2,2,2-Trifluoroethanol 2,2,2-三氟乙醇

CAS 75-89-8 MFCD00004672

化学结构图

75-89-8
SMILES: OCC(F)(F)F

化学属性

Mol. FormulaC2H3F3O
Mol. Weight100.04
Density1.373
Autoignition Point~896 °F
Refractive indexn20/D 1.3(lit.)
Vapor Density3.5 (vs air)
Boiling Point74°C
Vapor Pressure70 mmHg ( 25 °C)
Melting Point-44
Flash Point30°C(lit.)
TSCAYes
Solubility和水混溶，和乙醇、酮、酯和醚混溶。
Stability对湿度敏感
Appearance colorless liq.

别名和识别编码

Chemical Name2,2,2-Trifluoroethanol
Synonym 1,1,1-trifluoroethanol 2,2,2-Trifluoroethanol Alcohol, Trifluoroethyl Ethanol,2,2,2-trifluoro- TRIFLUOROETHANOL Trifluoroethanol Trifluoroethyl Alcohol Trifluoroethyl alcohol
MDL NumberMFCD00004672
CAS Number75-89-8
EC Number200-913-6
Beilstein Registry Number1733203
PubChem Substance ID6409
Reaxys-RN1733203
Merck Number9682
Chemical Name Translation2,2,2-三氟乙醇
Wiswesser Line NotationQ1XFFF
LabNetwork Molecule IDLN00193055
InChIInChI=1S/C2H3F3O/c3-2(4,5)1-6/h6H,1H2
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分类

  • {SA} Alcohols, Amber Glass Bottles, Building Blocks, C2 to C6, Chemical Synthesis, Organic Building Blocks, Oxygen Compounds, Reagent, Solvent Bottles, Solvent Packaging Options, Solvents
  • {SNA} Alcohols
  • {SNA} BioUltra, 分子生物学, 分子生物学试剂
  • {SNA} Chromatography Reagents & Solvents, LC-MS Mobile Phase Additives, LC-MS Solvents & Reagents (CHROMASOLV), 分析/色谱, 分析试剂
  • {SNA} Alcohols, Alphabetical Index of Analytical Standards, Analytical Standards, Analytical/Chromatography, Building Blocks, C2 to C6, Chemical Synthesis, NMR,
  • {SNA} BioUltra,

产品应用

  • 重要溶剂,用于在电泳中样品制备的重要溶剂。也用于核磁光谱

相关文献及参考

  • Merck: 14,9682
  • Effective solvent for uncatalyzed epoxidations of alkenes with hydrogen peroxide (caution! 60%): Synlett, 248 (2001). For a review of fluorinated alcohols as solvents for selective and clean reactions, see: Synlett, 18 (2004).
  • Merck: 14,9682 Beilstein:1(4)1370
  • Trifluoroethyl esters have also found use as active esters in peptide coupling; see, for example: J. Chem. Soc., Perkin 1, 2867 (1996).
  • The stereodirecting effect of the MEM group (see 2-Methoxyethoxymethyl­ chloride, L01050) has been exploited by Percy et al in the formation of a new fluorine-containing acyl anion equivalent: Tetrahedron, 51, 9201 (1995):
  • Short: II/25B
  • Reacts with triphenylphosphine dibromide to give the bis(trifluoroethoxy)phosphorane, which converts alcohols to trifluoroethyl ethers, carboxylic acids to trifluoroethyl esters and aldehydes to bis(trifluoroethyl) acetals: J. Org. Chem., 45, 5052 (1980).
  • Useful ionizing solvent, see: Tetrahedron Lett., 2335 (1974), and references therein. Good solvent for oligopeptides with potential as a cosolvent along with proton acceptors such as DMF for peptide coupling reactions: Tetrahedron Lett., 33, 7007 (1992). Compare 1,1,1,3,3,3-Hexafluoro-2-propanol, A12747.
  • Claisen or Wittig rearrangements of the derived difluoroallyl alcohols can be used in routes to molecules containing a CF2 group: Tetrahedron, 51, 11327 (1995); J. Org. Chem., 61, 166 (1996), or to monofluorinated vinylic compounds: Tetrahedron Lett., 37, 5183 (1996).
  • Short: II/24B

