|
|
| | 1,1-Bis(hydroxymethyl)cyclopropane Basic information |
| | 1,1-Bis(hydroxymethyl)cyclopropane Chemical Properties |
| Boiling point | 235-236 °C(lit.) | | density | 1.065 g/mL at 25 °C(lit.) | | refractive index | n20/D 1.4700(lit.) | | Fp | >230 °F | | storage temp. | Sealed in dry,Room Temperature | | solubility | Chloroform, Ethyl Acetate (Slightly) | | pka | 14.80±0.10(Predicted) | | form | Colourless to Off-White Oil to Semi-Solid | | color | Colorless to Light yellow to Light orange | | Specific Gravity | 1.065 | | InChI | InChI=1S/C5H10O2/c6-3-5(4-7)1-2-5/h6-7H,1-4H2 | | InChIKey | YAINYZJQSQEGND-UHFFFAOYSA-N | | SMILES | C1(CO)(CO)CC1 | | CAS DataBase Reference | 39590-81-3(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36 | | Safety Statements | 26-36 | | WGK Germany | 3 | | Hazard Note | Irritant | | HS Code | 29021990 | | Storage Class | 10 - Combustible liquids | | Hazard Classifications | Eye Irrit. 2 |
| | 1,1-Bis(hydroxymethyl)cyclopropane Usage And Synthesis |
| Chemical Properties | Colorless to yellow liquid | | Uses | 1,1-Bis(hydroxymethyl)cyclopropane is used in the synthesis of morphine alkaloids. It also serves as an inhibitor of 5-lipoxygenase. | | Synthesis | The general procedure for the synthesis of 1,1-cyclopropanedimethanol from dimethyl 1,1-cyclopropanedicarboxylate was as follows: lithium aluminum hydride (LiAlH4, 569 mg, 15.0 mmol) was added batchwise to a solution of dimethyl-1,1-cyclopropanedicarboxylate (791 mg, 5.01 mmol) in ether (Et2O, 20 mL) at 0 °C. The reaction mixture was stirred at room temperature for 4 h. The reaction was subsequently quenched with saturated sodium sulfate (Na2SO4) solution at 0 °C. The precipitated solid was filtered and washed with tetrahydrofuran (THF). The filtrate was concentrated and purified by column chromatography (eluent: ethyl acetate, EtOAc) to afford 440 mg (86% yield) of the target product 1,1-cyclopropanedimethanol. The structure of the product was confirmed by 1H NMR (300 MHz, CDCl3): δ 4.02 (s, 2H), 3.56 (s, 4H), 0.48 (s, 4H); mass spectrum (electrospray ionization, ES) m/z: 125 ([M + Na]+). | | References | [1] Patent: WO2005/30694, 2005, A1. Location in patent: Page/Page column 84-85
[2] Patent: WO2005/12324, 2005, A2. Location in patent: Page/Page column 106-107
[3] Patent: WO2014/209034, 2014, A1. Location in patent: Paragraph 580; 581; 582 |
| | 1,1-Bis(hydroxymethyl)cyclopropane Preparation Products And Raw materials |
|