1-丁基磺酸 | 2386-47-2

• 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 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 中文名称: 1-丁基磺酸
• 中文别名: 1-丁磺酸；丁基磺酸
• 英文名称: butane-1-sulfonic acid
• 英文别名: butanesulfonic acid；n-Butylsulfonsaeure；Butan-1-sulfonsaeure；Butansulfonsaeure；1,4-butanesultone；ethyl ethanesulfonic acid；n-Butan-1-sulfonsaeure；1-Butansulfonsaeure；n-Butansulfonsaeure；1-Butanesulfonic acid
• CAS: 2386-47-2
• 化学式: C₄H₁₀O₃S
• mdl: MFCD00066381
• 分子量: 138.188
• InChiKey: QDHFHIQKOVNCNC-UHFFFAOYSA-N

物化性质

• 熔点：
  -15.1°C
• 沸点：
  223.6°C (rough estimate)
• 密度：
  1.1850
• 稳定性/保质期：
  不与强氧化剂、碱类物质相容。

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  62.8
• 氢给体数：
  1
• 氢受体数：
  3

ADMET

毒理性

• 副作用

Dermatotoxin - 皮肤烧伤。

Dermatotoxin - Skin burns.

来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases

安全信息

• 海关编码：
  2904100000

SDS

Name:	1-Butanesulfonic Acid (Pract) 99% (Titr.) Material Safety Data Sheet
Synonym:	None known
CAS:	2386-47-2

Section 1 - Chemical Product MSDS Name:1-Butanesulfonic Acid (Pract) 99% (Titr.) Material Safety Data Sheet
Synonym:None known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
2386-47-2	1-Butanesulfonic Acid (Pract)	99	219-198-7

Hazard Symbols: C
Risk Phrases: 34

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Causes burns.Corrosive.
Potential Health Effects
Eye:
Causes eye burns. May cause chemical conjunctivitis and corneal damage.
Skin:
Causes skin burns. May cause skin rash (in milder cases), and cold and clammy skin with cyanosis or pale color.
Ingestion:
May cause severe and permanent damage to the digestive tract. Causes gastrointestinal tract burns. May cause perforation of the digestive tract. The toxicological properties of this substance have not been fully investigated. May cause systemic effects.
Inhalation:
Causes chemical burns to the respiratory tract. The toxicological properties of this substance have not been fully investigated.
Aspiration may lead to pulmonary edema. May cause systemic effects.
Chronic:
Effects may be delayed.

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Section 4 - FIRST AID MEASURES
Eyes: Get medical aid. Do NOT allow victim to rub eyes or keep eyes closed. Extensive irrigation with water is required (at least 30 minutes).
Skin:
Get medical aid immediately. Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse. Destroy contaminated shoes.
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.
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. If breathing has ceased apply artificial respiration using oxygen and a suitable mechanical device such as a bag and a mask.
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. Use water spray to keep fire-exposed containers cool. Vapors may be heavier than air. They can spread along the ground and collect in low or confined areas. Containers may explode when heated.
Extinguishing Media:
Use agent most appropriate to extinguish fire. Cool containers with flooding quantities of water until well after fire is out. 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:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container. Avoid runoff into storm sewers and ditches which lead to waterways. Clean up spills immediately, observing precautions in the Protective Equipment section. Remove all sources of ignition. 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. Keep container tightly closed. Do not get on skin or in eyes. Do not ingest or inhale. Discard contaminated shoes.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Corrosives area.

