三氟甲烷磺酸甲酯

Methyl triflate

HCID 9526CAS 333-27-7

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

Methyl trifluoromethanesulfonate333-27-7Methyl triflateMethyl trifluoromethanesulphonateMethanesulfonic acid, trifluoro-, methyl esterDTXSID60492727B25Z22EPVNSC-270679DTXCID1029128Trifluoromethanesulfonic acid, methyl esterRefChem:158046206-371-7
展开更多名称
三氟甲磺酸甲酯三氟基磺酸甲酯三氟甲烷磺酸甲三氟甲基磺酸甲酯甲基三氟甲烷磺酸三氟甲烷磺酸甲酯三氟代甲磺酸甲酯甲基三氟甲基磺酸酯三氟甲磺酸甲酯97%甲基 三氟甲烷磺酸酯TfOMeMethyl trifluoromethanesulfateMethyl trifluoroMethanesulfonaMethyl trifluoromethanesulfotemethyltrifluoromethanesulfinateMETHYL TRIFLUROMETHANESULFONATE
Trifluoromethanesulfonic Acid Methyl EsterMethyl trifluoromethane sulfonateC2H3F3O3SMeOTfMFCD00000409methyl-13c trifluoromethanesulfonatetrifluoro-methanesulfonic acid methyl esterMethanesulfonic acid, 1,1,1-trifluoro-, methyl ester

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

实验与物化性质

Chemical ClassesOther Classes -> Sulfur Compounds
SpringerMaterials PropertiesSchoenflies notation
Density · 2 条

1.45 at 68 °F (NTP, 1992) - Denser than water; will sink

1.45 @25 °C

SolubilityInsoluble (NTP, 1992)
Flash Point101 °F (NTP, 1992)
Boiling Point201 to 210 °F at 760 mmHg (NTP, 1992)

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)

安全与法规

GHS分类

GHS Classification · 4 条

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 · 2 条

Chemical: Methanesulfonic acid, trifluoro-, methyl ester

Methyl trifluoromethanesulphonate: Does not have an individual approval but may be used under an appropriate group standard

DOT LabelFlammable Liquid Corrosive
Fire HazardsThis chemical is combustible. (NTP, 1992)
Health HazardsACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits toxic fumes. (NTP, 1992)
Hazards SummaryCauses burns; Inhalation may cause corrosive injuries to upper respiratory tract and lungs; [Sigma-Aldrich MSDS] See Trifluoromethanesulfonic acid. See Ethyl methanesulfonate.
Reactive GroupSulfonates, Phosphonates, and Thiophosphonates, Organic

安全与防护

Fire FightingFires involving this material should be controlled using a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 条

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 · 1 条

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.

Isolation and EvacuationExcerpt from ERG Guide 132 [Flammable Liquids - Corrosive]:
Protective Action Criteria (PAC) · 3 条

22 [mg/m3]

240 [mg/m3]

1400 [mg/m3]

Personal Protective Equipment (PPE) · 1 条

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

Adverse EffectsDermatotoxin - Skin burns.

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

化学与工业

用途与制造

UsesUsed as a reagent for the methylation of sugars; [NTP]
General Manufacturing InformationMethanesulfonic acid, 1,1,1-trifluoro-, methyl ester: ACTIVE

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%。

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

供应商50 家

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖北昔少年生物科技有限公司0711-3700636 18827410479
T&W GROUP021-61551611 13296011611 · [email protected]

相关反应

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