Isopropyl chloroacetate

Base Information

• Chemical Name: Isopropyl chloroacetate
• CAS No.: 105-48-6
• Molecular Formula: C5H9ClO2
• Molecular Weight: 136.578
• Hs Code.: 29154000
• European Community (EC) Number: 203-301-7
• NSC Number: 27789
• UN Number: 2947
• UNII: VNJ65NL2TF
• DSSTox Substance ID: DTXSID6059316
• Nikkaji Number: J79.199G
• Wikidata: Q63395455
• Mol file: 105-48-6.mol

Synonyms:ISOPROPYL CHLOROACETATE;105-48-6;Chloroacetic acid isopropyl ester;propan-2-yl 2-chloroacetate;Acetic acid, chloro-, 1-methylethyl ester;isopropyl 2-chloroacetate;Acetic acid, chloro-, isopropyl ester;ClCH2C(O)OCH(CH3)2;CCRIS 7748;EINECS 203-301-7;NSC 27789;UN2947;VNJ65NL2TF;AI3-39184;Acetic acid, 2-chloro-, 1-methylethyl ester;Monochloroacetic acid isopropyl ester;NSC-27789;iso-propyl chloroacetate;Chloroacetic acid, 1-methyl ester;Isopropyl=chloroacetate;UNII-VNJ65NL2TF;SCHEMBL136589;DTXSID6059316;VODRWDBLLGYRJT-UHFFFAOYSA-;chloro-acetic acid isopropyl ester;NSC27789;MFCD00040410;NA2947;AKOS000268764;chloroacetic acid, 1-methylethyl ester;UN 2947;LS-188102;FT-0656095;Isopropyl chloroacetate [UN2947] [Flammable liquid];Isopropyl chloroacetate [UN2947] [Flammable liquid];Q63395455;F8889-3074

Chemical Property of Isopropyl chloroacetate

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 0.0768mmHg at 25°C
• Melting Point: -112oC
• Refractive Index: n20/D 1.419(lit.)
• Boiling Point: 149 °C at 760 mmHg
• Flash Point: 49.5 °C
• PSA: 26.30000
• Density: 1.081 g/cm³
• LogP: 1.17680
• Water Solubility.: SLIGHTLY SOLUBLE
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 136.0291072
• Heavy Atom Count: 8
• Complexity: 80.5
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

Isopropyl Chloroacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 10-25-36/37/38
• Safety Statements: 26-37/39-45-1/2

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)OC(=O)CCl
• Uses: Isopropyl Chloroacetate is used as a reactant in the design, synthesis, and 3D-QSAR analysis of novel oxadiazolones as protoporphyrinogen oxidase inhibitors.

Technology Process of Isopropyl chloroacetate

There total 10 articles about Isopropyl chloroacetate 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: 97.0%

chloroacetyl chloride (79-04-9) + isopropyl alcohol (67-63-0,8013-70-5) → isopropyl chloroacetate (105-48-6)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 2h;

Reference yield: 94.6%

chloroacetic acid (79-11-8) + isopropyl alcohol (67-63-0,8013-70-5) → isopropyl chloroacetate (105-48-6)

Guidance literature:

With 1-carboxymethyl-3-methylimidazol-3-ium hydrogen sulfate; at 60 ℃; for 3h;

DOI:10.1080/00397910601131429

Reference yield:

diisopropoxyaluminum chloroacetate → isopropyl chloroacetate (105-48-6) + isopropyl alcohol (67-63-0,8013-70-5)

Guidance literature:

at 50 - 160 ℃;

upstream raw materials:

propene

chloroacetic acid

isopropyl alcohol

chloroacetyl chloride

Downstream raw materials:

isopropyl 5,6-diaza-4-methyl-7-oxo-2,2,6-triphenylsipro[2,4]hept-4-ene-1-carboxylate

methyl 3-(1-(3-(3-(tert-butoxycarbonylamino)propoxy)-4-(4-isopropoxythiazol-2-yl)phenyl)-1H-imidazol-2-yl)propanoate

C₁₃H₁₂Cl₂N₂O₃S

C₁₃H₁₄N₂O₃S

Refernces

• 1、 Dorris,Sowa,Nieuwland. "-". . p. 2689. Retrieved 1934.
• 2、 Sakr, Helmy,Ayyad, Rezk R.,El-Helby, Ali A.,Khalifa, Mohamed M.,Mahdy, Hazem A.. "Discovery of novel triazolophthalazine derivatives as DNA intercalators and topoisomerase II inhibitors". . . Retrieved 2021/02/16.
• 3、 Alves, Francinara S.,Barbosa-Filho, José M.,Cordeiro, Laísa V.,Huang, Min-Fu N.,Lima, Edeltrudes O.,Neto, Hermes Diniz,Souza, Helivaldo D. S.,Trindade, Emmely O.,de Athayde-Filho, Petr?nio F.,de Lima, Priscila S. V.,de Oliveira, Rafael F.,de Sousa, Abra?o P.. "Synthesis, in silico Study and Antimicrobial Evaluation of New Diesters Derived from Phthaloylglycine". . p. 953 - 962. Retrieved 2020/10/14.