Triethyl orthoformate 原甲酸三乙酯(大包装)

CAS 122-51-0 MFCD00009230

化学结构图

122-51-0
SMILES: CCOC(OCC)OCC

化学属性

Mol. FormulaC7
Mol. Weight148
Refractive index1.3900 to 1.3930
Boiling Point146
Density0.891
Melting Point-76
Flash Point35°C(lit.)
TSCAYes
Vapor Density5.11 (vs air)
Vapor Pressure2.9 mmHg ( 20 °C)
Solubility1.35 G/L
Stability对湿度敏感

别名和识别编码

Chemical NameTriethyl orthoformate
Synonym 1 1' 1''(次甲基三(氧代))三乙烷 1,1,1-TRIETHOXYMETHANE 1,1,1-triethoxy-methane 1,1’,1’’(次甲基三(氧代))三乙烷 AETHON Aethon Ethyl Orthoformate Ethyl Orthoformate, 1,1,1-Triethoxymethane Ethyl formate(ortho) Ethyl orthoformate Ethyl orthoformate; Triethoxymethane Ethylester kyseliny orthomravenci Methane, triethoxy- Orthoameisensäuretriethylester Orthomravencan ethylnaty TEOF Triethoxymethane Triethyl orthoformate Triethylester kyseliny orthomravenci diethoxymethoxy-ethane triethoxy methane {} {} {} {} {} {} {} {} {} {} {} {} {} {} {Che 三乙基原甲酸酯 三乙氧基甲烷 三乙氧甲烷 原甲酸三乙酯 原甲酸乙酯,三乙氧基甲烷, 1,1',1''(次甲基三(氧代))三乙烷 正甲酸三乙酯
CAS Number122-51-0
PubChem Substance ID31214
EC Number204-550-4
Beilstein Registry Number605384
MDL NumberMFCD00009230
Reaxys-RN605384
Merck Number6884
Chemical Name Translation原甲酸三乙酯(大包装)
Wiswesser Line Notation2OYO2&O2
LabNetwork Molecule IDLN00164395
InChIInChI=1S/C7H16O3/c1-4-8-7(9-5-2)10-6-3/h7H,4-6H2,1-3H3
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分类

  • ACS and Reagent Grade Solvents, Acetals/Ketals/Ortho Esters, Amber Glass Bottles, Building Blocks, Carbon Steel Cans with NPT Threads, Chemical Synthesis, Organic Building Blocks, Oxygen Compounds, Reagent, Reagent Grade Solvents, Semi-Bulk Solvents, Solvent Bottles, Solvent Packaging Options, Solvent by Application, Solvents
  • {SNA} Anhydrous Solvents, Solvent Bottles, Solvent Packaging Options, Solvent by Application, Solvents, Sure/Seal Bottles
  • {Chemicalbook} 农药中间体: 杀螨剂中间体
  • {SNA} Acetals/Ketals/Ortho Esters, Building Blocks, Chemical Synthesis, Organic Building Blocks,

产品应用

  • A reagent useful for acetylization and imidic ester formation.

相关文献及参考

  • Short: III/35E
  • In the presence of BF3 etherate, is a source of the diethoxycarbenium ion: Synth. Commun., 19, 2307 (1989), a selective alkylating agent and a useful intermediate for the diethoxymethylenation of ketones, to give protected ß-ketoaldehydes: J. Org. Chem., 46, 2557 (1981). For a similar reaction with enamines to give the same products, see: Chem. Lett., 1307 (1982); Bull. Chem. Soc. Jpn., 57, 1876 (1984).
  • Orthoformates have also found use in the electrophilic formylation of activated aromatic species, e.g.: phenols (in the presence of AlCl3): Chem. Ber., 96, 308 (1963); pyrrole derivatives (with TFA): Austral. J. Chem., 25, 1979 (1972).
  • Short: III/38B
  • Acid-catalyzed reaction with an arylamine gives the N-ethoxymethylene derivative (imidic ester); see, e.g.: Org. Synth. Coll., 4, 464 (1963); reduction (NaBH4) gives the monomethyl amine: Synthesis, 55 (1974).
  • For further reactions of alkyl orthoformates, see Trimethyl­ orthoformate, A13760.
  • Merck: 14,6884 Beilstein:2,20
  • Merck: 14,6884
  • Due to their intrinsic dehydrating property, orthoformates are convenient reagents for acetalization of carbonyl compounds, under acid catalysis, e.g. tosic acid: J. Am. Chem. Soc., 60, 1905 (1938); J. Org. Chem., 20, 1695 (1955), or acidic ion-exchange resin: Synthesis, 348 (1974). Selective catalysis with NBS has been found to give high yields of acetals under almost neutral conditions: Synlett, 1456 (1999).