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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# 2386-47-2: 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:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Liquid
Color: colorless
Odor: sulfurous odor
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: 120 deg C ( 248.00 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature: 120 deg C
Solubility in water: Slightly soluble.
Specific Gravity/Density: 1.1850g/cm3
Molecular Formula: C4H10O3S
Molecular Weight: 138.19

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, excess heat, strong oxidants.
Incompatibilities with Other Materials:
Strong bases, strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, oxides of sulfur, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 2386-47-2 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1-Butanesulfonic Acid (Pract) - 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
Shipping Name: ALKYLSULPHONIC ACIDS, LIQUID
Hazard Class: 8
UN Number: 2586
Packing Group: III
IMO
Shipping Name: ALKYLSULPHONIC ACIDS, LIQUID
Hazard Class: 8
UN Number: 2586
Packing Group: III
RID/ADR
Shipping Name: ALKYLSULPHONIC ACIDS, LIQUID
Hazard Class: 8
UN Number: 2586
Packing group: III

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: C
Risk Phrases:
R 34 Causes burns.
Safety Phrases:
S 25 Avoid contact with eyes.
S 28A After contact with skin, wash immediately with
plenty of water.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
S 37 Wear suitable gloves.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 2386-47-2: No information available.
Canada
CAS# 2386-47-2 is listed on Canada's NDSL List.
CAS# 2386-47-2 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 2386-47-2 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  1-丁基磺酸 在 六氯环三磷腈 、 potassium chloride 作用下， 反应 0.03h， 以91%的产率得到1-丁基磺酰氯
  参考文献：
  名称：

  TAPC 促进从磺酸合成磺酰氯

  摘要：

  描述了一种使用 TAPC 作为氯化剂从磺酸制备磺酰氯的新方法。温和的反应条件、更短的反应时间、高效率、成本效益和所需产物的容易分离使本方法成为一种实用的替代方法，并将为各种药物应用提供有价值的合成工具。

  DOI：

  10.1055/s-0031-1289547
• 作为产物：
  描述：

  丁硫醇 在 双氧水 、 三氯氧磷 作用下， 以 水 为溶剂， 反应 0.83h， 以96%的产率得到1-丁基磺酸
  参考文献：
  名称：

  SDS胶束中磺酰氯和磺酸的合成

  摘要：

  发现H 2 O 2 / POCl 3是一种反应性试剂体系，可以在水性介质中的十二烷基硫酸钠（SDS）胶束溶液中使用，用于硫醇和二硫键衍生物的直接氧化氯化，得到所需的磺酰氯。还报道了用该系统将硫醇和二硫化物氧化为磺酸。在大多数情况下，这些反应具有高度的选择性，简单性和清洁性，可提供具有优异收率和高纯度的产品。 胶束-氧化-过氧化氢-硫醇-溶剂系统-两亲物

  DOI：

  10.1055/s-0031-1289628
• 作为试剂：
  描述：

  Ph(3-Cl)(5-OCHF2)-(R)CH(OH)C(O)-Aze-Pab(MeO) 在 1-丁基磺酸 作用下， 以 异丙醇 为溶剂， 生成 (S)-1-((R)-2-(3-chloro-5-(difluoromethoxy)phenyl)-2-hydroxyacetyl)-N-(4-((Z)-N'-methoxycarbamimidoyl)benzyl)azetidine-2-carboxamide butane-1-sulfonate
  参考文献：
  名称：

  [EN] IMMEDIATE RELEASE PHARMACEUTICAL FORMULATION
  [FR] FORMULATION PHARMACEUTIQUE A LIBERATION IMMEDIATE

  摘要：

  根据本发明，提供一种包含如下活性成分的即时释放药物制剂，其中该活性成分为式(I)的化合物，其中R1代表被一个或多个氟取代的C?1-2#191烷基；R2代表氢、羟基、甲氧基或乙氧基；n代表0、1或2；或其药学上可接受的盐；以及药学上可接受的稀释剂或载体；前提是当活性成分不是盐的形式时，该配方不仅包含：• 一种活性成分和水的溶液；• 一种活性成分和二甲基亚砜的溶液；或• 一种活性成分在乙醇：PEG 660 12-羟基硬脂酸酯：水5:5:90混合物中的溶液；这些配方可用于治疗心血管疾病。

  公开号：

  WO2003101423A1

文献信息

• Synthesis of sulfilimines
  申请人：Monsanto Company

  公开号：US04578514A1

  公开（公告）日：1986-03-25

  Processes are disclosed for preparation of N-aryl-S,S-dihydrocarbylsulfilimines by reaction of phenylisocyanate compounds with hydrocarbyl sulfoxides. The sulfilimines can be rearranged to ortho-thioalkylene anilines and the reactions can be employed in a route for converting nitrobenzene compounds to ortho-thioalkylene anilines, which are useful intermediates for preparation of herbicidal compounds.

