基本信息
- 标准SMILES
COS(=O)(=O)C(F)(F)F- InChIKey
OIRDBPQYVWXNSJ-UHFFFAOYSA-N- 分子式
- C2H3F3O3S
- 平均分子量
- 164.11 g/mol
- 单同位素质量
- 163.97549962
概述
Methyl trifluoromethane sulfonate is a brown liquid. Insoluble in water. (NTP, 1992) This material is a very reactive methylating agent, also known as methyl triflate.
名称与标识
- 首选名称
- Methyl triflate
- IUPAC
- methyl trifluoromethanesulfonate
- 中文名
- 三氟甲烷磺酸甲酯
- 英文名
- Methyl trifluoromethanesulfonate
- 分子式
- C2H3F3O3S
- 分子量
- 164.1
名称与别名
展开更多名称
数据库标识
- CAS
333-27-7- PubChem CID
- 9526
- DTXSID
DTXSID6049272- ChEMBL
CHEMBL3185488- UNII
- 7B25Z22EPV
- EC Number
- 206-371-7
- Nikkaji
- J193.765K
性质
结构计算性质
- XLogP
- 0.9
- 极性表面积
- 51.8 Ų
- 氢键供体
- 0
- 氢键受体
- 6
- 可旋转键
- 1
- 重原子
- 9
- 形式电荷
- 0
- 复杂度
- 172
实验与物化性质
Density
1.45 at 68 °F (NTP, 1992) - Denser than water; will sink
1.45 @25 °C
Physical Description
Methyl trifluoromethane sulfonate is a brown liquid. Insoluble in water. (NTP, 1992) This material is a very reactive methylating agent, also known as methyl triflate.
Brown liquid; [CAMEO] Clear light yellow liquid; [Sigma-Aldrich MSDS]
物理化学性质
- 沸点
- 94 · 94-99 °C(lit.)
- 密度
- 1.45 g/mL · 1.45 g/mL at 25 °C(lit.)
- 折射率
- 20 · n20/D 1.326(lit.)
- 闪点
- 101 °F · 101 °F
- 储存条件
- 2 · 2-8°C
- 溶解度
- Chloroform (Sparingly), Ethyl Acetate (Slightly)
- 形态
- Liquid
- 比重
- 1.45 · 1.450
- 颜色
- Clear colorless to yellow
- 敏感性
- Air Sensitive
- BRN
- 774772 · 774772
- 稳定性
- Hygroscopic, Moisture Sensitive, Volatile
- InChI
- InChI=1S/C2H3F3O3S/c1-8-9(6,7)2(3,4)5/h1H3
- InChIKey
- OIRDBPQYVWXNSJ-UHFFFAOYSA-N
- SMILES
- C(F)(F)(F)S(OC)(=O)=O
- CAS 数据库
- 333 · 333-27-7(CAS DataBase Reference)
- EPA化学物质信息
- Methyl trifluoromethanesulfonate (333-27-7)
安全与法规
GHS分类
GHS Classification
Danger
H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]
P210, P233, P240, P241, P242, P243, P260, P264, P280, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P321, P363, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 62 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危害信息
Regulatory Information
Chemical: Methanesulfonic acid, trifluoro-, methyl ester
Methyl trifluoromethanesulphonate: Does not have an individual approval but may be used under an appropriate group standard
Reactivity Profile
METHYL TRIFLUOROMETHANE SULFONATE is sensitive to heat. (NTP, 1992). Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides.
安全与防护
First Aid
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.
Nonfire Spill Response
SMALL SPILLS AND LEAKAGE: If you spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION. Then, use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.
Protective Action Criteria (PAC)
22 [mg/m3]
240 [mg/m3]
1400 [mg/m3]
Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR: When working with this chemical, wear a NIOSH-approved full face chemical cartridge respirator equipped with the appropriate organic vapor cartridges. If that is not available, a half face respirator similarly equipped plus airtight goggles can be substituted. However, please note that half face respirators provide a substantially lower level of protection than do full face respirators. (NTP, 1992)
毒理信息
安全数据
- F
- 10
- wgk
- 3
- tsca
- TSCA listed
- hazard_note
- Highly Toxic/Corrosive
- 包装类别
- III
- 危险等级
- 3.2
- 存储类别
- 3 - Flammable liquids
- 安全说明
- 26-36/37/39-45-16
- 海关编码
- 29049020
- 危险品标志
- C,T
- 危险性类别
- Acute Tox. 1 InhalationAcute Tox. 3 DermalAcute Tox. 3 OralEye Dam. 1Flam. Liq. 3Skin Corr. 1B
- 危险类别码
- 10-34-20/21/22
- 危险品运输编号
- UN 2920 8/PG 2
化学与工业
用途与制造
应用领域
概述三氟甲磺酸甲酯是有机合成中非常有用的一类三氟甲烷磺酸酯类试剂,常用作烷基化试剂。三氟甲烷磺酸酯类化合物的三氟甲磺酰基的强吸电子能力,反应活性比常规的烷基化试剂,如比氯代物或烷基磺酸酯高的多。这类化合物由于非常活泼,仅有三氟甲烷磺酸甲酯相对比较稳定,其它的三氟甲磺酸酯容易发生消除,重排等副反应,需要在温和的条件下合成和后处理。
用途三氟甲烷磺酸甲酯(MeOTF)是一种强烷基化试剂,可以与电负性比较强的氮、氧、硫等原子结合。因此,MeOTF很容易与胺类、醇类、酰胺、羧酸等化合物反应,被广泛用于有机合成、医药合成中间体,单甲基化试剂。
制备方法
制备三氟甲烷磺酸甲酯的合成:在冰浴下,将原甲酸三甲酯(3.18g,30mmol)缓慢加入到三氟甲磺酸酐(8.47g,30mmol)中,转至25℃下反应,15分钟核磁监控,反应完毕,减压蒸馏得到三氟甲烷磺酸甲酯无色液体9.74g,产率99%。
上下游产品信息
上游原料
下游产品
试剂价格
- T2029 · 5G
- 三氟甲磺酸甲酯Methyl Trifluoromethanesulfonate — 540元
- T2029 · 10G
- 三氟甲磺酸甲酯Methyl Trifluoromethanesulfonate — 790元
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