1-氯-3-氟-2-丙醇 | 453-11-2

• 物质功能分类: 化学农药原药 - 杀虫剂 - 杀鼠剂
• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代醇
• 中文名称: 1-氯-3-氟-2-丙醇
• 中文别名: 1-氯-3-氟异丙醇
• 英文名称: 1-chloro-3-fluoroisopropanol
• 英文别名: 1-chloro-3-fluoropropan-2-ol；1-chloro-3-fluoro-2-propanol；1-Fluor-3-chlor-2-propanol；3-Fluor-1-chlor-propanol-(2)；1-Chlor-3-fluor-2-propanol
• CAS: 453-11-2
• 化学式: C₃H₆ClFO
• mdl: MFCD00045284
• 分子量: 112.531
• InChiKey: ZNKJYZHZWALQNX-UHFFFAOYSA-N

物化性质

• 沸点：
  153 °C
• 密度：
  1.3
• 闪点：
  153-156°C
• 溶解度：
  氯仿（微溶）、甲醇（微溶）
• 稳定性/保质期：

  按规格使用和贮存，不会发生分解，避免与氧化物接触。

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  6
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险等级：
  3
• 危险品标志：
  Xi
• 安全说明：
  S23,S36/37
• 危险类别码：
  R20/21/22,R10
• 危险品运输编号：
  UN 2929
• 包装等级：
  III
• 储存条件：
  密封保存，并置于通风、干燥的地方，应远离其他氧化物。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 1-Chloro-3-fluoroisopropanol
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H331: Toxic if inhaled
H302: Harmful if swallowed
H312: Harmful in contact with skin
H226: Flammable liquid and vapour
Keep away from heat/sparks/open flames/hot surfaces. No smoking
P210:
P261: Avoid breathing dust/fume/gas/mist/vapours/spray
P280: Wear protective gloves/protective clothing/eye protection/face protection
P303+P361+P353: IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with
water/shower
P405: Store locked up

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Section 3. Composition/information on ingredients.
Ingredient name: 1-Chloro-3-fluoroisopropanol
CAS number: 453-11-2

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels, refrigerated.
Storage:

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C3H6ClFO
Molecular weight: 112.5

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, hydrogen chloride, hydrogen fluoride.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
UN Number: UN1992 Class: 3 Packing group: III
Proper shipping name: FLAMMABLE LIQUIDS, TOXIC, N.O.S. (1-Chloro-3-fluoroisopropanol)

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

毒性对褐家兔急性经口LD₅₀为30.0 mg/kg（也有报道为LD₅₀ 35 mg/kg），达乌里鼠兔为3.38 mg/kg，草原黄鼠4.5 mg/kg，长爪沙土鼠10.0 mg/kg，中华鼢鼠2.8 mg/kg，豚鼠4.0 mg/kg。对家禽相对安全，鸡的LD₅₀约为1500 mg/kg，鸭为2000 mg/kg。然而，对家畜而言，其毒性较高。

化学性质上，该物质是一种无色或微黄色透明液体，略微带有酸味。沸点在120～130℃之间，相对密度为1.25～1.27（23℃）。A化合物占总量的70%，沸点为127～128℃，相对密度1.244（20℃），折射率为1.3800（20℃）；B化合物则占30%，沸点为146～148℃，相对密度为1.300（20℃），折射率为1.4360（20℃）。它能够溶解于水和乙醇等有机溶剂中，在酸性溶液中化学性质稳定；但在碱性溶液中会分解。高温下易挥发，并失去毒性。

这种高毒、速效的氟醇类杀鼠剂主要用于野外灭鼠，特别适合在草原牧区使用。其通过皮肤吸收作用于老鼠，也可经消化系统、呼吸系统或皮肤接触致老鼠中毒死亡。在住宅、仓库或轮船等场所灭鼠时，可将含有0.6%毒饵投放至鼠洞附近或活动频繁的地方，每间房间投放4堆，每堆5～10 g；田间则按每洞10 g投放，投药后24小时可见死鼠，2～4天会出现高峰期，在4天后可有效控制鼠患。

该杀鼠剂可通过二甘醇作为溶剂，于118℃下加热回流环氧氯丙烷与氟化氢-氟化钾混合物制得。或采用环氧氯丙烷与KHF₂在二甘醇中于160～170℃反应后减压和常压蒸馏法制得。

该物质被归类为农药，其毒性分级为高毒，并且静注小鼠的LD50约为320毫克/公斤。此外，它具有可燃性危险特性，在受热条件下会分解产生有毒卤化物气体；在储存运输时应选择通风、低温干燥的库房，并与食品原料分开存放。

灭火剂建议使用砂土、干粉或泡沫。

反应信息

• 作为反应物：
  描述：

  1-氯-3-氟-2-丙醇 在 chromium(VI) oxide 、 硫酸 作用下， 以 水 为溶剂， 生成 1-氯-3-氟-丙-2-酮
  参考文献：
  名称：

  [EN] ORGANIC COMPOUNDS
  [FR] COMPOSÉS ORGANIQUES

  摘要：

  本发明涉及一种式（I）（I）的化合物或其盐，其中取代基如描述中所定义，以及所述化合物在治疗通过抑制磷脂酰肌醇3-激酶改善的疾病中的应用。

  公开号：

  WO2010029082A1
• 作为产物：
  描述：

  环氧氟丙烷 在 sodium chloride 作用下， 以 aq. acetate buffer 为溶剂， 反应 1.0h， 以63%的产率得到1-氯-3-氟-2-丙醇
  参考文献：
  名称：

