2,2-Dichloroethanol

Base Information

• Chemical Name: 2,2-Dichloroethanol
• CAS No.: 598-38-9
• Molecular Formula: C2H4 Cl2 O
• Molecular Weight: 114.959
• European Community (EC) Number: 209-931-9
• NSC Number: 60513
• UN Number: 2810
• UNII: RU6JX11G7W
• DSSTox Substance ID: DTXSID4024989
• Nikkaji Number: J1.650K
• Wikidata: Q23637413
• ChEMBL ID: CHEMBL113957
• Mol file: 598-38-9.mol

Synonyms:2,2-dichloroethanol

Chemical Property of 2,2-Dichloroethanol

Chemical Property:

• Appearance/Colour: colourless to light yellow liquid
• Vapor Pressure: 1.86mmHg at 25°C
• Refractive Index: n20/D 1.473(lit.)
• Boiling Point: 146 °C at 760 mmHg
• PKA: 13.09±0.10(Predicted)
• Flash Point: 78.3 °C
• PSA: 20.23000
• Density: 1.398 g/cm1.398 g/cm3
• LogP: 0.78240
• Storage Temp.: Refrigerator
• Solubility.: Chloroform
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 113.9639201
• Heavy Atom Count: 5
• Complexity: 21.6
• Transport DOT Label: Poison

Purity/Quality:

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

2,2-Dichloroethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-40
• Safety Statements: 7-23-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(C(Cl)Cl)O
• Uses: 2,2-Dichloroethanol is a reagent in the preparation of tunable molecular catalysts via functionalizing methylene bridge of bis(N-heterocyclic carbene) ligands.

Technology Process of 2,2-Dichloroethanol

There total 27 articles about 2,2-Dichloroethanol 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: 65.0%

diethoxyphosphoryldichloroacetaldehyde (84336-27-6) → 2,2-dicloroethanol (598-38-9) + diethyl (1,1-dichloro-2-hydroxyethyl)phosphonate (98277-90-8) + Diethyl phosphonate (762-04-9,123-22-8)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 2h; Heating;

Reference yield: 10.0%

diethoxyphosphoryldichloroacetaldehyde (84336-27-6) → 2,2-dicloroethanol (598-38-9) + diethyl (1,1-dichloro-2-hydroxyethyl)phosphonate (98277-90-8) + diethyl (dichloromethyl)phosphonate (3167-62-2)

Guidance literature:

With sodium tetrahydroborate; In water; isopropyl alcohol; for 3h;

Reference yield:

(2,2-dichloro-ethoxy)-methanol (67796-29-6) → formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2,2-dicloroethanol (598-38-9)

Guidance literature:

cyanoacetic acid; In water; Mechanism; Bronsted plot for base catalyzed of title comp. vs. pK_a of various catalyst (ClCH₂COOH, CH₃OCH₂COOH, ClCH₂CH₂COOH, CH₃COOH); logaritmic plot of the rate constant for cleavage of title comp., pK_a of the alcohol produced;

DOI:10.1021/ja00302a018

upstream raw materials:

dichloro-acetic acid

dichloroacethyl chloride

2,2-dichloroacetaldehyde

ethyl 1,1-dichloroacetate

Downstream raw materials:

1,1,2-trichloroethane

2-chloro-benzoic acid-(2,2-dichloro-ethyl ester)

(2,2-Dichloro-ethoxysulfonyl)-phenyl-acetic acid

2-bromo-1,1-dichloro-ethane

Refernces

• 1、 Mikkola, Satu,Stenman, Eeva,Nurmi, Kirsi,Yousefi-Salakdeh, Esmail,Stroemberg, Roger,Loennberg, Harri. "The mechanism of the metal ion promoted cleavage of RNa phosphodiester bonds involves a general acid catalysis by the metal aquo ion on the departure of the leaving group". . p. 1619 - 1625. Retrieved 2007/10/03.
• 2、 Guseinov,Klimentova,Kol'tsova,Egereva,Moskva. "Intramolecular Nucleophilic Reactions of Dialkyl 1,1-Dichloro-2-hydroxyethylphosphonates". . p. 441 - 443. Retrieved 2007/10/03.