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CAS RN: 2127-03-9 | Product Number: D1114
2,2'-Dipyridyl Disulfide [for Peptide Synthesis]
Purity: >98.0%(GC)(T)
- 2,2'-Dithiodipyridine
Size | Unit Price | Philadelphia, PA | Portland, OR | Japan* | Quantity |
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5G |
$54.00
|
10 | 2 | ≥100 |
|
25G |
$162.00
|
3 | 8 | ≥100 |
|
250G |
$801.00
|
21 | 9 | ≥60 |
|
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Product Number | D1114 |
Purity / Analysis Method | >98.0%(GC)(T) |
Molecular Formula / Molecular Weight | C__1__0H__8N__2S__2 = 220.31 |
Physical State (20 deg.C) | Solid |
Storage Temperature | Room Temperature (Recommended in a cool and dark place, <15°C) |
Store Under Inert Gas | Store under inert gas |
Condition to Avoid | Air Sensitive |
CAS RN | 2127-03-9 |
Reaxys Registry Number | 154629 |
PubChem Substance ID | 87567675 |
SDBS (AIST Spectral DB) | 12066 |
MDL Number | MFCD00006287 |
Appearance | White to Almost white powder to crystal |
Purity(GC) | min. 98.0 % |
Purity(Nonaqueous Titration) | min. 98.0 % |
Melting point | 57.0 to 60.0 °C |
Solubility in Methanol | almost transparency |
Melting Point | 58 °C |
Solubility in water | Soluble |
Solubility (soluble in) | Methanol, Acetone, Ethanol |
Pictogram | |
Signal Word | Warning |
Hazard Statements | H315 : Causes skin irritation. H319 : Causes serious eye irritation. |
Precautionary Statements | P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ eye protection/ face protection. P337 + P313 : If eye irritation persists: Get medical advice/ attention. P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P302 + P352 : IF ON SKIN: Wash with plenty of soap and water. P332 + P313 : If skin irritation occurs: Get medical advice/ attention. P362 : Take off contaminated clothing and wash before reuse. |
HS Number | 2933.39.9200 |
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Used Chemicals
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Procedure
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To a solution of 3-amino-3-phenylpropionic acid (463 mg, 2.80 mmol) and triphenylphosphine (881 mg, 3.36 mmol) in acetonitrile (28 mL) was added 2,2'-dipyridyl disulfide (740 mg, 3.36 mmol) and the mixture was stirred at reflux for 3 hours. The solvent was removed under reduced pressure and the residue was purified by column chromatography (1:1 diethyl ether / dichloromethane on SiO2), giving white solid (250 mg, 56%).
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Experimenter’s Comments
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- (1) The reaction mixture was monitored by TLC (Et2O / CH2Cl2 = 1 : 1, Rf = 0.35).
- (2) This condition is also utilized in the Corey-Nicolaou macrolactonization.
- Synthesis of novel macrocyclic lactones in the prostaglandin and polyether antibiotic series
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Analytical Data(4-Phenyl-2-azetidinone)
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1H NMR (400 MHz, CDCl3); δ 7.27 – 7.38 (m, 5H), 6.47 (br s, 1H), 4.70 (dd, 1H, J = 2.4, 5.2 Hz), 3.41 (ddd, 1H, J = 2.4, 5.2, 14.8 Hz), 2.84 (dd, 1H, J = 2.0, 14.8 Hz).
13C NMR (101 MHz, CDCl3); δ 168.2, 140.1, 128.8, 128.2, 125.6, 50.3, 47.9.
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Lead Reference
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- Ph3P-(PyS)2-CH3CN as an excellent condensing system for β-lactam formation from β-amino acids
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Other References
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- Synthesis of (S)- and (R)-4[(methoxycarbonyl)methyl]-2-azetidinone by chemicoenzymic approach
Articles/Brochures
[TCI Practical Example] β-Lactamization through Condensation Reaction
Safety Data Sheet (SDS)
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Specifications
C of A & Other Certificates
Sample C of A
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Analytical Charts
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