2-溴-4-三氟甲基硫酰氯 | 54403-98-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-溴-4-三氟甲基硫酰氯
• 中文别名: 2-溴-4-三氟甲基苯磺酰氯；2-溴-4-(三氟甲基)苯磺酰氯
• 英文名称: 2-bromo-4-(trifluoromethyl)benzenesulfonyl chloride
• 英文别名: 2-bromo-4-(trifluoromethyl)benzene-1-sulfonyl chloride
• CAS: 54403-98-4
• 化学式: C₇H₃BrClF₃O₂S
• 分子量: 323.518
• InChiKey: WWEGTYZLWBOTQW-UHFFFAOYSA-N

物化性质

• 沸点：
  235-236 °C(lit.)
• 密度：
  1.865 g/mL at 25 °C(lit.)
• 闪点：
  95 °F
• 稳定性/保质期：
  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 危险等级：
  8
• 危险品标志：
  Xi,C
• 危险类别码：
  R34
• 危险品运输编号：
  UN 2920 8/PG 2
• WGK Germany：
  3
• 海关编码：
  2904909090
• 包装等级：
  III
• 危险类别：
  8
• 安全说明：
  S26,S27,S36/37/39,S45
• 储存条件：
  保持贮藏器密封，并将其放入一个紧密封装的容器中。应存放在阴凉、干燥处。

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product name : 2-Bromo-4-(trifluoromethyl)benzenesulfonyl chloride

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Section 2. HAZARDS IDENTIFICATION
Classification of the substance or mixture
According to Regulation (EC) No1272/2008
Flammable liquids (Category 3)
Skin corrosion (Category 1B)
According to European Directive 67/548/EEC as amended.
Flammable. Causes burns.
Label elements
Pictogram
Signal word Danger
Hazard statement(s)
H226 Flammable liquid and vapour.
H314 Causes severe skin burns and eye damage.
Precautionary statement(s)
P280 Wear protective gloves/ protective clothing/ eye protection/ face protection.
P305 + P351 + P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove
contact lenses, if present and easy to do. Continue rinsing.
P310 Immediately call a POISON CENTER or doctor/ physician.
Hazard symbol(s)
C Corrosive
R-phrase(s)
R10 Flammable.
R34 Causes burns.
S-phrase(s)
S26 In case of contact with eyes, rinse immediately with plenty of water and
seek medical advice.
S27 Take off immediately all contaminated clothing.
S36/37/39 Wear suitable protective clothing, gloves and eye/face protection.
S45 In case of accident or if you feel unwell, seek medical advice immediately
(show the label where possible).
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Formula : C7H3BrClF3O2S
Molecular Weight : 323,51 g/mol
CAS-No. EC-No. Index-No. Classification Concentration
2-Bromo-4-(trifluoromethyl)benzenesulfonyl chloride
54403-98-4 - - Flam. Liq. 3; Skin Corr. 1B; -
H226, H314
C, R10 - R34
For the full text of the H-Statements mentioned in this Section, see Section 16.

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Section 4. FIRST AID MEASURES
General advice
Consult a physician. Show this safety data sheet to the doctor in attendance.
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician.
In case of skin contact
Take off contaminated clothing and shoes immediately. Wash off with soap and plenty of water. Consult a
physician.
In case of eye contact
Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.
If swallowed
Do NOT induce vomiting. Never give anything by mouth to an unconscious person. Rinse mouth with water.
Consult a physician.

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Section 5. FIRE-FIGHTING MEASURES
Suitable extinguishing media
For small (incipient) fires, use media such as "alcohol" foam, dry chemical, or carbon dioxide. For large fires,
apply water from as far as possible. Use very large quantities (flooding) of water applied as a mist or spray;
solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water.
Special protective equipment for fire-fighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
Use water spray to cool unopened containers.

