933791-84-5

Basic information

• Product Name: 2,2-Dimethyl-5-vinyl-1,3-dioxan-5-ol
• Synonyms: 2,2-Dimethyl-5-vinyl-1,3-dioxan-5-ol
• CAS NO: 933791-84-5
• Molecular Formula: C₈H₁₄O₃
• Molecular Weight: 158.19496
• Mol File: 933791-84-5.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,2-Dimethyl-5-vinyl-1,3-dioxan-5-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-Dimethyl-5-vinyl-1,3-dioxan-5-ol(933791-84-5)
• EPA Substance Registry System: 2,2-Dimethyl-5-vinyl-1,3-dioxan-5-ol(933791-84-5)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 933791-84-5(Hazardous Substances Data)

Usage

General Description

2,2-Dimethyl-5-vinyl-1,3-dioxan-5-ol, also known as divinyl glycol, is a chemical compound with a molecular formula of C8H14O3. It is a colorless liquid with a sweet odor, and is commonly used as a starting material in the synthesis of various polymers, such as polyesters and polyurethanes. It is also used as a monomer in the production of resins and adhesives. Divinyl glycol is highly flammable and should be handled with care, as it can pose a danger to both human health and the environment if not managed properly.

Upstream product

• 1826-67-1 vinyl magnesium bromide 
• 74181-34-3 2,2,-dimethyl-1,3-dioxan-5-one 
• 3536-96-7 vinylmagnesium chloride 

Downstream Products

• 933791-91-4 C₁₂H₁₂O₃ 
• 941599-60-6 C₇H₁₄O₄SiC₁₆H₁₈ 
• 933791-24-3 C₁₂H₁₄O₄ 

Relevant articles and documents

Synthesis of carbohydrates in mineral-guided prebiotic cycles

One present obstacle to the "RNA-first" model for the origin of life is an inability to generate reasonable "hands off" scenarios for the formation of carbohydrates under conditions where they might have survived for reasonable times once formed. Such scenarios would be especially compelling if they deliver pent(ul)oses, five-carbon sugars found in terran genetics, and exclude other carbohydrates (e.g., aldotetroses) that may also be able to function in genetic systems. Here, we provide detailed chemical analyses of carbohydrate premetabolism, showing how borate, molybdate, and calcium minerals guide the formation of tetroses (C4H8O4), heptoses (C7H14O7), and pentoses (C 5H10O5), including the ribose found in RNA, in "hands off" experiments, starting with formaldehyde and glycolaldehyde. These results show that pent(ul)oses would almost certainly have formed as stable borate complexes on the surface of an early Earth beneath a humid CO2 atmosphere suffering electrical discharge. While aldotetroses form extremely stable complexes with borate, they are not accessible by pathways plausible under the most likely early Earth scenarios. The stabilization by borate is not, however, absolute. Over longer times, material is expected to have passed from borate-bound pent(ul)oses to a branched heptulose, which is susceptible to Cannizzaro reduction to give dead end products. We show how this fate might be avoided using molybdate-catalyzed rearrangement of a branched pentose that is central to borate-moderated cycles that fix carbon from formaldehyde. Our emerging understanding of the nature of the early Earth, including the presence of hydrated rocks undergoing subduction to form felsic magmas in the early Hadean eon, may have made borate and molydate species available to prebiotic chemistry, despite the overall "reduced" state of the planet.

Enantioselective synthesis of tertiary alcohols by the desymmetrizing benzoylation of 2-substituted glycerols

(Chemical Equation Presented) Complementary catalysts have been found for the enantioselective desymmetrization of 2-substituted glycerols by monobenzoylation with benzoyl chloride and Et3N to give chiral tertiary alcohols with 80 to 94% ee (se