Skip to Content
Merck
All Photos(1)

Documents

06357

Sigma-Aldrich

(S)-4-Benzylthiazolidine-2-thione

≥95.0% (GC)

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C10H11NS2
CAS Number:
171877-39-7
Molecular Weight:
209.33
MDL number:
MFCD06658216
UNSPSC Code:
12352005
PubChem Substance ID:
329748231
NACRES:
NA.22

Quality Level

100

Assay

≥95.0% (GC)

optical activity

[α]20/D -122±5°, c = 1% in chloroform

optical purity

enantiomeric ratio: ≥99:1 (LC)

SMILES string

S=C1N[C@H](CS1)Cc2ccccc2

InChI

1S/C10H11NS2/c12-10-11-9(7-13-10)6-8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H,11,12)/t9-/m0/s1

InChI key

SLDUGQISGRPGAW-VIFPVBQESA-N

Application

A highly selective and efficient chiral auxiliary which can be directly reduced to its corresponding aldehyde and the chiral auxiliary by reductive cleavage with diisobutylaluminum hydride.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCK0649
BCCD1805
BCCC0431
BCBX7243
BCBX5576

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Velazquez. F.; Olivo, H. F.
Current Organic Chemistry, 6, 303-303 (2002)
M T Crimmins et al.
Organic letters, 2(6), 775-777 (2001-02-07)
[formula: see text] Asymmetric aldol additions using chlorotitanium enolates of thiazolidinethione propionates proceed with high diastereoselectivity for the "Evans" or "non-Evans" syn product depending on the nature and amount of the base used. With (-)-sparteine as the base, selectivities of

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

Contact Technical Service