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions
Use personal protective equipment. Avoid breathing vapors, mist or gas. Ensure adequate ventilation.
Remove all sources of ignition. Evacuate personnel to safe areas. Beware of vapours accumulating to form
explosive concentrations. Vapours can accumulate in low areas.
Environmental precautions
Prevent further leakage or spillage if safe to do so. Do not let product enter drains.
Methods and materials for containment and cleaning up
Contain spillage, and then collect with an electrically protected vacuum cleaner or by wet-brushing and place
in container for disposal according to local regulations (see section 13).

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Avoid inhalation of vapour or mist.
Keep away from sources of ignition - No smoking. Take measures to prevent the build up of electrostatic
charge.
Conditions for safe storage
Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully
resealed and kept upright to prevent leakage. Store in cool place.
Store under inert gas. Moisture sensitive.

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Section 8. EXPOSURE CONTROLS/PERSONAL PROTECTION
Personal protective equipment
Respiratory protection
Where risk assessment shows air-purifying respirators are appropriate use a full-face respirator with
multi-purpose combination (US) or type ABEK (EN 14387) respirator cartridges as a backup to
engineering controls. If the respirator is the sole means of protection, use a full-face supplied air
respirator. Use respirators and components tested and approved under appropriate government
standards such as NIOSH (US) or CEN (EU).
Hand protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique (without
touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves
after use in accordance with applicable laws and good laboratory practices. Wash and dry hands.
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the
standard EN 374 derived from it.
Eye protection
Tightly fitting safety goggles. Faceshield (8-inch minimum). Use equipment for eye protection tested and
approved under appropriate government standards such as NIOSH (US) or EN 166(EU).
Skin and body protection
Complete suit protecting against chemicals, Flame retardant antistatic protective clothing, The type of
protective equipment must be selected according to the concentration and amount of the dangerous
substance at the specific workplace.
Hygiene measures
Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at
the end of workday.

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Appearance
Form viscous
Colour yellow
Safety data
pH no data available
Melting point no data available
Boiling point 235 - 236 °C - lit.
Flash point 35 °C - closed cup
Ignition temperature no data available
Lower explosion limit no data available
Upper explosion limit no data available
Density 1,865 g/cm3 at 25 °C
Water solubility no data available

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Section 10. STABILITY AND REACTIVITY
Chemical stability
Stable under recommended storage conditions.
Conditions to avoid
Heat, flames and sparks.
Materials to avoid
Strong oxidizing agents
Hazardous decomposition products
Hazardous decomposition products formed under fire conditions. - Carbon oxides, Sulphur oxides, Hydrogen
fluoride, Borane/boron oxides

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Section 11. TOXICOLOGICAL INFORMATION
Acute toxicity
no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitization
no data available
Germ cell mutagenicity
no data available
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
no data available
Specific target organ toxicity - single exposure
no data available
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Potential health effects
Inhalation May be harmful if inhaled. Material is extremely destructive to the tissue of the
mucous membranes and upper respiratory tract.
Ingestion
May be harmful if swallowed. Causes burns.
Skin May be harmful if absorbed through skin. Causes skin burns.
Eyes
Causes eye burns.
Signs and Symptoms of Exposure
Material is extremely destructive to tissue of the mucous membranes and upper respiratory tract, eyes, and
skin., spasm, inflammation and edema of the larynx, spasm, inflammation and edema of the bronchi,
pneumonitis, pulmonary edema, burning sensation, Cough, wheezing, laryngitis, Shortness of breath,
Headache, Nausea
Additional Information
RTECS: Not available

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Section 12. ECOLOGICAL INFORMATION
Toxicity
no data available
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
PBT and vPvB assessment
no data available
Other adverse effects
no data available

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Section 13. DISPOSAL CONSIDERATIONS
Product
Burn in a chemical incinerator equipped with an afterburner and scrubber but exert extra care in igniting as
this material is highly flammable. Offer surplus and non-recyclable solutions to a licensed disposal company.
Contact a licensed professional waste disposal service to dispose of this material.
Contaminated packaging
Dispose of as unused product.

