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Chloromethyl pivalate

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CAS:18997-19-8
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Chloromethyl pivalate manufacturers

  • Chloromethyl pivalate
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  • $180.00 / 1kg
  • 2024-12-24
  • CAS:18997-19-8
  • Min. Order: 1kg
  • Purity: 99%
  • Supply Ability: 20ton
  • Chloromethyl pivalate
  • Chloromethyl pivalate pictures
  • $13.00 / 1000kg
  • 2024-12-24
  • CAS:18997-19-8
  • Min. Order: 1kg
  • Purity: 99.0%
  • Supply Ability: 500MT
  • Chloromethyl pivalate
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  • 2024-12-13
  • CAS:18997-19-8
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Chloromethyl pivalate Basic information
Product Name:Chloromethyl pivalate
Synonyms:Methanol, chloro-, pivalate;Chloromethyl Pivalate , (2,2-Dimethylpropanoic acid chlormetyl ester);ChloroMethyl pivalate, 99+% 100GR;Chloromethyl Trimethylacetate 2,2-Dimethylpropionic Acid Chloromethyl Ester Pivalic Acid Chloromethyl Ester Trimethylacetic Acid Chloromethyl Ester;ChloroMethyl pivalate 97%;Pivalic acid Methyl chloride;hloromethyl pivalate;chloromethylepivalate
CAS:18997-19-8
MF:C6H11ClO2
MW:150.6
EINECS:242-735-1
Product Categories:Other Products;API;Building Blocks;C6 to C7;Carbonyl Compounds;Chemical Synthesis;Esters;Organic Building Blocks;Pharmaceutical Intermediates;Phosgene Derivatives;Miscellaneous;Pharmaceutical Intermediate;T0001
Mol File:18997-19-8.mol
Chloromethyl pivalate Structure
Chloromethyl pivalate Chemical Properties
Melting point <-40°C
Boiling point 146-148 °C (lit.)
density 1.045 g/mL at 25 °C (lit.)
refractive index n20/D 1.417(lit.)
Fp 104 °F
storage temp. Inert atmosphere,2-8°C
solubility Chloroform (Slightly), Ethyl Acetate (Sparingly)
form Liquid
Specific Gravity1.038
color Clear colorless to slightly yellow
Water Solubility Miscible with most organic solvents. Immiscible with water.
BRN 1560838
InChIKeyGGRHYQCXXYLUTL-UHFFFAOYSA-N
CAS DataBase Reference18997-19-8(CAS DataBase Reference)
NIST Chemistry ReferencePropanoic acid, 2,2-dimethyl-, chloromethyl ester(18997-19-8)
EPA Substance Registry SystemPropanoic acid, 2,2-dimethyl-, chloromethyl ester (18997-19-8)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 10-20/21/22-36/37/38
Safety Statements 16-26-36-41-36/37/39
RIDADR UN 3272 3/PG 3
WGK Germany 3
TSCA Yes
HazardClass 3
PackingGroup III
HS Code 29159000
MSDS Information
ProviderLanguage
2,2-Dimethylpropanoic acid chloromethyl ester English
SigmaAldrich English
ACROS English
ALFA English
Chloromethyl pivalate Usage And Synthesis
Chemical PropertiesClear colorless to slightly yellow liquid
UsesChloromethyl pivalate was used in the synthesis of pivaloyloxy methyl ester of ofloxacin as prodrug. It was used as the reagent during the synthesis of an isoindoline-annulated, tricyclic sultam library via microwave-assisted, continuous-flow organic synthesis.
ApplicationChloromethyl pivalate is a pharmaceutical intermediate compound used in the synthesis of active pharmaceutical ingredients. It is also involved in the acylation reaction with 9-(2-phosphonomethoxyethyl)adenine. It is used as a protecting agent for the N-protection of amines. It is also used in the preparation of thivaloyloxymethyl ester of ofloxacin as a prodrug. It is also used in the preparation of sulbactam pivoxil by reaction with the sodium salt of sulbactam. Besides, it is used as a reagent in the synthesis of isoindoline cyclic and continuous flow organic synthesis.
General DescriptionChloromethyl pivalate reacts with sodium salt of sulbactam to yield sulbactam pivoxil. It undergoes acylation reaction with 9-(2-phosphonylmethoxyethyl)adenine (PMEA) to yield bis(pivaloyloxymethyl) PMEA.
SynthesisChloromethyl pivalate is prepared by the reaction of formaldehyd and pivaloyl chloride. The specific synthesis steps are as follows:
A mixture of pivaloyl chloride (8.56 g, 71 mmol), paraformaldehyde (2.13 g, 71 mmol) and zinc chloride (75 mg, 0.55 mmol) was stirred at 80 °C for 2 h. Purification by vacuum distillation afforded chloromethyl pivalate (41) as a colourless oil (6.29 g, 44.7 mmol, 59%). bp 80 °C/15 mmHg [lit.1 bp 80-81 °C/15 mmHg]; 1H NMR (400 MHz, CDCl3) δ 1.24 (9H, s, tBu), 5.72 (2H, s, CH2).
Chloromethyl pivalate synthesis
Tag:Chloromethyl pivalate(18997-19-8) Related Product Information
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