安全信息

GHS Symbol
WGK Germany1
Hazard statements
  • H226 Flammable liquid and vapour 易燃液体和蒸气
Personal Protective Equipment Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
Hazard Codes 3 Xi
RTECSRM6475000
Signal word Warning
Safety Statements
  • S16 Keep away from sources of ignition - No smoking 远离火源,禁止吸烟;
  • 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;
  • S36/39 Wear suitable protective clothing and eye/face protection 穿戴适当的防护服和眼睛/面保护;
  • S37 Wear suitable gloves 戴适当手套;
  • S37/39 Wear suitable gloves and eye/face protection 穿戴适当的手套和眼睛/面保护;
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时,立即求医(可能时出示标签);
  • 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;
Risk Statements
  • R10 Flammable 易燃
  • R36 Irritating to eyes 刺激眼睛
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
Precautionary statements
  • 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+P242+P243
  • 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。
  • 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。
  • P302+P352+P332+P313+P362+P364
  • P305+P351+P338
  • P305+P351+P338+P337+P313
  • P332+P313
  • 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
  • P370+P378
  • P403+P235
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
UN Number 2524
Storage condition Moisture Sensitive 对湿敏感 Flammables area 充氩保存
Packing GroupIII
Hazard Class3
Warnings 危化品目录(2015)
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Administration onto the skin
SPECIES OBSERVED        : Rodent - guinea pig
DOSE/DURATION           : >10 mL/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   FCTXAV Food and Cosmetics Toxicology.  (London, UK)  V.1-19, 1963-81.  For
   publisher information, see FCTOD7.  Volume(issue)/page/year: 17,917,1979

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 7060 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   AMIHBC AMA Archives of Industrial Hygiene and Occupational Medicine.
   (Chicago, IL)  V.2-10, 1950-54. For publisher information, see AEHLAU.
   Volume(issue)/page/year: 4,119,1951

TYPE OF TEST            : LCLo - Lowest published lethal concentration
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 4000 ppm/8H
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   AMIHBC AMA Archives of Industrial Hygiene and Occupational Medicine.
   (Chicago, IL)  V.2-10, 1950-54. For publisher information, see AEHLAU.
   Volume(issue)/page/year: 4,119,1951

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Administration onto the skin
SPECIES OBSERVED        : Rodent - rabbit
DOSE/DURATION           : 20 mL/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   AMIHBC AMA Archives of Industrial Hygiene and Occupational Medicine.
   (Chicago, IL)  V.2-10, 1950-54. For publisher information, see AEHLAU.
   Volume(issue)/page/year: 4,119,1951

