(4R)-4-(chloromethyl)-2,2-dimethyl-1,3-dioxolane

• ChemBase ID: 145664
• Molecular Formular: C6H11ClO2
• Molecular Mass: 150.60334
• Monoisotopic Mass: 150.04475727
• SMILES: CC1(OC[C@@H](O1)CCl)C
• Canonical SMILES: ClC[C@H]1COC(O1)(C)C
• InChI: InChI=1S/C6H11ClO2/c1-6(2)8-4-5(3-7)9-6/h5H,3-4H2,1-2H3/t5-/m0/s1
• InChIKey: BNPOTXLWPZOESZ-YFKPBYRVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R)-4-(chloromethyl)-2,2-dimethyl-1,3-dioxolane
• IUPAC Traditional name: (4R)-4-(chloromethyl)-2,2-dimethyl-1,3-dioxolane
• Synonyms: (R)-(+)-4-(Chloromethyl)-2,2-dimethyl-1,3-dioxolane; (R)-(+)-3-Chloro-1,2-propanediol acetonide; (R)-(+)-4-Chloromethyl-2,2-dimethyl-1,3-dioxolane; (R)-(+)-4-(氯甲基)-2,2-二甲基-1,3-二氧戊环; (R)-(+)-4-氯甲基-2,2-二甲基-1,3-二氧戊烷

Database IDs

• CAS Number: 57044-24-3
• MDL Number: MFCD00273371
• Beilstein Number: 4654188
• PubChem SID: 162239868; 24869114
• PubChem CID: 2734443

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.2180024
• LogD (pH = 7.4): 1.2180024
• Log P: 1.2180024
• Molar Refractivity: 35.7741 cm^3
• Polarizability: 14.329616 Å^3
• Polar Surface Area: 18.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 63 °C/37 mmHg(lit.); 63°C/37mm
• Flash Point: 123.8 °F; 50°C(122°F); 51 °C
• Density: 1.103; 1.103 g/mL at 25 °C(lit.)
• Refractive Index: 1.4340; n20/D 1.434(lit.)
• Optical Rotation: [α]24/D +42.1°, neat; +42 (neat)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• UN Number: 1993; UN1993
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 3; III
• Risk Statements: 10-38-41; 10-41
• Safety Statements: 16-26-36; 23-26-37/39
• TSCA Listed: 否
• GHS Pictograms: GHS02; GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H226-H318; H318-H315-H226
• GHS Precautionary statements: P210-P241-P303+P361+P353-P305+P351+P338-P403+P235-P501A; P280-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1993 3/PG 3

Product Information

• Purity: 98%; 98%, ee 98%
• Empirical Formula (Hill Notation): C6H11ClO2

DETAILS

Sigma Aldrich - 456136

Packaging
5 g in glass bottle
Application
Utilized in the preparation of both enantiomers of the orally active antifungal azolic agent ketoconazole.1