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Section 14. TRANSPORT INFORMATION
ADR/RID
UN-Number: 2920 Class: 8 (3) Packing group: II
Proper shipping name: CORROSIVE LIQUID, FLAMMABLE, N.O.S. (2-Bromo-4-
(trifluoromethyl)benzenesulfonyl chloride)
IMDG
UN-Number: 2920 Class: 8 (3) Packing group: II EMS-No: F-E, S-C
Proper shipping name: CORROSIVE LIQUID, FLAMMABLE, N.O.S. (2-Bromo-4-
(trifluoromethyl)benzenesulfonyl chloride)
Marine pollutant: No
IATA
UN-Number: 2920 Class: 8 (3) Packing group: II
Proper shipping name: Corrosive liquid, flammable, n.o.s. (2-Bromo-4-(trifluoromethyl)benzenesulfonyl chloride)

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SECTION 15 - REGULATORY INFORMATION
N/A

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2-溴-4-三氟甲基硫酰氯 在 吡啶 、 偶氮二异丁腈 、 三正丁基氢锡 、 caesium carbonate 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 生成 tert-butyl N-{(1S,2R)-1-benzyl-2-hydroxy-3-[(4S)-4-methyl-1,1-dioxo-7-(trifluoromethyl)-1,3,4,5-tetrahydro-2H-1λ6,-2-benzothiazepin-2-yl]propyl}carbamate
  参考文献：
  名称：

  一类新型HIV-1蛋白酶抑制剂的设计，合成和X射线晶体学分析

  摘要：

  在本文中，公开了新型化合物的设计，合成，X射线晶体学分析和HIV-1蛋白酶抑制活性。化合物28 - 30，32，35，和40被合成并发现是HIV-1蛋白酶的抑制剂。它们合成中的关键步骤涉及一个不寻常的内自由基环化过程。为了确定最佳效能，上述化合物中三个不对称中心的绝对立体化学已确定为（4 S，2'R，3 'S）。X射线晶体学分析已用于确定抑制剂与HIV-1蛋白酶的结合模式。

  DOI：

  10.1021/jm200778q
• 作为产物：
  描述：

  间溴三氟甲苯 在 氯磺酸 作用下， 生成 2-溴-4-三氟甲基硫酰氯
  参考文献：
  名称：

  钯催化的脱氢sp3 C ？H键将官能化成烯烃：直接获得N-烯基苯磺酰胺

  摘要：

  钯催化的N-烷基苯磺酰胺的sp 3碳氢键脱氢反应使N-烯基苯磺酰胺的合成变得简单。该反应在以戊二酸酯为碱的容易获得的催化剂下进行，并且在氮和芳烃部分上均允许多种取代基。

  DOI：

  10.1002/adsc.201300795

文献信息

• [EN] PIPERAZINE DERIVATIVES USEFUL FOR THE TREATMENT OF GASTROINTESTINAL DISORDERS<br/>[FR] DERIVES DE PIPERAZINE CONVENANT POUR LE TRAITEMENT DE TROUBLES GASTRO-INTESTINAUX
  申请人：GLAXO GROUP LTD

  公开号：WO2006010629A1

  公开（公告）日：2006-02-02

  The invention provides compounds of formula (I) or pharmaceutically acceptable salts thereof, wherein Ra, Rb, Rc, Rd, Re, Rf and Y are as defined in the specification. The compounds are partial or full agonists at the growth hormone secretagogue (GHS) receptors . Pharmaceutical compositions comprising the compounds, methods of preparing the compounds, uses of the compounds and methods involving the compounds are also provided.

  这项发明提供了式（I）的化合物或其药用盐，其中Ra、Rb、Rc、Rd、Re、Rf和Y如规范中所定义。这些化合物是生长激素分泌素（GHS）受体的部分或全激动剂。还提供了包括这些化合物的药物组合物、制备这些化合物的方法、这些化合物的用途以及涉及这些化合物的方法。
• Synthesis of Dibenzosultams by “Transition-Metal-Free” Photoinduced Intramolecular Arylation of <i>N</i>-Aryl-2-halobenzenesulfonamides
  作者：Walter D. Guerra、Roberto A. Rossi、Adriana B. Pierini、Silvia M. Barolo

