1000-84-6

Basic information

• Product Name: ethyl acetimidate
• Synonyms: ethyl acetimidate
• CAS NO: 1000-84-6
• Molecular Formula: C₄H₉NO
• Molecular Weight: 87.12036
• EINECS: 213-676-9
• Mol File: 1000-84-6.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 57.3°Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 0.89g/cm³
• Vapor Pressure: 232.293mmHg at 25°C
• Refractive Index: 1.404
• PKA: 8.35±0.70(Predicted)
• CAS DataBase Reference: ethyl acetimidate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl acetimidate(1000-84-6)
• EPA Substance Registry System: ethyl acetimidate(1000-84-6)

Safety Data

• Hazardous Substances Data: 1000-84-6(Hazardous Substances Data)

Usage

Preparation

To a flask cooled to -5°C containing 61.5 gm (1.5 mole) of dry aceto-nitrile and 69.0 gm (1.5 mole) of anhydrous ethanol is added 532 gm (1.5 mole) of gaseous hydrogen chloride. The flask is stoppered and kept for 6 hr at 0°C and 4-5 days in the refrigerator. The resulting precipitate is filtered and washed with dry ether at 0°C. The salt is suspended in 500 ml of anhydrous ether and while stirring vigorously dry ammonia is passed into the suspension for 1.5 hr at -15°C. The resulting ammonium chloride is filtered and the ether solution is fractionally distilled to affect 60.0 gm (45.9%), b.p. 90°C, n24D 1.415, d23 0.872.

Purification Methods

It is best to prepare it freshly from the hydrochloride (see below). Dissolve the hydrochloride (123.5g) by adding it slowly to an ice-cold mixture of H2O (500mL), K2CO3 (276g) and Et2O (200mL) and stirring rapidly. The Et2O layer is separated, the aqueous layer is extracted with Et2O (100mL), the combined Et2O layers are dried (MgSO4), evaporated and the residual oil is distilled through a glass helices packed column (70x1.2cm). The yield is 19g (22%). [Glickman & Cope J Am Chem Soc 67 1020 1945, Chaplin & Hunter J Chem Soc 1118 1937, Hunter & Ludwig Methods Enzymol 25 585 1972.]

InChI:InChI=1/C4H9NO/c1-3-6-4(2)5/h5H,3H2,1-2H3

Upstream product

• 64-17-5 ethanol 
• 5426-05-1 Ethyl Thioethanimidate Hydrochloride 
• 60-35-5 acetamide 
• 75-03-6 ethyl iodide 
• 141-52-6 sodium ethanolate 
• 75-05-8 acetonitrile 
• 98071-92-2 1-ethoxy-1,1-diazido-ethane 
• 75-08-1 ethanethiol 
• 811-51-8 sodium thioethylate 
• 541-41-3 chloroformic acid ethyl ester 
• 2208-07-3 ethyl acetimidate hydrochloride 
• 261158-79-6 [Cp*Ir(η3-CH2CHCHPh)(NH=C(OEt)Me)]OTf 
• 603-35-0 triphenylphosphine 
• 250278-86-5 trans-[PtCl₂((E)-NH=C(Me)OEt)2] 

Downstream Products

• 14277-01-1 N-(4-methylphenyl)acetamidine 
• 38706-51-3 N-methyl-N-phenyl-acetamidrazone 
• 534-26-9 lysidine 
• 14277-00-0 N-phenylacetamidine 
• 74147-23-2 N-phenyl-acetamidrazone 
• 41269-66-3 C₁₁H₁₃ClN₂O₂ 
• 20375-33-1 (E)-1-(1-Ethoxyethylidene)-4-phenylsemicarbazide 
• 90871-77-5 <2-(1-Imino-aethyl)-1-phenyl-hydrazino>-essigsaeure 
• 63673-51-8 2-methyl-6-phenyl-4H-1,3-oxazin-4-one 
• 166888-18-2 2-(3-Acetimidoylamino-benzyl)-2-acetylamino-malonic acid diethyl ester 
• 926-67-0 O-Ethyl thioacetate 
• 62-55-5 thioacetamide 
• 7664-41-7 ammonia 
• 75-07-0 acetaldehyde 

