39590-81-3

Basic information

• Product Name: 1,1-Bis(hydroxymethyl)cyclopropane
• Synonyms: CYCLOPROPYLIDENEDIMETHANOL;CYCLOPROPANE DIMETHANOL;1,1-BIS(HYDROXYMETHYL)CYCLOPROPANE;1,1-CYCLOPROPANEDIMETHANOL;1,1-DIMETHYLCYCLOPROPANE;(1-HYDROXYMETHYLCYCLOPROPYL)METHANOL;1,1-Cyclopropane dimethanlol;1,1-Cyclopropyldimethanol
• CAS NO: 39590-81-3
• Molecular Formula: C5H10O2
• Molecular Weight: 102.13
• Product Categories: Propanes/propenes;Hydroxymethyl's;Alkohols;API intermediates;Ring Systems;Thiophenes
• Mol File: 39590-81-3.mol
• Article Data: 29

Chemical Properties

• Boiling Point: 235-236 °C(lit.)
• Flash Point: >230 °F
• Appearance: Liquid
• Density: 1.065 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00601mmHg at 25°C
• Refractive Index: n20/D 1.4700(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform, Ethyl Acetate (Slightly)
• PKA: 14.80±0.10(Predicted)
• CAS DataBase Reference: 1,1-Bis(hydroxymethyl)cyclopropane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-Bis(hydroxymethyl)cyclopropane(39590-81-3)
• EPA Substance Registry System: 1,1-Bis(hydroxymethyl)cyclopropane(39590-81-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 39590-81-3(Hazardous Substances Data)

Usage

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.

InChI:InChI=1/C5H10O2/c6-3-5(4-7)1-2-5/h6-7H,1-4H2

Upstream product

• 1120-56-5 methylidenecyclobutane 
• 304-59-6 Rochelle's salt 
• 1559-02-0 diethyl cyclopropane-1,1-dicarboxylate 
• 7732-18-5 water 
• 55754-69-3 [1-(chloromethyl)cyclopropyl]methanol 
• 598-10-7 cyclopropane-1,1-dicarboxylic acid 
• 148420-14-8 1,1-cyclopropanedimethanol diacetate 
• 6914-71-2 dimethyl 1,1-cyclopropanedicarboxylate 

Downstream Products

• 22308-08-3 cyclopropane-1,1-diyldimethanediyl bis(4-methylbenzenesulfonate) 
• 136476-38-5 cyclopropane-1,1-diylbis(methylene) dimethanesulfonate 
• 598-10-7 cyclopropane-1,1-dicarboxylic acid 
• 136476-37-4 [(1S,2R)-2-(Hydroxy-phenyl-methyl)-1,2-dinitro-spiro[2.2]pent-1-yl]-phenyl-methanol 
• 38932-70-6 C-(1-Aminomethyl-cyclopropyl)-methylamine 
• 738624-86-7 (1-((4-methoxybenzyloxy)methyl)cyclopropyl)methanol 
• 855473-50-6 1-bromomethylcyclopropyl acetic acid methyl ester 
• 338392-48-6 2-(1-(bromomethyl)cyclopropyl)acetonitrile 
• 162515-68-6 1-(sulfanylmethyl)cyclopropaneacetic acid 
• 142148-13-8 1-hydroxymethylcyclopropylacetic acid methyl ester 
• 148420-14-8 1,1-cyclopropanedimethanol diacetate 
• 49640-66-6 1‐(hydroxymethyl)cyclopropane‐1‐carboxylic acid 

Relevant articles and documents

Cyclopropyloxetanes. Reactions of 5-Oxaspirohexane with Hydrogen Halides

The title cyclopropyloxetane reacted with aqueous hydrogen chloride, bromide, and iodide to give mixtures of the corresponding 1-(halogenomethyl)-1-(hydroxymethyl)cyclopropane and 1-halogeno-1-(hydroxymethyl)cyclobutane.Keywords: Bicyclobutonium ion; Cyclopropyl carbinyl cation; Molecular rearrangement; Oxetane.

Preparing method for 1,1-cyclopropyl dimethyl carbinol

The invention belongs to the technical field of drug synthesis and relates to a preparing method for 1,1-cyclopropyl dimethyl carbinol. Specifically, the preparing method for the 1,1-cyclopropyl dimethyl carbinol includes the following steps that firstly, under the participation of a catalyst A, a solvent A and an acid-binding agent, diethyl malonate and 1,2-dichloroethane are used for preparing 1,1-cyclopropyl dioctyl phthalate diethyl ester; and secondly, under the participation of a solvent B and a catalyst B, a reducing agent is used for reducing the 1,1-cyclopropyl dioctyl phthalate diethyl ester, and the target product 1,1-cyclopropyl dimethyl carbinol is obtained. Raw materials adopted in the preparing method are cheap, easy to obtain and free of toxins, the activity of the catalysts are high, the solvents can be recycled, and the cost is obviously reduced; and reaction conditions are moderate, the products are easy to separate, the three industrial wastes are little, and the environment-friendly chemical requirement is met. In addition, according to the preparing method, the yield of the target product can be obviously increased, and the total recovery can reach 88% through the two steps.

Substituted 4-morpholine N-arylsulfonamides as γ-secretase inhibitors

The design, synthesis, SAR, and biological profile of a substituted 4-morpholine sulfonamide series of γ-secretase inhibitors (GSIs) were described. In several cases, the resulting series of GSIs reduced CYP liabilities and improved γ-secretase inhibition activity compared to our previous research series. Selected compounds demonstrated significant reduction of amyloid-β (Aβ) after acute oral dosing in a transgenic animal model of Alzheimer's disease (AD).