  所披露的过程涉及通过将苯基异氰酸酯化合物与烃基亚砜反应来制备N-芳基-S,S-二烃基亚磺酰亚胺。这些亚磺酰亚胺可以重排为邻-硫代烷基苯胺，并且这些反应可以用于将硝基苯化合物转化为邻-硫代烷基苯胺，后者是制备除草剂化合物的有用中间体。
• Synthesis, Photophysical and Photochemical Properties of Photoacid Generators Based on <i>N-</i>Hydroxyanthracene-1,9-dicarboxyimide and Their Application toward Modification of Silicon Surfaces
  作者：Mohammed Ikbal、Rakesh Banerjee、Sanghamitra Atta、Dibakar Dhara、Anakuthil Anoop、N. D. Pradeep Singh

  DOI：10.1021/jo301367y

  日期：2012.12.7

  N-(p-vinylbenzenesulfonyloxy)anthracene-1,9-dicarboxyimide–ethyl acrylate (VBSADI-EA) copolymer through atom transfer radical polymerization (ATRP). Finally, we have also developed photoresponsive organosilicon surfaces using the aforementioned polymers.

  我们已经引入了一系列基于N-羟基蒽-1,9-二羧酰亚胺（HADI）的羧酸和磺酸非离子光产酸剂（PAG ）。新合成的PAG表现出正溶剂光发射（λmax（己烷）461 nm，λmax（乙醇）505 nm）作为溶剂极性的函数。使用410 nm以上的紫外线在乙腈（ACN）中辐照PAGs会裂解弱的N-O键，从而以良好的量子和化学收率产生羧酸和磺酸。时间依赖性密度泛函理论（TD-DFT）的计算支持了产酸均一的N-O键裂解的机理。更重要的是，使用PAG单体N-（p-乙烯基苯磺酰氧基）蒽-1,9-二羧基酰亚胺（VBSADI），我们合成了N-（对乙烯基苯磺酰氧基）蒽-1,9-二羧基酰亚胺-甲基丙烯酸甲酯（VBSADI-MMA）和N-（对乙烯基苯磺酰氧基）蒽-1通过原子转移自由基聚合（ATRP）得到的9，9-二羧酰亚胺-丙烯酸乙酯（VBSADI-EA）共聚物。最后，我们还使用上述聚合物开发了光敏有机硅表面。
• Development of 1-Hydroxy-2(1<i>H</i>)-quinolone-Based Photoacid Generators and Photoresponsive Polymer Surfaces
  作者：Mohammed Ikbal、Rakesh Banerjee、Sanghamitra Atta、Avijit Jana、Dibakar Dhara、Anakuthil Anoop、N. D. Pradeep Singh

  DOI：10.1002/chem.201104065

  日期：2012.9.17

  A new class of carboxylate and sulfonate esters of 1‐hydroxy‐2(1H)‐quinolone has been demonstrated as nonionic photoacid generators (PAGs). Irradiation of carboxylates and sulfonates of 1‐hydroxy‐2(1H)‐quinolone by UV light (λ≥310 nm) resulted in homolysis of weak NO bond leading to efficient generation of carboxylic and sulfonic acids, respectively. The mechanism for the homolytic NO bond cleavage