  DOI：10.1021/acs.joc.6b00330

  日期：2016.6.17

  A new and general synthetic route to prepare dibenzosultams is here reported. This approach involves the synthesis of N-aryl-2-halobenzenesulfonamides (3), followed by intramolecular C–C photoinduced arylation under soft conditions without the use of “Transition Metal”. The photostimulated reactions exhibit very good tolerance to different substituent groups with good to excellent isolated yields (42–98%)

  本文报道了一种制备二苯并舒马坦的新的通用合成路线。这种方法涉及合成N-芳基-2-卤代苯磺酰胺（3），然后在不使用“过渡金属”的条件下，在柔软条件下进行分子内C-C光诱导的芳基化。光刺激的反应对不同的取代基具有很好的耐受性，分离出的产物的收率很高（42-98％）。此外，显示LED（λ= 395 nm）是有效引发反应的有效光能源。对该机理进行了理论检验，以探究自由基阴离子S RN 1工艺的参与。
• [EN] BIARYL PYRAZOLES AS NRF2 REGULATORS<br/>[FR] BIARYL PYRAZOLES UTILISÉS COMME RÉGULATEURS DE NRF2
  申请人：GLAXOSMITHKLINE IP DEV LTD

  公开号：WO2017060854A1

  公开（公告）日：2017-04-13

  The present invention relates to biaryl pyrazole compounds, methods of making them, pharmaceutical compositions containing them and their use as NRF2 regulators.

  本发明涉及双芳基吡唑化合物、它们的制备方法、含有它们的药物组合物及其作为NRF2调节剂的应用。
• SULFONAMIDE COMPOUNDS AND THE USE
  申请人：OGAWA Masami

  公开号：US20100022601A1

  公开（公告）日：2010-01-28

  The sulfoneamide compounds having the following Formula (1), which can be used as an effective component of a CaSR antagonizing agent useful for prophylaxis and/or treatment of bone disorders including osteoporosis and etc., are provided. The compounds have an excellent activity of promoting PTH secretion. In addition, the compounds are useful as an effective component of a medicament for the prophylaxis and/or treatment of bone disorders such as osteoporosis, bone fracture, hypoparathyroidism and the like.

  提供以下式(1)的磺酰胺化合物，可用作预防或治疗包括骨质疏松症等骨疾病的CaSR拮抗剂的有效成分。这些化合物具有促进PTH分泌的卓越活性。此外，这些化合物还用作预防或治疗骨质疏松症、骨折、低甲状旁腺功能等骨疾病药物的有效成分。
• Design, synthesis and evaluation of novel (S)-tryptamine derivatives containing an allyl group and an aryl sulfonamide unit as anticancer agents
  作者：Zhenbo Guo、Yiming Xu、Yujie Peng、Haroon ur Rashid、Wei Quan、Peng Xie、Lichuan Wu、Jun Jiang、Lisheng Wang、Xu Liu

  DOI：10.1016/j.bmcl.2019.02.023

  日期：2019.5

  A series of (S)-tryptamine derivatives containing an allyl group and an aryl sulfonamide unit were designed, synthesized and evaluated for their potential application as anticancer agents. The structures of the synthesized compounds were characterized by 1H NMR, 13C NMR and ESI-MS spectral analyses. The target compounds were evaluated for their in vitro cytotoxicity against HepG2, HeLa, CNE1 and A549

  设计，合成和评估了一系列含有烯丙基和芳基磺酰胺单元的（S）-色胺衍生物，并潜在地用作抗癌剂。合成的化合物的结构通过1 H NMR，13 C NMR和ESI-MS光谱分析进行表征。评价靶标化合物对HepG2，HeLa，CNE1和A549人癌细胞系的体外细胞毒性。一些合成的化合物对四种选定的癌细胞系显示出中度到良好的抗癌活性，其中6ag被发现是活性最强的类似物，IC50值为16.5-18.7μM。进一步的机理研究表明，化合物6ag可以显着诱导HepG2细胞在G1期停滞，促进细胞凋亡并抑制菌落形成。