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DIPHENYLURETHANE, also known as Ethyl diphenylcarbamate, is an N-substituted ethyl carbamate with a unique mass spectra that has been studied. It undergoes elimination kinetics within a specific temperature and pressure range, exhibiting a homogeneous, unimolecular reaction that follows a first-order rate law. The reaction products include ethylene, carbon monoxide, and the corresponding secondary amine.

603-52-1

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603-52-1 Usage

Uses

Used in Chemical Synthesis:
DIPHENYLURETHANE is used as a chemical intermediate for the synthesis of various organic compounds. Its unique reactivity and the products formed from its reaction make it a valuable component in the development of new chemical entities.
Used in Pharmaceutical Research:
DIPHENYLURETHANE is used as a research compound in the pharmaceutical industry. Its properties and reaction kinetics can provide insights into the development of new drugs and therapeutic agents.
Used in Material Science:
In the field of material science, DIPHENYLURETHANE can be used as a component in the development of novel materials, taking advantage of its unique chemical properties and reaction characteristics.
Used in Analytical Chemistry:
DIPHENYLURETHANE is used as a reference compound in analytical chemistry, particularly in mass spectrometry. Its well-studied mass spectra can be utilized for calibration and method development in various analytical techniques.

Flammability and Explosibility

Notclassified

Check Digit Verification of cas no

The CAS Registry Mumber 603-52-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,0 and 3 respectively; the second part has 2 digits, 5 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 603-52:
(5*6)+(4*0)+(3*3)+(2*5)+(1*2)=51
51 % 10 = 1
So 603-52-1 is a valid CAS Registry Number.
InChI:InChI=1/C15H15NO2/c1-2-18-15(17)16(13-9-5-3-6-10-13)14-11-7-4-8-12-14/h3-12H,2H2,1H3

603-52-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name ethyl N,N-diphenylcarbamate

1.2 Other means of identification

Product number -
Other names ethoxy-N,N-dibenzamide

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:603-52-1 SDS

603-52-1Relevant academic research and scientific papers

Preparation method of amide compound

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Paragraph 0069-0074, (2018/03/28)

The invention discloses a preparation method of an amide compound. The preparation method comprises the following steps: enabling a solution A containing a compound I to react with a solution B containing n-butyllithium at -80 to 10 DEG C, and then enabling a reaction solution to react with a solution C containing a compound II at -80 to 10 DEG C, wherein the concentration of the compound I in the solution A is 5 to 40 percent by weight, the concentration of the compound II in the solution C is 5 to 50 percent by weight, flow rates of the solution A and the solution C are respectively 0.1 to 25 L/s and 0.1 to 1.5 L/s, n is an integer of 0 to 5, and R1 is separately C1 to C6 alkyl, C1 to C6 alkoxy or substituted or un-substituted C6 to C10 aryl; R2 is hydrogen, C1 to C6 alkyl, or substituted or non-substituted phenyl, and a substituting group substituting the phenyl is C1 to C6 alkyl or C1 to C6 alkoxy; and R3 is C1 to C6 alkyl or one or more phenyl-substituted methyl.

Ru-catalyzed hydrogenation of 3,5-diketo amides: Simultaneous control of chemo- and enantioselectivity

Li, Wanfang,Fan, Weizheng,Ma, Xin,Tao, Xiaoming,Li, Xiaoming,Xie, Xiaomin,Zhang, Zhaoguo

supporting information, p. 8976 - 8978 (2012/11/07)

By modulating the chelating priorities of the different directing groups in 3,5-diketo amides with the assistance from coordinating solvent, highly chemo- and enantioselective hydrogenation of the C3-carbonyls was achieved in the presence of [RuCl(benzene)(S)-SunPhos]Cl in THF.

A novel and efficient strategy for the synthesis of various carbamates using carbamoyl chlorides under solvent-free and grinding conditions using microwave irradiation

Zare, Hassan,Ghanbari, Mohammad Mehdi,Jamali, Marzieh,Aboodi, Abdollah

, p. 883 - 886 (2012/08/28)

We present an efficient, fast and simple strategy of generating the intermediate carbamoyl chlorides from secondary amines using stoichiometric amounts of bis(trichloromethyl)carbonate (BTC) in solution and solvent-free conditions with excellent yields. The results obtained showed the yield increasing on whether a base was used. Finally, an efficient and rapid synthesis of variety carbamate derivatives was developed by the reaction with a high variety of different alcohols, phenols, diols and this intermediate at room temperature with grinding and in solvent-free conditions under microwave irradiation. The presence of various safe bases is shown to be effective in reducing the reaction times, increasing the yields and easing purification. The present method does not involve any hazardous phosgene.