安全信息

Signal word Danger
GHS Symbol
WGK Germany1
Safety Statements
  • S23 Do not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer) 不要吸入气体/烟雾/蒸汽/喷雾；
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后，立即用大量水冲洗并征求医生意见；
  • S36 Wear suitable protective clothing 穿戴适当的防护服；
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护；
  • S39 Wear eye/face protection 戴眼睛/面孔保护装置；
  • S60 This material and its container must be disposed of as hazardous waste 该物质及其容器必须作为危险废物处置；
  • S9 Keep container in a well-ventilated place 保持容器在通风良好的场所；
Risk Statements
  • R10 Flammable 易燃
  • R20/21/22 Harmful by inhalation, in contact with skin and if swallowed 吸入、皮肤接触和不慎吞咽有害
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R37/38 Irritating to respiratory system and skin 对呼吸系统和皮肤有刺激性
  • R38 Irritating to skin 刺激皮肤
  • R41 Risk of serious damage to eyes 有严重损伤眼睛的危险
  • R62 Possible risk of impaired fertility 有削弱生殖能力的危险
Precautionary statements
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • P202 Do not handle until all safety precautions have been read and understood. 已阅读并理解所有的安全预防措施之前，切勿操作。
  • P203
  • P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking. 远离热源/火花/明火/热的表面。——禁止吸烟。
  • P233 Keep container tightly closed. ?保持容器密闭。
  • P240 Ground/bond container and receiving equipment. 与地面接触/连接集装箱和接受设备。
  • P241 Use explosion-proof electrical/ventilating/lighting/…/equipment. 使用防爆电气/通风/照明/ .../设备。
  • P241+P242+P243
  • P242 Use only non-sparking tools. 只能使用无火花工具。
  • P243 Take precautionary measures against static discharge. 采取预防措施，防止静电放电。
  • P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P264+P265
  • P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西，喝水或吸烟。
  • P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P281 Use personal protective equipment as required. 使用所需的个人防护装备。
  • P301+P310
  • P301+P310+P330
  • P301+P316
  • P302+P352
  • P302+P352+P312+P361+P364
  • P303+P361+P353
  • P304+P312
  • P304+P340
  • P304+P340+P311
  • P305+P351+P338
  • P305+P351+P338+P310
  • P305+P354+P338
  • P308+P313
  • P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
  • P311 Call a POISON CENTER or doctor/physician. 呼叫解毒中心或医生/医师。
  • P312 Call a POISON CENTER or doctor/physician if you feel unwell. 如果你感觉不适，呼叫解毒中心或医生/医师。
  • P314 Get medical advice/attention if you feel unwell. 获取医疗咨询/就医，如果你觉得不舒服
  • P316
  • P317
  • P318
  • P319
  • P321 Specific treatment (see … on this label). 具体治疗（见本标签上的）。
  • P322 Specific measures (see …on this label). 具体治疗（见本标签上的）。
  • P330 Rinse mouth. 漱口
  • P332+P313
  • P332+P317
  • P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服，清洗后方可重新使用
  • P362+P364
  • P363 Wash contaminated clothing before reuse. 被污染的衣服洗净后方可重新使用。
  • P370+P378
  • P403+P233
  • P403+P235
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Hazard statements
  • H226 Flammable liquid and vapour 易燃液体和蒸气
  • H301 Toxic if swallowed 吞食有毒
  • H301+H331
  • H312 Harmful in contact with skin 皮肤接触有害
  • H315 Causes skin irritation 会刺激皮肤
  • H318 Causes serious eye damage 严重伤害眼睛
  • H331 Toxic if inhaled 吸入中毒
  • H332 Harmful if inhaled 吸入有害
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
  • H360 May damage fertility or the unborn child 可能对生育能力或未出生婴儿造成伤害
  • H373 May causes damage to organs through prolonged or repeated exposure 长期或频繁接触可能会损伤器官
Personal Protective Equipment Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
RTECSKM5250000
Packing GroupIII
UN Number 1986 UN 1986 3/PG 3
Hazard Codes 3
Hazard Class3/6.1
Storage condition 充氩储存 Store at RT.
Warnings 危化品目录(2015) 
TYPE OF TEST            : LC50 - Lethal concentration, 50 percent kill
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 2900 mg/m3/2H
TOXIC EFFECTS :
   Brain and Coverings - changes in circulation (hemorrhage, thrombosis, etc.)
   Behavioral - general anesthetic
   Lungs, Thorax, or Respiration - structural or functional change in trachea
   or bronchi
REFERENCE :
   GTPZAB Gigiena Truda i Professional'nye Zabolevaniya.  Labor Hygiene and
   Occupational Diseases. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR)
   V.1-36, 1957-1992. For publisher information, see MTPEEI
   Volume(issue)/page/year: 13(10),29,1969

