Bis(2,2-dimethyl-1,3-dioxolan-4-yl)methanol

Base Information

• Chemical Name: Bis(2,2-dimethyl-1,3-dioxolan-4-yl)methanol
• CAS No.: 3969-85-5
• Molecular Formula: C₁₁H₂₀O₅
• Molecular Weight: 232.277
• DSSTox Substance ID: DTXSID401269493

Synonyms:Bis(2,2-dimethyl-1,3-dioxolan-4-yl)methanol;SCHEMBL10004292;NQJMKBQMFSCMFO-UHFFFAOYSA-N;DTXSID401269493;3969-85-5;1,2:4,5-Bis-O-(1-methylethylidene)xylitol

Chemical Property of Bis(2,2-dimethyl-1,3-dioxolan-4-yl)methanol

Chemical Property:

• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 232.13107373
• Heavy Atom Count: 16
• Complexity: 237

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1(OCC(O1)C(C2COC(O2)(C)C)O)C

Technology Process of Bis(2,2-dimethyl-1,3-dioxolan-4-yl)methanol

There total 2 articles about Bis(2,2-dimethyl-1,3-dioxolan-4-yl)methanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 47.0%

XYLITOL (87-99-0) + acetone (67-64-1) → bis(2,2-dimethyl-1,3-dioxolan-4-yl)methanol (3969-85-5,73543-86-9,88390-55-0) + ((4S,4’R,5S)-2,2,2’,2’-tetramethyl-[4,4’-bi(1,3-dioxolan)]-5-yl)methanol (3969-86-6,19139-74-3,30737-85-0,84709-27-3,84709-35-3,84709-41-1,127305-49-1,100484-23-9)

Guidance literature:

With zinc(II) chloride; at 20 ℃; for 24h;

DOI:10.1002/adsc.201900975

Reference yield:

Adonitol (488-81-3) + acetone (67-64-1) → bis(2,2-dimethyl-1,3-dioxolan-4-yl)methanol (3969-85-5,73543-86-9,88390-55-0) + 1,4:2,3-di-O-isopropylidene-DL-ribitol (100423-71-0,100484-25-1) + 1,2:3,4-Di-O-isopropylidene-DL-ribitol (3969-86-6,19139-74-3,30737-85-0,84709-27-3,84709-35-3,84709-41-1,100484-23-9,127305-49-1)

Guidance literature:

With sulfuric acid; copper(I) sulfate;

DOI:10.1016/0008-6215(85)85184-3

Reference yield: 100.0%

bis(2,2-dimethyl-1,3-dioxolan-4-yl)methanol (3969-85-5,73543-86-9,88390-55-0) + phenylcarbonochloridothioate (1005-56-7) → (1,2),(4,5)-bis-O-(isopropylidene)-3-O-phenoxythiocarbonyladonitol (124867-23-8)

Guidance literature:

With dmap; In acetonitrile; for 96h; Ambient temperature;

DOI:10.1246/cl.1993.1529

upstream raw materials:

Adonitol

acetone

XYLITOL

Downstream raw materials:

1,2:4,5-Di-O-isopropyliden-3-O-benzoyl-ribitol

(1,2),(4,5)-bis-O-(isopropylidene)-3-O-phenoxythiocarbonyladonitol

1,2,4,5-tetra-O-benzyl-D/L-ribitol

3-O-allyl-1,2,4,5-tetra-O-benzyl-D/L-ribitol

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