(4R,5R)-2-chloro-4,5-dimethyl-1,3,2λ5-dioxaphospholan-2-one

• ChemBase ID: 157980
• Molecular Formular: C4H8ClO3P
• Molecular Mass: 170.531281
• Monoisotopic Mass: 169.98995843
• SMILES: C[C@@H]1[C@H](OP(=O)(O1)Cl)C
• Canonical SMILES: C[C@H]1OP(=O)(O[C@@H]1C)Cl
• InChI: InChI=1S/C4H8ClO3P/c1-3-4(2)8-9(5,6)7-3/h3-4H,1-2H3/t3-,4-/m1/s1
• InChIKey: NWEOITOLZSNNEX-QWWZWVQMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R,5R)-2-chloro-4,5-dimethyl-1,3,2λ^5-dioxaphospholan-2-one
• IUPAC Traditional name: (4R,5R)-2-chloro-4,5-dimethyl-1,3,2λ^5-dioxaphospholan-2-one
• Synonyms: (+)-Anderson-Shapiro Reagent; (4R,5R)-2-Chloro-4,5-dimethyl-1,3,2-dioxaphospholane 2-oxide; (+)-Anderson-Shapiro 试剂; (4R,5R)-2-氯-2-氧-4,5-二甲基-1,3,2-二氧磷杂环戊烷

Database IDs

• CAS Number: 89104-48-3
• MDL Number: MFCD00010282
• Beilstein Number: 4244569
• PubChem SID: 24854633; 162252116
• PubChem CID: 13256444

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.162839
• LogD (pH = 7.4): 1.162839
• Log P: 1.162839
• Molar Refractivity: 34.0568 cm^3
• Polarizability: 14.155438 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: 132.8 °F; 56 °C
• Density: 1.300 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.437
• Optical Rotation: [α]20/D +14±2°, neat

Safety Information

• European Hazard Symbols: Corrosive (C)
• UN Number: 2920
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2
• Risk Statements: 34
• Safety Statements: 26-36/37/39-45
• GHS Pictograms: GHS02; GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H226-H314
• GHS Precautionary statements: P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2920 8/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.0%; ≥95.0% (sum of enantiomers, GC)
• Grade: for chiral derivatization
• Empirical Formula (Hill Notation): C4H8ClO3P

DETAILS

Sigma Aldrich - 24370

Other Notes
Derivatizing agent used for the determination of the enantiomeric purity of primary and secondary alcohols by 31P-NMR spectroscopy. There is no need to add a lanthanide shift reagent1,2