• USA Home
  • 498270 - 1-Chloro-N,N,2-trimethyl-1-propenylamine

EMAIL THIS PAGE TO A FRIEND
498270 Sigma-Aldrich

1-Chloro-N,N,2-trimethyl-1-propenylamine

96%

Synonym: Ghosez′s reagent

  • CAS Number 26189-59-3

  • Linear Formula (CH3)2C=C(Cl)N(CH3)2

  • Molecular Weight 133.62

  •  MDL number MFCD00800562

  •  PubChem Substance ID 24873186

  •  NACRES NA.22

Purchase

Properties

Related Categories Alkenyl, Building Blocks, Chemical Reagents, Chemical Synthesis, Development Quantities for Research,
Quality Level   100
assay   96%
refractive index   n20/D 1.453 (lit.)
bp   129-130 °C (lit.)
density   1.01 g/mL at 25 °C (lit.)
storage temp.   2-8°C
SMILES string   CN(C)\C(Cl)=C(\C)C
InChI   1S/C6H12ClN/c1-5(2)6(7)8(3)4/h1-4H3
InChI key   GQIRIWDEZSKOCN-UHFFFAOYSA-N

Description

Application

1-Chloro-N,N,2-trimethyl-1-propenylamine is an acid halogenation reagent developed by Ghosez, that enables the conversion of carboxylic acids into the corresponding chlorides under strictly neutral conditions. This method was successfully used in the total synthesis of caloporoside, roseophilin, (-)-enniatin B, (±)-epimeloscine and (±)-meloscine.

Packaging

5, 50, 250 mL in glass bottle

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 2734PSN1 3(8) / PGI
WGK Germany 
WGK 3
Flash Point(F) 
80.0 °F - closed cup
Flash Point(C) 
26.67 °C - closed cup

Documents

Certificate of Analysis (COA)

Please Enter a Lot Number

Certificate of Origin (COO)

Please Enter a Lot Number

Meet Synthia - Retrosynthesis Sofware
Protocols & Articles

Articles

Acid Halogenation Reagents

The generation of an acid chloride is an obvious way to activate the carboxy group for amide bond formation. However, practical application of acid chlorides in peptide synthesis is restricted, becau...
Matthias Junkers
ChemFiles 2007, 7.2, 3.
Keywords: Fluorinations, Halogenations, Peptide synthesis, Racemizations, Solid phase peptide synthesis

Azide Formation

Azide coupling procedures were introduced by Curtius as one of the first successful strategies for the synthesis of peptides. For a long time they were thought to be the only racemisation free method...
Matthias Junkers
Aldrich ChemFiles 2007, 7.2, 3.
Keywords: Azide formation, Cyclizations, Peptide synthesis

Peer-Reviewed Papers
15

References

Related Products

related product

Product #

Description

Add to Cart

08168 Timestrip Plus 8 °C

Technical Service:

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Bulk Ordering & Pricing:

Need larger quantities for your development, manufacturing or research applications?