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 158 mg/kg
TOXIC EFFECTS :
   Behavioral - changes in motor activity (specific assay)
REFERENCE :
   AMEBA7 Annales Medicinae Experimentalis et Biologiae Fenniae.  (Helsinki,
   Finland)  V.25-51, 1947-73. For publisher information, see MDBYAS.
   Volume(issue)/p

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 210 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   TXAPA9 Toxicology and Applied Pharmacology.  (Academic Press, Inc., 1 E.
   First St., Duluth, MN 55802) V.1-

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 240 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   34ZIAG "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York,
   Academic Press, Inc., 1969  Volume(issue)/page/year: -,607,1969

TYPE OF TEST            : TCLo - Lowest published toxic concentration
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 100 ppm/6H
SEX/DURATION            : male 14 day(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Paternal Effects - testes, epididymis, sperm duct
   Reproductive - Fertility - male fertility index (e.g. # males impregnating
   females per # males exposed to fertile nonpregnant females)
REFERENCE :
   TOXID9 Toxicologist.  (Soc. of Toxicology, Inc., 475 Wolf Ledge Parkway,
   Akron, OH 44311) V.1-    1981-  Volume(issue)/page/year: 1,27,1981

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 200 mg/kg
SEX/DURATION            : male 4 day(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Paternal Effects - spermatogenesis (incl. genetic material,
   sperm morphology, motility, and count)
   Reproductive - Paternal Effects - testes, epididymis, sperm duct
   Reproductive - Paternal Effects - other effects on male
REFERENCE :
   TOXID9 Toxicologist.  (Soc. of Toxicology, Inc., 475 Wolf Ledge Parkway,
   Akron, OH 44311) V.1-    1981-  Volume(issue)/page/year: 4,137,1984

TYPE OF TEST            : TCLo - Lowest published toxic concentration
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Mammal - dog
DOSE                    : 400 mg/m3/6H
SEX/DURATION            : male 8 week(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Paternal Effects - spermatogenesis (incl. genetic material,
   sperm morphology, motility, and count)
   Reproductive - Paternal Effects - testes, epididymis, sperm duct
REFERENCE :
   TOLED5 Toxicology Letters.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1977-  Volume(issue)/page/year: 18(Suppl
   1),138,1983

