：

  DOI：

文献信息

• SUBSTITUTED SULFONAMIDE COMPOUNDS
  申请人：OBERBOERSCH Stefan

  公开号：US20080153843A1

  公开（公告）日：2008-06-26

  Substituted sulfonamide derivatives, a process for their preparation, pharmaceutical compositions containing these compounds, and to the use of substituted sulfonamide derivatives in the treatment or inhibition of pain and/or various disorders or disease states.

  磺胺取代物，其制备方法，含有这些化合物的药物组合物，以及磺胺取代物在治疗或抑制疼痛和/或各种疾病或疾病状态中的用途。
• [EN] NAPTHTHALENE DERIVATIVES WHICH INHIBIT THE CYTOKINE OR BIOLOGICAL ACTIVITY OF MACROPHAGE MIGRATION INHIBITORY FACTOR (MIF)<br/>[FR] DERIVES DE NAPHTALENE QUI INHIBENT LA CYTOKINE OU L'ACTIVITE BIOLOGIQUE DU FACTEUR INHIBITEUR DE MIGRATION DU MACROPHAGE
  申请人：CORTICAL PTY LTD

  公开号：WO2003104178A1

  公开（公告）日：2003-12-18

  Where Y, R1-R8 and R101-R108 are as defined in the specification. Compounds of formula (II) and methods of inhibiting the cytokine or biological activity of Macrophage Migrating Inhibitory Factor (MIF) comprising contacting MIF with a compound of formula (I) are provided. The invention also relates to methods of treating diseases or conditions where MIF cytokine or biological activity is implicated comprising administration of compounds of formula (I), either alone or as part of a combination therapy.

  在规范中定义的Y、R1-R8和R101-R108，化合物的化学式(II)和抑制巨噬细胞迁移抑制因子(MIF)细胞因子或生物活性的方法包括将MIF与化学式(I)的化合物接触。该发明还涉及治疗MIF细胞因子或生物活性涉及的疾病或病况的方法，包括给予化学式(I)的化合物，单独或作为联合治疗的一部分。
• [EN] MOLECULAR IMAGING PROBES<br/>[FR] SONDES D'IMAGERIE MOLÉCULAIRE
  申请人：GEN HOSPITAL CORP

  公开号：WO2015085005A1

  公开（公告）日：2015-06-11

  This disclosure relates to compounds of formula (I) shown below: [formula (I)], or a pharmaceutically acceptable salt thereof. These compounds can be used as imaging probes, e.g., for diagnosis of fibrosis or fibrogenesis.

  这份披露涉及到如下所示的化合物(I)的公式：[公式(I)]，或其药用可接受的盐。这些化合物可用作成像探针，例如，用于纤维化或纤维生成的诊断。
• Aggregation of blood platelets in static magnetic fields
  作者：M. Iwasaka、M. Takeuchi、S. Ueno

  DOI：10.1109/20.908952

  日期：——

  We investigated the effects of intense magnetic fields on the blood platelet aggregation process with and without static magnetic fields of up to 14 T. A rabbit plasma and collagen mixture was used as the model system for a wounded blood vessel. Platelet aggregation was activated by the stimulation of acid soluble collagen. The platelet aggregates in strong magnetic fields were larger than the aggregates in an ambient field. An optical transmission of blood plasma during platelet aggregation also indicated that strong magnetic fields enhanced blood platelet aggregation in plasma.

  我们研究了高达14特斯拉的强磁场对血小板聚集过程的影响，并对比了有无静磁场的情况。使用兔血浆和胶原蛋白混合物作为受损血管的模型系统。通过激活酸溶性胶原蛋白来触发血小板聚集。在强磁场中的血小板聚集物比在自然环境场中的更大。在血小板聚集过程中，血浆的光学透射也表明强磁场增强了血浆中的血小板聚集。
• ONIUM SALT, CHEMICALLY AMPLIFIED RESIST COMPOSITION, AND PATTERNING PROCESS
  申请人：Shin-Etsu Chemical Co., Ltd.

  公开号：US20200223796A1

  公开（公告）日：2020-07-16

  A novel onium salt of formula (1) and a chemically amplified resist composition comprising the same as a PAG are provided. When processed by photolithography using KrF or ArF excimer laser, EB or EUV, the resist composition has a high sensitivity and reduced acid diffusion and is improved in exposure latitude, MEF, and LWR.

  提供了一种化学增感剂组合物，其中包括式（1）的新型离子盐作为PAG。当使用KrF或ArF准分子激光、EB或EUV进行光刻工艺处理时，该抗蚀组合物具有高灵敏度、减少酸扩散，并在曝光宽度、MEF和LWR方面得到改善。