Relevant articles and documents

Synthesis, electronic structure, linear and nonlinear photophysical properties of novel asymmetric branched compounds

A series of novel asymmetric branched compounds that utilize a 1,3,5-triazine core and feature D-π-A-(π-D′-π-A′)0-2 configurations (D = donor, A = acceptor, π = conjugated bridge) were designed, successfully synthesized, and fully characterized by 1H NMR, 13C NMR, FT-IR, and HRMS. Their photophysical properties including linear absorption, one-photon excited fluorescence, two-photon absorption, and frequency up-converted fluorescence, were systematically investigated in different solvents. With a rise in the polarity of solvents, the peak positions of the one-photon excited fluorescence are red-shifted and the Stokes shifts increase, while the linear absorption wavelengths change slightly. In addition, the target compounds except CZ show the positive solvatokinetic effect. With a rise in the number of branches, the red shifts of the absorption and emission maxima, the hyperchromicity of the molar absorption coefficients, and the decrease of the Stokes shifts are observed. The peripheral electron donors (carbazole, phenothiazine) and acceptors (pyridine, benzimidazole) also exert an important influence on the photophysical properties. Under excitation of 690–930 nm fs laser pulses, all the target compounds emit frequency up-converted fluorescence with the maximal peaks at 471–575 nm, and the two-photon absorption cross-sections in THF are 132 (PTZ), 182 (CZ), 453 (CZ-Py1), 844 (CZ-Py2), 1244 (CZ-BI1), and 2072 (CZ-BI2) GM, respectively. Their two-photon response is found to be nearly additive with respect to the number of branches. The time-dependent density functional theory calculations were conducted to gain an insight into their electronic structures and to better understand the structure-photophysical property relationships. The results clearly indicate the importance of appropriate structural units on the enhancement of two-photon absorption properties.

Continuous detection of HCl and NH3 gases with a high-performance fluorescent polymer sensor

A novel fluorescent triazine-based covalent organic polymer (COP-1) sensor for HCl and NH3 gases has been designed and synthesized. Both the COP-1 powders that were dispersed in solvents and the COP-1 film that was formed on the surface of quartz sheets exhibited stable fluorescence and a sensitive HCl/NH3 response. Immersion in HCl-bubbled solvents weakens and red-shifts the fluorescence emission of the COP-1 powders, owing to a protonation-induced charge transfer (CT). Subsequent injection of NH3 into the solvents recovers the fluorescence via deprotonation. Interestingly, the microporous COP-1 film also shows a similar fluorescence response to HCl/NH3 gas, with high sensitivity and good reversibility, which suggests that it could serve as a solid-state optical probe for continuous and quantitative detection of HCl and NH3 gases. The formation of the red-shifting hydrogen bonds is found to be the origin of the response.

A METHOD OF PREPARING 5-ALKYLTETRAZOLE

The present invention relates to a method of preparing 5-alkyltetrazole which comprises the following steps: a) reacting alkyl imidate represented by chemical formula 1 with a1) hydrazine to obtain a compound represented by chemical formula 2; a2) reacting the compound represented by the chemical formula 2 with a nitrite compound and acid, to obtain a reaction mixture; and b) reacting the reaction mixture with a base to obtain 5-alkyltetrazole represented by chemical formula 3.COPYRIGHT KIPO 2018

Synthesis, tunable two and three-photon absorption properties of triazine derivatives by branches

Three novel triazine derivatives, (E)-4-(2-(4,6-dimethyl-1,3,5-triazin-2- yl)vinyl)- N,N-di-p-tolylaniline (a), 4,4′-((1E,1′E)-(6-methyl-1,3, 5-triazine-2,4-diyl) bis(ethene-2,1-diyl))bis(N,N-di-p-tolylaniline) (b), and 4,4′,4′′-((1E,1′E,1′′E)-(1,3,5- tri