Description
(R)-(+)-t-Butyl-t-butane thiosulfinate (CAS No. 67734-35-4) is a high-purity chiral organosulfur compound with the molecular formula C8H18OS2. This specialized reagent is widely utilized in asymmetric synthesis, pharmaceutical research, and catalysis due to its unique sulfinyl functional group and stereochemical properties. It is characterized by its tert-butyl and thiosulfinate moieties, which impart exceptional reactivity and selectivity in chiral transformations. Available in rigorously controlled batches, this compound is ideal for researchers requiring precise enantiomeric control in complex organic reactions. Each unit is supplied with comprehensive analytical data (including HPLC, NMR, and MS) to ensure reproducibility and compliance with industry standards.
Properties
- CAS Number: 67734-35-4
- Complexity: 150
- IUPAC Name: 2-[(R)-tert-butylsulfinyl]sulfanyl-2-methyl-propane
- InChI: InChI=1S/C8H18OS2/c1-7(2,3)10-11(9)8(4,5)6/h1-6H3/t11-/m1/s1
- InChI Key: ZFKIFCIQBZYNIQ-LLVKDONJSA-N
- Exact Mass: 194.07990754
- Molecular Formula: C8H18OS2
- Molecular Weight: 194.4
- SMILES: CC(C)(C)S[S@@](=O)C(C)(C)C
- Topological: 61.6
- Monoisotopic Mass: 194.07990754
- Synonyms: 67734-35-4, (R)-(+)-t-Butyl-t-butane thiosulfinate, 633-176-8, (R)-S-tert-butyl 2-methylpropane-2-sulfinothioate, (R)-tert-Butanethiosulfinate, MFCD08460193, 2-METHYL-2-{[(R)-2-METHYLPROPANE-2-SULFINYL]SULFANYL}PROPANE, 2-[(R)-tert-Butylsulfinyl]sulfanyl-2-methyl-propane, 2-[(R)-tert-butylsulfinyl]sulfanyl-2-methylpropane, C8H18OS2, AKOS016842301, DS-5253, SB44553, CS-0154654
(R)-(+)-t-Butyl-t-butane thiosulfinate is primarily employed as a chiral auxiliary or ligand in asymmetric synthesis, enabling enantioselective C-S bond formation. It serves as a key intermediate in the preparation of biologically active molecules, including APIs and agrochemicals. Researchers also leverage its sulfinyl group for catalytic applications in stereocontrolled oxidation reactions.
Safety and Hazards
GHS Hazard Statements
- H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
- H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
- H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
Precautionary Statements
- P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501
Hazard Classes and Categories
- Skin Irrit. 2 (100%)
- Eye Irrit. 2 (100%)
- STOT SE 3 (100%)
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