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Chloromethyl pivalate

CAS No.
18997-19-8
Chemical Name:
Chloromethyl pivalate
Synonyms
POM;POM-CL;PIVALOYLOXYMETHYL CHLORIDE;Chloromethyl 2,2-dimethylpropanoate;CMPV;hloromethyl pivalate;Adefovir Impurity 13;chloromethylepivalate;CHLOROMETHYL PIVALATE;CHLOROMETHYL PIVARATE
CBNumber:
CB6171175
Molecular Formula:
C6H11ClO2
Molecular Weight:
150.6
MDL Number:
MFCD00000884
MOL File:
18997-19-8.mol
Last updated:2024-12-18 14:15:30

Chloromethyl pivalate 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.)
Flash point 104 °F
storage temp. Inert atmosphere,2-8°C
solubility Chloroform (Slightly), Ethyl Acetate (Sparingly)
form Liquid
Specific Gravity 1.038
color Clear colorless to slightly yellow
Water Solubility Miscible with most organic solvents. Immiscible with water.
BRN 1560838
InChIKey GGRHYQCXXYLUTL-UHFFFAOYSA-N
CAS DataBase Reference 18997-19-8(CAS DataBase Reference)
FDA UNII ZQU16YZ6MF
NIST Chemistry Reference Propanoic acid, 2,2-dimethyl-, chloromethyl ester(18997-19-8)
EPA Substance Registry System Propanoic acid, 2,2-dimethyl-, chloromethyl ester (18997-19-8)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS02,GHS07
Signal word  Warning
Hazard statements  H226-H302+H312+H332-H315-H319-H335
Precautionary statements  P210-P280-P301+P312-P303+P361+P353-P304+P340+P312-P305+P351+P338
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
NFPA 704
2
2 0

Chloromethyl pivalate price More Price(25)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 141186 Chloromethyl pivalate 97% 18997-19-8 25g $55.4 2024-03-01 Buy
Sigma-Aldrich 141186 Chloromethyl pivalate 97% 18997-19-8 100g $87.4 2024-03-01 Buy
TCI Chemical P1012 Chloromethyl Pivalate [Amino-Protecting Agent] >99.0%(GC) 18997-19-8 25g $26 2024-03-01 Buy
TCI Chemical P1012 Chloromethyl Pivalate [Amino-Protecting Agent] >99.0%(GC) 18997-19-8 100g $66 2024-03-01 Buy
Alfa Aesar A11967 Chloromethyl pivalate, 97% 18997-19-8 25g $28.65 2024-03-01 Buy
Product number Packaging Price Buy
141186 25g $55.4 Buy
141186 100g $87.4 Buy
P1012 25g $26 Buy
P1012 100g $66 Buy
A11967 25g $28.65 Buy

Chloromethyl pivalate Chemical Properties,Uses,Production

Chemical Properties

Clear colorless to slightly yellow liquid

Uses

Chloromethyl 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.

Application

Chloromethyl 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 Description

Chloromethyl 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.

Synthesis

Chloromethyl 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

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Handan Huajun chemicals Co.,Ltd
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View Lastest Price from Chloromethyl pivalate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Chloromethyl pivalate pictures 2024-12-24 Chloromethyl pivalate
18997-19-8
US $180.00 / kg 1kg 99% 20ton Hebei Zhuanglai Chemical Trading Co.,Ltd
Chloromethyl pivalate pictures 2024-12-24 Chloromethyl pivalate
18997-19-8
US $13.00 / kg 1kg 99.0% 500MT Handan Huajun chemicals Co.,Ltd
Chloromethyl pivalate pictures 2024-12-13 Chloromethyl pivalate
18997-19-8
US $0.00 / Kg/Drum 1KG 99%min 20 tons WUHAN FORTUNA CHEMICAL CO., LTD
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