  新型的1-羟基-2（1 H）-喹诺酮羧酸酯和磺酸酯已被证明是非离子型光酸产生剂（PAG）。的羧酸盐和磺酸盐的照射1-羟基-2-（1 ħ）通过UV光-喹诺酮（λ ≥310纳米）导致弱n的均裂 O键分别导致有效地产生的羧酸和磺酸。为均裂n中的机构 O键裂解物通过时间依赖性DFT计算支持。由PAG单体1-（-）合成光响应性1-（对苯乙烯磺酰氧基）-2-喹诺酮-甲基丙烯酸甲酯（SSQL-MMA）和1-（对苯乙烯磺酰氧基）-2-喹诺酮-丙烯酸月桂酯（SSQL-LA）共聚物。对-苯乙烯磺酰氧基）-2-喹诺酮，随后证明了上述光响应聚合物的表面润湿性得到控制。
• Metal- and solvent-free synthesis of aniline- and phenol-based triarylmethanes<i>via</i>Brönsted acidic ionic liquid catalyzed Friedel-Crafts reaction
  作者：Nipaphorn Ponpao、Warapong Senapak、Rungnapha Saeeng、Jaray Jaratjaroonphong、Uthaiwan Sirion

  DOI：10.1039/d1ra03724b

  日期：——

  A beneficial, scalable and efficient methodology for the synthesis of aniline-based triarylmethanes has been established through the double Friedel-Crafts reaction of commercial aldehydes and primary, secondary or tertiary anilines using Brönsted acidic ionic liquid as a powerful catalyst, namely [bsmim][NTf2]. This protocol was successfully performed under metal- and solvent-free conditions with a

  通过商业醛与伯、仲或叔苯胺的双重弗里德尔-克来福特反应，使用布朗斯台德酸性离子液体作为强大的催化剂，即[bsmim][，建立了一种有益的、可扩展的和高效的合成苯胺基三芳基甲烷的方法。 NTf 2 ]。该方案在无金属和无溶剂的条件下使用多种底物成功进行，得到了相应的基于苯胺的三芳基甲烷产品，产率良好至优异（高达 99%）。此外，还使用这种有用的方法研究了苯酚和富电子芳烃等替代芳香族亲核试剂，以高至优异的产率获得了多种三芳基甲烷衍生物。
• Cytotoxicity of fluorine-containing alkyl alkanesulfonates to cultured leukemia L1210 cells.
  作者：YUKO OHTA、KOHFUKU KOHDA、HIROSHI KIMOTO、TAKASHI OKANO、YUTAKA KAWAZOE

  DOI：10.1248/cpb.36.2410

  日期：——

  Ethyl esters of alkanesulfonic acids, isethionic acid, trifluoromethanesulfonic acid, and 2, 2, 2-trifluoroethanesulfonic acid were synthesized and tested for inhibitory activity toward the growth of cultured leukemia L1210 cells. A quantitative correlation with the rate of hydrolysis and the capacity factor (partition property) was demonstrated by a multiple linear regression analysis; the more reactive and more lipophilic, the more cytotoxic they are. Interestingly, fluorine substitution on the alcoholic moiety resulted in remarkable deviations of the toxicity from those expected from the correlation found for the ethyl esters without fluorine substitution. Then, some fluorine derivatives of busulfan, a clinically used bifunctional sulfonate, were synthesized and tested. 2, 2-Difluoroethyl 2, 2, 2-trifluoroethanesulfonate was several times more cytotoxic than busulfan.

  烷基磺酸乙酯、异硫羟酸、三氟甲磺酸和2,2,2-三氟乙磺酸的乙酯被合成并用于测试对培养的白血病L1210细胞生长的抑制活性。通过多元线性回归分析，证明了它们与水解速率和容量因子（分配性质）之间的量化相关性；越活泼、越亲脂性，它们的细胞毒性就越大。有趣的是，醇部分上的氟取代导致毒性显著偏离了预期，这种预期是基于不含氟取代的乙酯的相关性得出的。然后，合成了一些临床使用的双功能磺酸盐-白消安的氟化衍生物并进行了测试。2,2-二氟乙基2,2,2-三氟乙磺酸盐的细胞毒性比白消安高出数倍。

表征谱图