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855060 Rink Acid resin (100-200 mesh)

Novabiochem®

Rink Acid resin (100-200 mesh) MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.
CAS #: 9003-70-7
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855060
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Overview

Replacement Information

Key Spec Table

CAS #
9003-70-7
Description
Catalogue Number855060
Replaces01-64-0012
Brand Family Novabiochem®
Alternate Names
  • 4-(2',4'-Dimethoxyphenyl-hydroxymethyl)-phenoxy resin
Background InformationRink acid resin is a super acid-labile support for the solid phase immobilization of carboxylic acids [1]. Cleavage can be effected with as little as 10% AcOH in DCM, providing highly acid-sensitive products in high yields and purities. However, care must be taken to prevent product loss during synthetic manipulations [2], owing to the extreme acid sensitivity of this support.

Treatment with HCl in THF [3] or Ph3PCl2 [4] has been shown to efficiently convert this resin to the corresponding benzhydryl chloride, to which can be coupled a wide range of functional groups: hydroxylamines [3], alcohols, amines, acids and thiols [4].

Rink acid resin has also been converted to a trifluoroacetate with TFA and used in a similar manner to immobilize amines, thiols, alcohols, and phenols [5]. In a more detailed study, the same authors found 1 M trifluoroacetic anhydride in 2,6-lutidine to give superior results with less degradation of the linker [6, 7]. Rink resin trifluoroacetate has also been used to prepare purines [8, 9].

Cleavage of amines and alcohols from this support has been carried out with either 5% TFA in DCM [4] or 20% TFA in DCM [5]; thiols were released with either 5% TFA in DCM [4] or 95% aq. TFA [5].



The product number for this product was previously 01-64-0012.

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References
Product Information
CAS number9003-70-7
HS Code3903 90 90
Structure formula ImageStructure formula Image
Quality LevelMQ200
Applications
Biological Information
Physicochemical Information
Dimensions
Materials Information
Toxicological Information
Safety Information according to GHS
Storage class10 - 13 Other liquids and solids
WGKWGK 1 slightly hazardous to water
Safety Information
Product Usage Statements
Storage and Shipping Information
StorageStore below +30°C.
Packaging Information
Transport Information
Supplemental Information
Specifications
Color (visual)white to yellow to beige
Appearance of substance (visual)beads
Loading (determined from the substition of the Fmoc-NH2 loaded resin)0.35 - 0.80 mmol/g
Swelling Volume (in DMF)lot specific result
The polymer matrix is copoly (styrene - 1% DVB) 100 -200 mesh

Documentation

Rink Acid resin (100-200 mesh) SDS

Title

Safety Data Sheet (SDS) 

Citations

Title
  • [1] H. Rink (1987) Tetrahedron Lett., 28, 3787.
  • [2] H. U. Immer, et al. in 'Peptides, Chemistry, Structure & Biology, Proc. 11th American Peptide Symposium', J. E. Rivier & G. R. Marshall (Eds), ESCOM, Leiden, 1990, pp. 1054.
  • [3] S. L. Mellor & W. C. Chan (1997) J. Chem. Soc., Chem. Commun., 2005.
  • [4] R. S. Garigipati (1997) Tetrahedron Lett., 38, 6807.
  • [5] W.K.-D. Brill in 'First Conference on Synthetic Organic Chemistry', www.mdpi.org/ecsoc, 1997.
  • [6] W.K.-D. Brill (1998) Syn. Lett., 906.
  • [7] R. A. Tommesi, et al. (1998) Tetrahedron Lett., 39, 5477.
  • [8] W.K.-D. Brill (2001) Syn. Lett., 1097.
  • [9] W.K.-D. Brill & C. Riva-Toniolo (2001) Tetrahedron Lett., 42, 65`5.