2,2-Dimethyl-1,3-dioxolane-4-carbaldehyde

Base Information

• Chemical Name: 2,2-Dimethyl-1,3-dioxolane-4-carbaldehyde
• CAS No.: 5736-03-8
• Molecular Formula: C6H10O3
• Molecular Weight: 130.144
• Hs Code.: 2932999099
• European Community (EC) Number: 227-244-2
• DSSTox Substance ID: DTXSID30972867
• Nikkaji Number: J38.315E
• Mol file: 5736-03-8.mol

Synonyms:2,2-Dimethyl-1,3-dioxolane-4-carbaldehyde;5736-03-8;2,2-Dimethyl-1,3-dioxolane-4-carboxaldehyde;(R)-2,2-Dimethyl-1,3-dioxolane-4-carboxaldehyde;NSC 89869;1,3-Dioxolane-4-carboxaldehyde, 2,2-dimethyl-, (R)-;DL-Glyceraldehyde Acetonide;SCHEMBL367023;2-benzhydrylidenebutanedioic acid;AMY2442;DTXSID30972867;EINECS 227-244-2;2,2-dimethyldioxolane4-carboxaldehyde;AKOS000283807;AKOS016843205;2,2-dimethyldioxolane-4-carboxaldehyde;AB88348;SB44863;CS-0513862;FT-0601176;FT-0609753;FT-0652123;EN300-153128;F18084;(+-)-2,2-dimethyl-1,3-dioxolane-4-carbaldehyde;A831407;2,2-DIMETHYL-1,3-DIOXOLANE-4-CARBALDEHYDE (50% SOLUTION IN DICHLOROMETHANE)

Chemical Property of 2,2-Dimethyl-1,3-dioxolane-4-carbaldehyde

Chemical Property:

• Vapor Pressure: 1.76mmHg at 25°C
• Melting Point: 105-110 °C(Solv: ethyl ether (60-29-7))
• Refractive Index: 1.481
• Boiling Point: 166.8 °C at 760 mmHg
• Flash Point: 44.6 °C
• PSA: 35.53000
• Density: 1.123 g/cm³
• LogP: 0.33680
• XLogP3: 0
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 130.062994177
• Heavy Atom Count: 9
• Complexity: 120

Purity/Quality:

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

2,2-dimethyl-1,3-dioxolane-4-carbaldehyde 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(OCC(O1)C=O)C

Technology Process of 2,2-Dimethyl-1,3-dioxolane-4-carbaldehyde

There total 16 articles about 2,2-Dimethyl-1,3-dioxolane-4-carbaldehyde 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: 90.0%

(1R,2R)-1,2-bis((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethane-1,2-diol (22323-78-0) → O,O'-isopropylidene D-glycerinaldehyde (5736-03-8,15186-48-8,22323-80-4,66183-63-9)

Guidance literature:

With lead(IV) acetate;

Reference yield: 87.0%

(R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol (100-79-8,36543-79-0) → (d,l) isopropylidene glyceraldehyde (5736-03-8)

Guidance literature:

With 2,6-dimethylpyridine; 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate; In dichloromethane; for 4h; Inert atmosphere;

DOI:10.1021/jo402519m

Reference yield: 72.0%

4,5-isopropylidene-D-arabinose dibenzyl thioacetal (126694-15-3) → 2,3-O-isopropylidene glyceraldehyde L (5736-03-8,15186-48-8,22323-80-4,66183-63-9)

Guidance literature:

With lead(IV) acetate; In dichloromethane; for 0.0833333h;

upstream raw materials:

Glyceraldehyde

acetone

(R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol

1,2:5,6-di-O-isopropylidene-D-glucitol

Downstream raw materials:

(E)-(4'S)-2-(2',2'-dimethyl-1',3'-dioxalan-4'-yl)vinyl phenyl sulphone

(Z)-(4'S)-2-(2',2'-dimethyl-1',3'-dioxalan-4'-yl)vinyl phenyl sulphone

(±)-ethyl trans-3-(2,2-dimethyl-1,3-dioxolan-4-yl)propenoate

4,5,6-trihydroxy-2-oxohexanoic acid

Refernces

• 1、 Zecevic, Damir,Germer, Philipp,Walter, Lydia,Gauchenova, Ekaterina,Müller, Michael. "Chemoenzymatic Access to Chiral Tetrols Produced by Thiamine Diphosphate Dependent Benzaldehyde Lyase". . p. 6465 - 6468. Retrieved 2018/10/24.
• 2、 Trapp, Oliver,Zawatzky, Kerstin. "Synthesis of Cryptochiral (R,R)-2,3-Dideuterooxirane as Stereochemical Reference Compound and Chemical Correlation with D-(+)-Glyceraldehyde". . p. 1082 - 1090. Retrieved 2016/11/23.