2-Phenyl-1,3-dioxan-5-ol

Base Information

• Chemical Name: 2-Phenyl-1,3-dioxan-5-ol
• CAS No.: 1708-40-3
• Molecular Formula: C10H12O3
• Molecular Weight: 180.203
• Hs Code.: 2932999099
• European Community (EC) Number: 216-963-7,803-904-0
• NSC Number: 97343
• UNII: U197W5BT6M,V226TA551J
• DSSTox Substance ID: DTXSID3061899
• Nikkaji Number: J203.094B,J80.760E,J80.761C
• Wikidata: Q27290549,Q27291427
• Metabolomics Workbench ID: 45309
• Mol file: 1708-40-3.mol

Synonyms:2-Phenyl-1,3-dioxan-5-ol;cis-2-Phenyl-1,3-dioxan-5-ol;4141-19-9;1708-40-3;cis-1,3-O-Benzylideneglycerol;1,3-Dioxan-5-ol, 2-phenyl-;1,3-O-Benzylideneglycerol;cis-5-Hydroxy-2-phenyl-1,3-dioxane;1,3-Dioxan-5-ol, 2-phenyl-, cis-;trans-2-Phenyl-1,3-dioxan-5-ol;Benzaldehyde glyceryl acetal;4141-20-2;2alpha-Phenyl-1,3-dioxan-5beta-ol;trans-5-Hydroxy-2-phenyl-1,3-dioxane;5-Hydroxy-2-phenyl-1,3-dioxane, cis-;trans-1,3-o-Benzylideneglycerol;5-Hydroxy-2-phenyl-1,3-dioxane, trans-;5-Hydroxy-2-phenyl-1,3-dioxane;1,3-benzylideneglycerol;m-Dioxan-5-ol, 2-phenyl-, cis-;m-Dioxan-5-ol, 2-phenyl-, trans-;UNII-U197W5BT6M;1,3-Dioxan-5-ol, 2-phenyl-, trans-;UNII-V226TA551J;U197W5BT6M;UNII-8B20N807G3;V226TA551J;EINECS 216-963-7;MFCD00047504;MFCD00274343;NSC 97343;(2s,5s)-2-phenyl-1,3-dioxan-5-ol;1,3-Dioxan-5-ol,2-phenyl-;disodium,sulfanide;2-phenyl-5-hydroxy-1,3-dioxane;NSC97343;1,3-benzylidene glycerol;1,3-o-benzylidene glycerol;3-Amino-4-hydroxybenzoicacid;2-phenyl[1.3]dioxan-5-ol;SCHEMBL395492;SCHEMBL997557;SCHEMBL2745834;2-phenyl-[1,3]dioxan-5-ol;2-Phenyl-1,3-dioxinan-5-ol;cis-1,3-o-benzylidene glycerol;DTXSID3061899;SCHEMBL13012216;SCHEMBL13902833;2-Phenyl-1,3-dioxan-5-ol #;CHEBI:173858;NSC-97343;2alpha-Phenyl-1,3-dioxan-5alpha-ol;AKOS015840427;AKOS015840559;AKOS040749980;cis-1,3-O-Benzylideneglycerol, 97%;8B20N807G3;AC-8542;CS-W017206;DS-1234;(2r,5r)-2-phenyl-1,3-dioxan-5-ol;AS-58185;SY030304;SY235105;A6851;CS-0156338;FT-0633786;FT-0662807;FT-0699997;P1422;T71911;A811248;AH-034/32828051;Q27290549;Q27291427;cis-2-Phenyl-1,3-dioxan-5-ol, cis-5-Hydroxy-2-phenyl-1,3-dioxane

Chemical Property of 2-Phenyl-1,3-dioxan-5-ol

Chemical Property:

• Melting Point: 84 °C
• Boiling Point: 333.6 °C at 760 mmHg
• PKA: 13.55±0.40(Predicted)
• Flash Point: 155.6 °C
• PSA: 38.69000
• Density: 1.203 g/cm³
• LogP: 1.09290
• Storage Temp.: 2-8°C
• Solubility.: soluble in Methanol,Acetone
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 180.078644241
• Heavy Atom Count: 13
• Complexity: 146

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Phenyl-1,3-dioxan-5-ol >90.0%(NMR) ^*data from reagent suppliers

Safty Information:

• Statements: 22
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C(COC(O1)C2=CC=CC=C2)O
• Uses: 2-Phenyl-1,3-dioxan-5-ol was used as starting reagent in the synthesis of carbonate of glycerol monomer, 5-benzyloxy-1,3-dioxan-2-one which forms copolymers with ε-caprolactone.

Technology Process of 2-Phenyl-1,3-dioxan-5-ol

There total 49 articles about 2-Phenyl-1,3-dioxan-5-ol 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: 92.5%

benzaldehyde (100-52-7) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → 2-phenyl-[1,3]dioxan-5-ol (1708-40-3)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; Reflux;

Reference yield: 56.0%

benzaldehyde (100-52-7) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → cis-5-hydroxyl-2-phenyl-1,3-dioxane (1708-40-3,4141-19-9,4141-20-2)

Guidance literature:

With sulfuric acid; In toluene; Heating;

Reference yield: 51.0%

benzaldehyde (100-52-7) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → 1,2-benzylideneglycerol (1708-39-0) + 2-phenyl-[1,3]dioxan-5-ol (1708-40-3)

Guidance literature:

With rehydrated Mg-Al double layered hydroxide; at 140 ℃; for 1h; Catalytic behavior; Microwave irradiation;

DOI:10.1039/c5cy00347d

upstream raw materials:

1,2-benzylideneglycerol

5-sulfosalicylic Acid

2-phenyl-1,3-dioxan-5-one

Butyric acid 2-phenyl-[1,3]dioxan-5-yl ester

Downstream raw materials:

2-iodo-1,3-propanediol

5-propionyloxy-2-phenyl-[1,3]dioxane

trans-2-phenyl-1,3-dioxan-5-ol acetate

2-O-allyl-1,3-benzylideneglycerol

Refernces

• 1、 Shimizu, Makoto,Nakahara, Yuko,Yoshioka, Hirosuke. "1,3-Bis(t-butyldimethylsiloxy)prop-2-yl 2,5-Dichlorobenzenesulphonate as a Convenient Unit for Fluoroisopropenyl Etherification of Phenols". . p. 867 - 868. Retrieved 1986.
• 2、 G?adysz, Micha?,Ruszkowski, Piotr,Milecki, Jan. "Synthesis and cytotoxic activity of novel acyclic nucleoside analogues with functionality in click chemistry". . p. 53 - 66. Retrieved 2018.
• 3、 Barik, Manas,Chinnaraja, Eswaran,Dabas, Shilpa,Mishra, Jyotiranjan,Subramanian, Palani S.,Subramanian, Saravanan. "Modified boehmite: A choice of catalyst for the selective conversion of glycerol to five-membered dioxolane". . p. 695 - 703. Retrieved 2022/01/22.
• 4、 Akwii, Racheal,Alvina, Karina,Ashraf-Uz-Zaman, Md,Farshbaf, Mohammad Jodeiri,German, Nadezhda A.,Kallem, Raja Reddy,Mikelis, Constantinos M.,Putnam, William,Sajib, Md Sanaullah,Shahi, Sadisna,Trippier, Paul C.,Wang, Wei,Zhang, Ruiwen. "Design, synthesis and structure-activity relationship study of novel urea compounds as FGFR1 inhibitors to treat metastatic triple-negative breast cancer". supporting information. . Retrieved 2020/10/12.