ChemicalBook > CAS DataBase List > Chloromethyl pivalate

Chloromethyl pivalate

Product Name
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
Formula Weight
150.6
MOL File
18997-19-8.mol
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Chloromethyl pivalate Property

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)
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)
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H226Flammable liquid and vapour

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
141186
Product name
Chloromethyl pivalate
Purity
97%
Packaging
25g
Price
$55.4
Updated
2024/03/01
Sigma-Aldrich
Product number
141186
Product name
Chloromethyl pivalate
Purity
97%
Packaging
100g
Price
$87.4
Updated
2024/03/01
TCI Chemical
Product number
P1012
Product name
Chloromethyl Pivalate [Amino-Protecting Agent]
Purity
>99.0%(GC)
Packaging
25g
Price
$26
Updated
2024/03/01
TCI Chemical
Product number
P1012
Product name
Chloromethyl Pivalate [Amino-Protecting Agent]
Purity
>99.0%(GC)
Packaging
100g
Price
$66
Updated
2024/03/01
Alfa Aesar
Product number
A11967
Product name
Chloromethyl pivalate, 97%
Packaging
25g
Price
$28.65
Updated
2024/03/01
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Chloromethyl pivalate Chemical Properties,Usage,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 Preparation Products And Raw materials

Raw materials

Zinc chloride Paraformaldehyde Pivaloyl chloride

Preparation Products

PIVALOYLOXYMETHYL 6-AMINOPENICILANATE Pivaloyloxymethyl6-(phenylacetamido)penicillanate
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View Lastest Price from Chloromethyl pivalate manufacturers

Handan Huajun chemicals Co.,Ltd
Product
Chloromethyl pivalate 18997-19-8
Price
US $13.00/kg
Min. Order
1kg
Purity
99.0%
Supply Ability
500MT
Release date
2024-01-18
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Chloromethyl pivalate 18997-19-8
Price
US $0.00/Kg/Drum
Min. Order
1KG
Purity
99%min
Supply Ability
20 tons
Release date
2021-07-29
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Chloromethyl pivalate 18997-19-8
Price
US $180.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-04-30

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