CAS 3140-73-6|2-Chloro-4,6-dimethoxy-1,3,5-triazine|2-chloro-4,6-dimethoxy-1,3,5-triazine|2-chloro-4,6-dimethoxy-1,3,5-triazine|2-氯-4,6-二甲氧基-1,3,5-三嗪|2-Chloro-4,6-dimethoxy-1,3,5-triazine|2,4...

General Information

Structure

Molecular Formula

C₅H₆ClN₃O₂

Molecular Mass

175.57304

Exact Mass

175.01485413

Charge

InChI

InChI=1S/C5H6ClN3O2/c1-10-4-7-3(6)8-5(9-4)11-2/h1-2H3

InChIKey

GPIQOFWTZXXOOV-UHFFFAOYSA-N

Canonic Smiles

COc1nc(OC)nc(n1)Cl

Isomeric Smiles

n1c(nc(nc1OC)OC)Cl

Calculated Properties

JChem

H Acceptors

H Donor

LogD (pH = 5.5)

1.8065119

LogD (pH = 7.4)

1.8065119

Log P

1.8065119

Molar Refractivity

40.8386

Polarizability

14.911079

Polar Surface Area

57.13

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

Synonyms

2-Chloro-4,6-dimethoxy-1,3,5-triazine2-氯-4,6-二甲氧基-1,3,5-三嗪2-Chloro-4,6-dimethoxy-1,3,5-triazine2,4-Dimethoxy-6-chloro-1,3,5-triazine4,6-Dimethoxy-2-chloro-s-triazineNSC 46520

IUPAC Traditional name

2-chloro-4,6-dimethoxy-1,3,5-triazine

IUPAC name

2-chloro-4,6-dimethoxy-1,3,5-triazine

Names and Identifiers

Registration numbers

PubChem SID

2485460424863373162033748

MDL Number

Beilstein Number

EC Number

CAS Number

PubChem CID

Registration numbers

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Sigma Aldrich

375217

Packaging
1, 5 g in glass bottle
Application
A stable, yet highly reactive, peptide coupling agent.1

24320

Other Notes
Intermediate for the synthesis of triazines. Activating agent for peptide coupling1; Direct reduction of active esters to aldehydes2

Molecule Details

References

PubChem Literature

From Data Sources

• Can also be used for the esterification of carboxylic acids: Synthesis, 593 (1999). The intermediate active esters can be hydrogenolyzed, providing a simple method for reduction of acids to aldehydes; at higher pressures, further reduction to the alcohol can be effected: J. Org. Chem., 64, 8962 (1999).

• Similarly, carboxylic acids are converted to Weinreb amides by reaction with N,O-dialkyl hydroxylamines: J. Org. Chem., 66, 2534 (2001).

• Reagent for activation of carboxylic acids to nucleophiles: J. Org. Chem., 63, 4248 (1998). Peptide coupling reagent: Synthesis, 917 (1987). With N-methylmorpholine forms the quaternary chloride (DMTMM) which is a valuable low-cost coupling agent in solid-phase peptide synthesis: Synlett, 275 (2000). For a reexamination of the use of the reagent in peptide coupling, see: Tetrahedron Lett., 42, 4161 (2002); see also Appendix 6.

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

Synonyms

2-Chloro-4,6-dimethoxy-1,3,5-triazine2-氯-4,6-二甲氧基-1,3,5-三嗪2-Chloro-4,6-dimethoxy-1,3,5-triazine2,4-Dimethoxy-6-chloro-1,3,5-triazine4,6-Dimethoxy-2-chloro-s-triazineNSC 46520

IUPAC Traditional name

2-chloro-4,6-dimethoxy-1,3,5-triazine

IUPAC name

2-chloro-4,6-dimethoxy-1,3,5-triazine

Registration numbers

PubChem SID

2485460424863373162033748

MDL Number

MFCD00075607

Beilstein Number

148988

EC Number