27491-70-9

Basic information

• Product Name: Nsc294729
• Synonyms: Nsc294729;Dimethyl Diazomethylphosphonate;DiMethylphosphonodiazoMethane;P-(DiazoMethyl)phosphonic Acid DiMethyl Ester;Seyferth-Gilbert Reagent
• CAS NO: 27491-70-9
• Molecular Formula: C₃H₇N₂O₃P
• Molecular Weight: 150.073041
• Product Categories: Miscellaneous Reagents
• Mol File: 27491-70-9.mol
• Article Data: 2

Chemical Properties

• Boiling Point: bp0.42 59°
• Appearance: /
• Refractive Index: nD25 1.4585
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• Stability: Moisture Sensitive
• CAS DataBase Reference: Nsc294729(CAS DataBase Reference)
• NIST Chemistry Reference: Nsc294729(27491-70-9)
• EPA Substance Registry System: Nsc294729(27491-70-9)

Safety Data

• Hazardous Substances Data: 27491-70-9(Hazardous Substances Data)

Usage

Description

Nsc294729 is a chemical compound with the chemical properties of a yellow oil. It is known for its role as a reagent in the one-carbon homologation of aldehydes and ketones to alkynes. Additionally, it serves as a Seyferth-Gilbert Reagent, which is a type of reagent used in organic chemistry for specific reactions.

Uses

Used in Chemical Synthesis:
Nsc294729 is used as a reagent for the one-carbon homologation of aldehydes and ketones to alkynes. This application is significant in chemical synthesis, as it allows for the creation of new compounds with extended carbon chains, which can be further utilized in various chemical and pharmaceutical processes.
Used in Organic Chemistry:
As a Seyferth-Gilbert Reagent, Nsc294729 is employed in specific organic reactions that involve the conversion of aldehydes and ketones into other functional groups. This reagent is particularly useful in the synthesis of complex organic molecules and can contribute to the development of new pharmaceuticals and other chemical products.

InChI:InChI=1/C3H8N2O3P/c1-7-9(6,8-2)3-5-4/h3-4H,1-2H3/q+1

Upstream product

• 2158-14-7 4-acetamidobenzenesulfonyl azide 
• 153650-87-4 dimethyl (3,3,3-trifluoro-2,2-dihydroxypropyl)phosphonate 
• 4202-14-6 dimethyl (2-oxopropyl)phosphonate 

Downstream Products

• 58867-37-1 [Diazo-(1-hydroxy-2-oxo-3,3-diphenyl-indan-1-yl)-methyl]-phosphonic acid dimethyl ester 
• 64715-27-1 4-(Pyrrolidinylmethylene)-1-methyl-1-cyclohexene 
• 6815-55-0 1-(cyclohexylidenemethyl)pyrrolidine 
• 18649-64-4 2-ethynylfuran 
• 2243-98-3 1-undecyne 
• 4544-28-9 3-phenyl-1-butyne 
• 143327-83-7 O-tert-butyl N-(S)-(5-methylhex-1-yn-3-yl)carbamate 
• 143327-79-1 ((S)-1-benzyl-2-prop-2-ynyl)carbamic acid t-butyl ester 
• 143327-82-6 ((R)-1-Benzyloxymethyl-prop-2-ynyl)-carbamic acid tert-butyl ester 
• 143327-82-6 ((S)-1-Benzyloxymethyl-prop-2-ynyl)-carbamic acid tert-butyl ester 
• 143327-80-4 ((S)-5-tert-Butoxycarbonylamino-hept-6-ynyl)-carbamic acid benzyl ester 
• 143327-78-0 tert-butyl [(1S)-1-isopropylprop-2-yn-1-yl]carbamate 
• 70550-80-0 diphenylphosphanoxid 
• 126616-53-3 N⁶-benzoyl-2',3'-isopropylidene-5'-(5-((tert-butyldiphenylsilyl)oxy)-1-pentyn-3-yl)-5'-deoxyadenosine 

Relevant articles and documents

Application of FSO2N3 in preparation of diazo reagent

The invention discloses application of FSO2N3 in preparation of a diazo reagent. The application comprises the following step: in the presence of alkali, FSO2N3 and acetone dimethyl phosphate as shown in a formula 2 are subjected to a reaction as shown in the specification, and a Bestmann-Ohira and/or Seyferth-Gilbert reagent is obtained. According to the application, the Seyferth-Gilbert reagent and/or the Bestmann-Ohira reagent can be obtained at a high yield in half an hour, the two mixed reagents generated in the reaction do not need to be separated, and the one-pot method is directly applied to the synthesis of the terminal alkyne compound. And/or like.