2-(2,2-Dimethyl-1,3-dioxolan-4-yl)ethanol

Base Information

• Chemical Name: 2-(2,2-Dimethyl-1,3-dioxolan-4-yl)ethanol
• CAS No.: 5754-34-7
• Molecular Formula: C7H14O3
• Molecular Weight: 146.186
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID00400965
• Nikkaji Number: J687.209C
• Mol file: 5754-34-7.mol

Synonyms:2-(2,2-dimethyl-1,3-dioxolan-4-yl)ethanol;5754-34-7;4-(2-Hydroxyethyl)-2,2-dimethyl-1,3-dioxolane;2-(2,2-dimethyl-1,3-dioxolan-4-yl)ethan-1-ol;MFCD02682967;2,2-dimethyl-1,3-dioxolane-4-ethanol;1,3-Dioxolane-4-ethanol, 2,2-dimethyl-;SCHEMBL418942;AMY840;DTXSID00400965;BCP19987;MFCD03701622;AKOS015912752;CS-W006546;DS-4230;PB47730;SB44942;SB44948;SY107483;4-hydroxyethyl-2,2-dimethyl-1,3-dioxolane;D5914;FT-0639012;FT-0698623;FT-0699571;FT-0770435;EN300-88568;2,2dimethyl-4-(2-hydroxyethyl)1,3-dioxolane;D-5150;2-(2,2-Dimethyl-[1,3]dioxolan-4-yl)-ethanol;4-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxolan;2,2-di-methyl-4-(2-hydroxyethyl)1,3-dioxolane;4-(2-Hydroxylethyl)-2,2-dimethyl-1,3-dioxolane;A869652;3-(4-Tert-butoxycarbonylamino-phenyl)-propionicacid;(+/-)-2-(2,2-dimethyl-[1,3]dioxolan-4-yl)-ethanol;4-(2-Hydroxyethyl)-2,2-dimethyl-1,3-dioxolane, 89%;Z414834646

Chemical Property of 2-(2,2-Dimethyl-1,3-dioxolan-4-yl)ethanol

Chemical Property:

• Vapor Pressure: 4.7E-15mmHg at 25°C
• Refractive Index: n20/D 1.4400(lit.)
• Boiling Point: 614.9°Cat760mmHg
• PKA: 14.80±0.10(Predicted)
• Flash Point: 325.7°C
• PSA: 38.69000
• Density: 1.29g/cm³
• LogP: 0.52030
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 146.094294304
• Heavy Atom Count: 10
• Complexity: 111

Purity/Quality:

98% ^*data from raw suppliers

2-(2,2-Dimethyl-1,3-dioxolan-4-yl)ethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(OCC(O1)CCO)C
• Uses: 2-(2,2-Dimethyl-1,3-dioxolan-4-yl)ethanol is used in preparation of cationic lipids and stealth lipids for treating a variety of disorders.

Technology Process of 2-(2,2-Dimethyl-1,3-dioxolan-4-yl)ethanol

There total 33 articles about 2-(2,2-Dimethyl-1,3-dioxolan-4-yl)ethanol 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: 98.0%

D,L-1,2,4-butanetriol (3068-00-6,6810-31-7) + acetone (67-64-1) → 4-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxolane (5754-34-7)

Guidance literature:

With toluene-4-sulfonic acid; at 20 ℃; for 4h;

DOI:10.1080/15257770500268673

Reference yield: 98.0%

ethyl (2R,3S)-3,4-O-isopropylidene-2-p-toluenesulfonyl-3,4-dihydroxybutanoate (126946-53-0) → 2-((4R)-2,2-dimethyl-1,3-dioxolan-4-yl)ethanol (5754-34-7,32233-43-5,35396-36-2,70005-89-9)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 - 25 ℃;

DOI:10.1021/ja108906e

Reference yield: 94.0%

(R)-(+)-4-(2-benzyloxyethyl)-2,2-dimethyl-1,3-dioxolane (159517-86-9) → 2-((4R)-2,2-dimethyl-1,3-dioxolan-4-yl)ethanol (5754-34-7,32233-43-5,35396-36-2,70005-89-9)

Guidance literature:

With ammonia; lithium; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1021/ja044642o

upstream raw materials:

D,L-1,2,4-butanetriol

2-Methoxypropene

2-(2,2-dimethyl-1,3-dioxolan-4-yl)acetaldehyde

2,2-dimethoxy-propane

Downstream raw materials:

(R)-(+)-4-(2-benzyloxyethyl)-2,2-dimethyl-1,3-dioxolane

O-isopropylidene-1-phenyl-1-pentene-4,5-diol

5-phenyl-O-isopropylidenepentane-1,2-diol

O-isopropylidene-1-(2',5'-dimethoxyphenyl)-1-pentene-4,5-diol

Refernces

• 1、 Adiyaman, Mustafa,Li, Hongwei,Lawson, John A.,Hwang, Seong-Woo,Khanapure, Subhash P.,FitzGerald, Garret A.,Rokach, Joshua. "First total synthesis of isoprostane IPF(2α)-III". . p. 3339 - 3342. Retrieved 1997.
• 2、 Raskil’dina,Borisova, Yu. G.,Zlotskii. "Condensation of 1,2,4-Butanetriol with Carbonyl Compounds and Reactions of Hydroxyalkyl-1,3-dioxacyclanes". . p. 1601 - 1605. Retrieved 2018/11/10.
• 3、 Cheng, Xinlai,Merz, Karl-Heinz,Vatter, Sandra,Zeller, Jochen,Muehlbeyer, Stephan,Thommet, Andrea,Christ, Jochen,W?lfl, Stefan,Eisenbrand, Gerhard. "Identification of a Water-Soluble Indirubin Derivative as Potent Inhibitor of Insulin-like Growth Factor 1 Receptor through Structural Modification of the Parent Natural Molecule". supporting information. p. 4949 - 4962. Retrieved 2017/06/28.