Facile N-arylation of amines and sulfonamides and O-arylation of phenols and arenecarboxylic acids

Liu, Zhijian,Larock, Richard C.

, p. 3198 - 3209 (2007/10/03)

An efficient, transition-metal-free procedure for the N-arylation of amines, sulfonamides, and carbamates and O-arylation of phenols and carboxylic acids has been achieved by allowing these substrates to react with a variety of o-silylaryl inflates in the presence of CsF. Good to excellent yields of arylated products are obtained under very mild reaction conditions. This chemistry readily tolerates a variety of functional groups.

Correlation of the rates of solvolysis of the N,N-diphenylcarbamoylpyridinium ion

Kevill, Dennis N.,Bond, Michael W.,D'Souza, Malcolm J.

, p. 273 - 276 (2007/10/03)

Solvolyses of the N,N-diphenylcarbamoylpyridinium ion are subject to specific and/or general base catalysis, which can be eliminated by addition of perchloric acid or increased, especially in fluoroalcohol-containing solvents, by addition of pyridine. The uncatalyzed solvolyses in aqueous methanol and aqueous ethanol involve a weakly nucleophilically assisted (l=0.22) heterolysis and the solvolyses in the pure alcohols are anomalously slow.

Kinetics and Selectivities for the Solvolysis of N,N-Diphenylcarbamoyl Chloride

D'Souza, Malcolm J.,Kevill, Dennis N.,Bentley, T. William,Devaney, Angela C.

, p. 1632 - 1637 (2007/10/02)

Values for the specific rates of solvolysis of N,N-diphenylcarbamoyl chloride have been analyzed using the two-term Grunwald-Winstein equation, incorporating the NT solvent nucleophilicity scale and the YCl solvent ionizing power scale.The sensitivities of 0.23+/-0.04 to changes in NT and of 0.58+/-0.03 to changes in YCl are consistent with an SN1 pathway with extensive internal nucleophilic assistance and a weak nucleophilic solvation of the developing carbocation.Product studies have been performed in mixtures of water with methanol, ethanol, and 2,2,2-trifluoroethanol (TFE) and in TFE-ethanol mixtures.Giving further support to the proposed SN1 mechanism, both the sensitivity to changes in solvent nucleophilicity and the product selectivities in aqueous ethanol and methanol parallel closely those previously determined for solvolyses of p-methoxybenzoyl chloride.

NOVEL SYNTHESES OF ARYLCARBAMIC ESTERS FROM CARBON DIOXIDE AND AROMATIC AMINE VIA A ZINC CARBAMATE.

Yoshida,Ishii,Kawato,Yamashita,Yano,Inoue

, p. 2913 - 2916 (2007/10/02)

Arylcarbamic esters were synthesized directly from carbon dioxide and an aromatic amine via a zinc carbamate. The alkylation of the reaction mixture of carbon dioxide, an aromatic amine, and diethylzinc with dialkyl sulfate formed alkyl arylcarbamate in a high yield. Also, 2-hydroxycyclohexyl diphenylcarbamate was obtained selectively in a good yield by the reaction of carbon dioxide, epoxycyclohexane, and ethylzinc diphenylamide. Other arylcarbamates of 1,2-cyclohexanediol were obtained by the reactions of carbon dioxide, an aromatic amine, diethylzinc, and epoxycyclohexane.

Reactions with Aziridines. XXIV: Amidoethylation of Esters of Monosubstituted Malonic Acids

Budny, Jochen,Stamm, Helmut

, p. 657 - 664 (2007/10/02)

Diethyl phenylmalonate (1a) and methylmalonate (1b) have been amidoethylated with the N-acyl aziridines 3a-e under various conditions.In one case only (5) we were able to isolate the primarily formed amidoethyl derivative as minor product which otherwise cyclized apparently completely to form the corresponding N-acyl pyrrolidones 6a-f which mostly underwent further (alcoholytic) reactions.

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