Restrict 危险品

其他信息

  • 存储注意事项:氮气保护;湿度敏感
  • 下游产品:2-氯甲基-3-甲基-4-(2,2,2-三氟乙氧基)吡啶盐酸盐 --> 3,3,3-三氟丙酸 --> 异氟醚
  • 制备方法:自从1933年Swarts以三氟醋酸酐为原料，经催化还原法制得三氯乙醇以来，相继开发出一系列合成方法。根据反应类型可以分为氧化法、还原法和水解法3种。根据原料可分为三氟醋酸法、三氟乙酰氯法、三氟醋酐法、三氟醋酸酯法、三氟乙醛法、偏氟乙烯法、三氟乙烷（HFC-143a）法以及三氟氯乙烷（HCFC－133a）法等。
  • 用途二:用作化学试剂
  • 储运特性:库房通风低温干燥; 与氧化剂分开存放
  • 灭火剂:干粉、干砂、二氧化碳、泡沫、1211灭火剂
  • 可燃性危险特性:遇明火、高温、氧化剂较易燃; 燃烧产生有毒氟化物烟雾
  • 检测方法:HPLC,NMR,GC
  • 概述:2,2,2-三氟乙醇或三氟乙醇简称TEF或TFEA，是一种重要的脂肪族含氟中间体，是无色、能与水相溶的液体，带有跟乙醇相似的气味。由于三氟甲基的强吸电子效应，三氟乙醇的酸性比乙醇强得多，可与杂环化合物生成氢键键连的稳定配合物(如:四氢呋喃、吡啶)。这种独特的物理化学性质以及特殊的分子结构，使其具有与其他醇类不同的性能，可以参与多种有机化学反应，可被氧化为三氟乙醛或三氟乙酸，也可提供三氟甲基，参与Horner-Wadsworth-Emmons反应的Still-Gennari改进。在医药、农药、染料、能源、有机合成等方面具有广泛的用途。 三氟乙醇最主要的用途是用作为麻醉剂，最早使用三氟乙醇与乙炔合成的氟乙炔醚替代副作用较大的溴氟烷烃作麻醉剂，然后又以三氯乙醇为原料相继开发出不可燃性、低毒的异氟烷烃和高性能的新型麻醉剂去氯氟烷烃。三氟乙醇可以将三氟甲基作为功能性基团引进药物的结构中，从而使其产生明显的生理活性，增加分子脂溶性，提高药效或降低生物体的毒副作用，由其合成的药物主要有中枢神经兴奋剂氟替尔，取代吡啶类胃壁细胞质子泵阻断剂Lansoprazole和Pariprazole等，抗心律失常药物氟卡同胺以及镇痛药物苯并二氮杂卓和排尿困难治疗药物KMD－3212等。
  • 类别:易燃液体
  • 蒸气压:70 mm Hg ( 25 °C)
  • 用途三:作为三氟乙基和三氟乙氧剂的导入剂，合成麻醉剂氟乙烯醚(Fluroxene)、异氟烷(Isoflurane)和去氯氟烷(Desflurane)，中枢神经兴奋剂氟替尔(Flowotyl)、质子泵阻断剂兰索拉唑(Lansoprazol，pp抑制剂)、抗心律失常药氟卡同胺(Flecamide)、镇痛药苯并二氮杂卓(Quazepam)、排尿困难治疗药KMD－3213、除草剂三氟硫甲基(Triflusulfuronmethyl)。
  • Hazard Note:Flammable/Toxic
  • 图谱信息:2,2,2-三氟乙醇(75-89-8)Raman光谱 2,2,2-三氟乙醇(75-89-8)红外图谱(IR1) 2,2,2-三氟乙醇(75-89-8)核磁图( 1 HNMR) 2,2,2-三氟乙醇(75-89-8)核磁图( 13 CNMR) 2,2,2-三氟乙醇(75-89-8)质谱(MS)
  • 2,2,2-三氟乙醇价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 LA1078802 2.2.2-三氟乙醇 100g 349元 2011/08/23 K9169003 2.2.2-三氟乙醇 500ml 2510元 2011/08/23 L0078002 2.2.2-三氟乙醇 100g 430元
  • Alfa Aesar:2,2,2-三氟乙醇,NMRgrade,99.5% 2,2,2-Trifluoroethanol, NMR grade, 99.5%(75-89-8)
  • {Che
  • MSDS 信息:2,2,2-三氟乙醇(75-89-8).msds
  • Sigma Aldrich:75-89-
  • 用途四:作为医药、农药、丙烯
  • Sigma Aldrich:75-89-8(sigmaaldrich)

系列性分类

  1. Life Science 生命科学
  2. Molecular Biology 分子生物学
  3. Molecular Biology Reagents - Molecular Biology
  4. BioUltra - Molecular Biology Reagents
  1. Analytical & Chromatography 分析化学与色谱
  2. Analytical Reagents
  3. Chromatography Reagents & Solvents - Analytical Reagents
  4. CHROMASOLV Solvents & Reagents for LC-MS Analysis
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Oxygen Compounds 氧化合物
  5. Alcohols - Oxygen Compounds
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Oxygen Compounds 氧化合物
  5. Alcohols - Oxygen Compounds
  6. C2 to C6 - Alcohols
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Oxygen Compounds 氧化合物
  5. Alcohols - Oxygen Compounds
  6. C2 to C6 - Alcohols
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Chemicals by Class 化学分类法
  4. Halogenated 卤化物 (氟氯溴碘)
  5. Fluoro 氟化物
  1. Analytical & Chromatography 分析化学与色谱
  2. Analytical Standards
  3. Alphabetic - Analytical Standards
  4. T - Alphabetic
  5. TP - TZ - T
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Oxygen Compounds 氧化合物
  5. Alcohols
  1. Analytical & Chromatography 分析化学与色谱
  2. Stable Isotopes 稳定同位素
  3. Deuterated NMR Solvents and Reagents
  4. NMR - Standards
  1. Organo Fluorine
  2. Fluorine