  Halohydrin dehalogenase-catalysed transformations of epifluorohydrin

  摘要：

  Biocatalytic ring-opening of epifluorohydrin has been performed by using halohydrin dehalogenase. The enzyme from Mycobacterium sp. GP1 (HheB2) catalysed reaction with high regioselectivity and low enantioselectivity in the presence of different nucleophiles, producing racemic 1-substituted 3-fluoro-2-propanols. No by-products resulting from the ring-closure reaction have been detected, confirming that vicinal fluoro alcohols are not substrates for HHDH. Four different 3-fiuoro-2-propanols were prepared under mild reaction conditions starting from epifluorohydrin. High conversions of 85-100% were reached within 1-3 h and depending on the nucleophile used products were isolated in 31-92% yields. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2017.12.054

文献信息

• Development of Fragment-Based<i>n</i>-FABS NMR Screening Applied to the Membrane Enzyme FAAH
  作者：Chiara Lambruschini、Marina Veronesi、Elisa Romeo、Gianpiero Garau、Tiziano Bandiera、Daniele Piomelli、Rita Scarpelli、Claudio Dalvit

  DOI：10.1002/cbic.201300347

  日期：2013.9.2

  Fluorine for fragments: We demonstrate the first application of 19F NMR fragment‐based biochemical screening (n‐FABS) to the membrane protein fatty acid amide hydrolase (FAAH). Fragment hits were identified through this method that exhibit micromolar inhibitory values against FAAH, showing the potential for this method with other membrane protein applications. S: substrate, P: product.

  片段的氟：我们证明了基于19 F NMR片段的生化筛选（n -FABS）在膜蛋白脂肪酸酰胺水解酶（FAAH）上的首次应用。通过这种方法鉴定出的片段命中具有对FAAH的微摩尔抑制值，显示了该方法在其他膜蛋白应用中的潜力。S：底物，P：产品。
• [EN] PROCESS FOR MANUFACTURING AN EPOXIDE<br/>[FR] PROCÉDÉ DE FABRICATION D'UN ÉPOXYDE
  申请人：SOLVAY

  公开号：WO2015091871A1

  公开（公告）日：2015-06-25

  Process for manufacturing an epoxide by reacting at least one chlorohydrin with at least one dehydrochlorinating agent in order to give the epoxide and at least one chlorinated co-product, said process comprising regenerating the dehydrochlorinating agent from the chlorinated co-product by a treatment which does not comprise an electrolysis operation.

  通过至少一种氯代醇与至少一种脱氢氯化剂反应来制造环氧树脂的过程，以得到环氧树脂和至少一种氯化共产品，所述过程包括通过不包含电解操作的处理从氯化共产品中再生脱氢氯化剂。
• Recherches sur la formation et la transformation de dérivés organiques du fluor II. Sur la synthèse et l'estérification d'amino-alcools fluorés
  作者：Emile Cherbuliez、A. Yazgi、J. Rabinowitz

  DOI：10.1002/hlca.19600430425

  日期：——

  The syntheses of monofluorinated amino-alcohols (with primary, secondary and tertiary amino groups and also with quaternary ammonium groups) and of their phosphoric and acetic esters are described.

  描述了单氟化氨基醇（具有伯，仲和叔氨基以及还具有季铵基）及其磷酸酯和酸性酯的合成。
• Recherches sur la formation et la transformation de dérivés organiques du fluor IV. Sur la phosphorylation d'alcools fluorés par l'acide polyphosphorique et sur la vitesse de scission du fluor et de la liaison ester phosphorique des esters fluoralcoylphos
  作者：Emile Cherbuliez、Br. Baehler、G. Cordahi、F. Hunkeler、H. Probst、A. de Picciotto、A. R. Sussmann、A. Yazgi、J. Rabinowitz

  DOI：10.1002/hlca.19600430427

  日期：——

  Some new fluorinated phosphoric esters are described. The rate of hydrolysis of the organic fluorine and of the phosphoric ester bond is studied. The phosphoric ester group has a stabilizing effect on the fluorine in alkaline medium, whereas the fluorine has a labilizing effect on the phosphoric ester group in acid medium (pH 4,5 and HCl 1N). In all the derivatives where only one atom of fluorine is

  描述了一些新的氟化磷酸酯。研究了有机氟和磷酸酯键的水解速率。磷酸酯基对碱性介质中的氟具有稳定作用，而氟对酸性介质（pH 4.5和HCl 1N）中的磷酸酯基具有不稳定作用。在所有只有一个氟原子固定在一个碳原子上的衍生物中，氟很容易在碱性介质中水解。当F的2个原子固定在C的相同原子上时，氟衍生物在碱性介质中是稳定的。
• [EN] MCP-1 RECEPTOR ANTAGONISTS AND METHOD OF USE THEREOF<br/>[FR] ANTAGONISTES DU RECEPTEUR MCP-1 ET LEUR PROCEDE D'UTILISATION
  申请人：WARNER LAMBERT CO

  公开号：WO2004014847A1

  公开（公告）日：2004-02-19

  The present invention relates to sulfones that are useful in the treatment of chemokine-mediated disorders. In certain embodiments, the present invention concerns the compounds that are MCP-1 receptor antagonists.

  本发明涉及对化学介导的疾病治疗中有用的砜类化合物。在某些实施例中，本发明涉及作为MCP-1受体拮抗剂的化合物。