其他信息

  • 有类
  • 用途四:医药原料,是抗疟药物氯喹和喹哌等的合成原料。也用于制高聚物、照相药品、感光材料、防光晕染料、花青染料及合成农药等。
  • Triethyl orthoformate is a useful organic synthesis reagent for acetylization, imidic ester formation, and activated aromatic species formation.
  • 毒性分级:中毒
  • Acros Organics:原甲酸三乙酯/三乙氧基甲烷 Triethyl o
  • 用途三:原甲酸三乙酯是杀螨剂双甲脒和除草剂吡嘧磺隆的中间体,也可用于制抗疟药氯喹、喹哌等药品。
  • 储运特性:库房通风低温干燥; 与氧化剂分开存放
  • 类别:较易燃液体
  • 原甲酸三乙酯价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 80063427 原甲酸乙酯 250ml 56.2元 2011/04/16 O0066 原甲酸三乙酯 Triethyl Orthoformate 25ML 167元 2011/04/16 O0066 原甲酸三乙酯 Triethyl Orthoformate 500ML 354元
  • 下游产品:2-(3-吡啶基)-1,3,4-恶二唑 --> 1-环己基尿嘧啶 --> 5-氨基-4-异噁唑羧酸甲酯 --> 4-乙酰基苯硼酸 --> 2-乙巯基-5-羟甲基-6-氨基嘧啶 --> 1-环己基-1,2,3,4-四氢-2,4-二氧嘧啶-5-腈 --> 5-甲醛基呋喃-2-硼酸 --> 艾司唑仑 --> 2,4-氨基嘧啶-5-羧酸 --> 4-甲基嘧啶 --> 3,5-二氰基-3-氨基吡啶 --> 4-羟基-6-三氟甲基喹啉-3-甲酸乙酯 --> 4,6-二羟基烟酸乙酯 --> 4-苯基-2-羟基嘧啶-5-羧酸乙酯 --> 2,4-二氨基嘧啶-5-腈 --> 2-乙硫基-4-氨基嘧啶-5-羧酸乙酯 --> 4-甲基-2-羟基嘧啶-5-羧酸乙酯 --> 4-氯-7-三氟甲基喹啉 --> 4-甲基-2-羟基嘧啶-5-羧酸 --> 乙酸二乙氧基甲酯 --> 3-氨基吡唑-4-甲酸 --> 2-(乙硫基)-4-羟基嘧啶-5-乙酸乙酯 --> 5-氨基-4-乙氧羰基-1-苯基吡唑 --> 4-苯基-2-羟基嘧啶-5-羧酸 --> 5-氨基-1-苯基吡唑-4-腈 --> 3-三氟甲基吡唑-4-羧酸乙酯 --> 5-尿嘧啶甲酸乙酯 --> N-FMOC-L-甘氨酸 --> 4-氨基-2-(甲基硫代)嘧啶-5-腈 --> 2-氨基-6-氯-3,5-二氰基吡啶 --> 4,5-二氰基咪唑 --> 乙氧甲叉 --> 氯甲基三乙氧基硅烷
  • 灭火剂:干粉、干砂、二氧化碳、泡沫、1211灭火剂
  • Sigma Aldrich:122-51-0(sigmaaldrich)
  • {Ch
  • 方法一:其制备方法是在反应釜内加入氯仿并搅拌,加热至55℃,滴加乙醇钠乙醇溶液,反应温度控制在60~65℃,加毕逐渐升温至70℃,保温1h,反应结束时pH<;8,滤去氯化钠,滤液分馏得粗品,再进行精馏得成品。3C 2 H 5 ONa+CHCl 3 →CH(OC 2 H 5 ) 3 +3NaCl
  • 用途一
  • Alfa Aesar:原甲酸三乙酯,98% Triethyl orthoformate, 98%(122-51-0)
  • 用途五:医药原料,是抗疟药物氯喹和喹哌等的合成原料。也用于制高聚物;照相药品;感光材料;防光晕染料;花青染料及合成农药等。
  • 可燃性危险特性:
  • 图谱信
  • 方法二:1.乙醇钠法以乙醇钠和氯仿为原料,在60-65℃下反应,生成原甲酸三乙酯粗制品,再经分馏精制
  • 急性毒性:吸入- 大鼠 LCL0: 4000 PPM/8 小时
  • 上游原料:乙醇 --> 钠 --> 三氯甲烷 --> 乙醇钠 --> 苯甲酰氯 --> 乙醇钠乙醇溶液
  • MSDS 信息:原甲酸(三)乙酯(122-51-0).msds

系列性分类


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