17640-15-2 Usage
Description
Methyl cyanoformate, also known as Mander's reagent, is an organic compound with the chemical formula CH3OC(O)CN. It is a colorless liquid with an ethereal odor and is soluble in alcohol, benzene, and ether. Methyl cyanoformate is known for its use as a reagent in organic synthesis, particularly as a source of the methoxy carbonyl group. It was also the active ingredient in the pesticide product Zyklon A.
Uses
Used in Organic Synthesis:
METHYL CYANOFORMATE is used as a selective acylating reagent for introducing the methoxy carbonyl group into various organic compounds. This application is valuable in the synthesis of a wide range of organic molecules, including pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pesticide Production:
METHYL CYANOFORMATE was historically used as the active ingredient in the pesticide product Zyklon A. Its role in this application was to act as a potent and effective insecticide, targeting a variety of pests that could cause significant damage to crops and stored products.
Used in Research and Development:
METHYL CYANOFORMATE is also utilized in research and development settings, where it serves as a valuable tool for chemists to explore new reactions and develop innovative synthetic methods. Its unique reactivity and selectivity make it an attractive candidate for studying various organic transformations and understanding the underlying reaction mechanisms.
Purification Methods
Purify the ester by fractionation through a 45cm glass helices packed column or a 30cm spinning band column. [Sheppard J Org Chem 27 3756 1962.] It has been distilled through a short Vigreux column (p 11), and further purified by recrystallisation from Et2O at -40o as white crystals which melt at room temperature. NMR: 4.0 ( C3), and IR: 2250 (CN) and 1750 (CO) cm-1 . [Childes & Weber JOrg Chem 41 3486 1976, Beilstein 2 III 1587.]
Check Digit Verification of cas no
The CAS Registry Mumber 17640-15-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,7,6,4 and 0 respectively; the second part has 2 digits, 1 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 17640-15:
(7*1)+(6*7)+(5*6)+(4*4)+(3*0)+(2*1)+(1*5)=102
102 % 10 = 2
So 17640-15-2 is a valid CAS Registry Number.
InChI:InChI=1/C3H3NO2/c1-6-3(5)2-4/h1H3
17640-15-2Relevant articles and documents
Williams et al.
, p. 922,923,928 (1971)
Hepta(methoxycarbonyl)cycloheptatriene halo derivatives
Platonov,Okonnishnikova,Levina,Tomilov, Yu. V.
, p. 241 - 245 (2015/10/05)
A reaction of potassium hepta(methoxycarbonyl)cycloheptatrienide with chlorine and bromine gave high yields of the corresponding chloroand bromohepta(methoxycarbonyl)cycloheptatrienes; the fluoro derivative was obtained by the exchange reaction of the corresponding bromide with silver fluoride. In contrast to the mentioned halides, the iodo derivative has proved unstable. Thermolysis of bromohepta(methoxycarbonyl)cycloheptatriene was studied, as well as its conversion to the azido and methoxy derivatives upon treatment with NaN3 or methanol.
Reaction of stabilised phosphorus ylides with nitrogen dioxide
Aitken, R. Alan,Karodia, Nazira
, p. 251 - 254 (2007/10/03)
The reaction of the stabilised ylides 14-23 with an excess of NO2 in CH2Cl2 at room temperature gives different results depending on the structure of the starting ylide. The monacyl ylides 14-16 give the corresponding α-oxo nitriles 4 together with Ph3PO · HNO3 (24) which has been fully characterised for the first time. Under the same conditions, the ylide 18 gives 2,4-dinitrobenzonitrile (26), Ph3PO, and benzoic acid. The other ylides examined all give 24 together with a variety of other products.
1,2λ3,3λ3-AZADIPHOSPHOLE EIN AROMATISCHES RINGSYSTEM MIT CIS-P=P-DOPPELBINDUNG 1λ3ρ3,λ3ρ3-DIPHOSPHOLE
Maerkl, G.,Dietl, S.,Ziegler, M. L.,Nuber, B.
, p. 5867 - 5870 (2007/10/02)
By reaction of 1,2,4,5-tetrazinedicarboxylates with 4 mole tert-butylphosphaethyne the title compounds are formed in an unusual reaction sequence.
