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Methyl diazoacetate, with the chemical formula CH3OCOCHN2, is a diazo compound and a member of the diazoacetate class. As an organic compound, it features a diazo functional group and is characterized by its colorless liquid state. It is widely recognized for its utility as a reagent in organic synthesis, particularly due to its capacity to engage in substitution and cycloaddition reactions. Methyl diazoacetate plays a significant role in the synthesis of pharmaceuticals and agrochemicals, despite its highly toxic and potentially explosive properties, which necessitate careful handling.

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  • 6832-16-2 Structure
  • Basic information

    1. Product Name: METHYL DIAZOACETATE
    2. Synonyms: METHYL DIAZOACETATE;Diazo Methyl acetate;methyl 2-diazoacetate;2-diazonio-1-methoxyethenolate
    3. CAS NO:6832-16-2
    4. Molecular Formula: C3H4N2O2
    5. Molecular Weight: 100.07606
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 6832-16-2.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 187.47°C (rough estimate)
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 1.4457 (rough estimate)
    6. Refractive Index: 1.5110 (estimate)
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: METHYL DIAZOACETATE(CAS DataBase Reference)
    10. NIST Chemistry Reference: METHYL DIAZOACETATE(6832-16-2)
    11. EPA Substance Registry System: METHYL DIAZOACETATE(6832-16-2)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 6832-16-2(Hazardous Substances Data)

6832-16-2 Usage

Uses

Used in Pharmaceutical Synthesis:
Methyl diazoacetate is used as a key intermediate in the synthesis of various pharmaceuticals, leveraging its ability to participate in critical chemical reactions that facilitate the creation of new drug molecules.
Used in Agrochemical Production:
In the agrochemical industry, Methyl diazoacetate serves as an essential reagent for the production of different agrochemicals, contributing to the development of substances that aid in crop protection and enhancement of agricultural yields.
Used in Organic Chemistry Research:
Due to its versatility in carrying out important chemical reactions, Methyl diazoacetate is utilized in organic chemistry research to explore new synthetic pathways and develop innovative methods for the formation of complex organic molecules.

Check Digit Verification of cas no

The CAS Registry Mumber 6832-16-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,8,3 and 2 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 6832-16:
(6*6)+(5*8)+(4*3)+(3*2)+(2*1)+(1*6)=102
102 % 10 = 2
So 6832-16-2 is a valid CAS Registry Number.
InChI:InChI=1S/C3H4N2O2/c1-7-3(6)2-5-4/h2H,1H3

6832-16-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-diazonio-1-methoxyethenolate

1.2 Other means of identification

Product number -
Other names diazoacetic acid methyl ester

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:6832-16-2 SDS

6832-16-2Relevant articles and documents

INVESTIGATION OF THE STAUDINGER REACTION BETWEEN BICYCLIC PHOSPHITE AND DIAZO COMPOUNDS

Pei, Chengxin,Xu, Xuanlong

, p. 143 - 148 (2007/10/02)

Nine bicyclic phosphatazines were synthesized by the Staudinger reaction between bicyclic phosphite (1) and diazo compounds (2-5), the Elemental Analysis data, IR, 31P NMR and Mass Spectral data of these compounds are reported.The reaction of diazoacetate with bicyclic phosphite was followed by 31P NMR, the concentration-time curve was simulated by Optimal Approximation with a computer.It was found that this reaction consisted of two steps, the first step was second-order and the second was first-order.A possible mechanism is also proposed.Key words: Staudingerreaction; bicyclic phosphite; phosphatazine; optimal approximation; NMR; IR.

DIAZOVERBINDUNGEN-67. ELEKTROPHILE DIAZOALKANSUBSTITUTION MIT DONORSUBSTITUIERTEN KATIONEN

Regitz, M.,Weise, G.,Lenz, B.,Foerster, U.,Urgast, K.,Maas, G.

, p. 499 - 520 (2007/10/02)

The imidazolinium chloride 8 reacts with diazomethyl compounds 3 (in the presence of an amine) or with metal derivatives of 3 under the formation of the 2-(diazomethyl)imidazolidines 2.Compounds of the same type are received by treatment of the electron-r

NITROSATION OF PEPTIDE BONDS. CLEAVAGE OF NITROSATED PEPTIDES BY PYRROLIDINE AND α-AMINO ESTERS

Garcia, Jordi,Gonzalez, Javier,Segura, Ramon,Vilarrasa, Jaume

, p. 3121 - 3128 (2007/10/02)

The reaction of several α-amino acids and peptides (containing Gly, L-Ala, L-Leu, L- or DL-Phe, and/or L- or D-Val) with air-diluted nitrogen oxides has been studied to roughly mimic the N-nitrosation of peptide bonds that the contaminated urban air might produce in pulmonary tissues. Most N-protected α-amino acids give practically quantitative yields of N-nitroso derivatives. N-Protected dipeptides afford either dinitrosated peptides, mixtures of di- and mononitrosated compounds, selectively mononitrosated products, or no reaction at all, depending mainly on steric effects. The same trends are observed for some higher peptides.The (poly)nitrosated peptides, which retain the chirality of the starting materials, have been characterized by 1H and 13C NMR spectroscopy and are cleaved by pyrrolidine and amino esters under mild conditions to give (new) amides or peptides plus diazo derivatives.

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