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Chloromethyl Pivalate

Chloromethyl pivalate

CAS: 18997-19-8

Molecular Formula: C6H11ClO2

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Chloromethyl Pivalate - Names and Identifiers

Name Chloromethyl pivalate
Synonyms hloromethyl pivalate
Chloromethyl pivalate
Methanol, chloro-, pivalate
Pivalic acid Methyl chloride
Chloromethyl 2,2-dimethylpropanoate
Chloromethyl Pivalate [Amino-Protecting Agent]
Chloromethyl Pivalate , (2,2-Dimethylpropanoic acid chlormetyl ester)
Chloromethyl Trimethylacetate2,2-Dimethylpropionic Acid Chloromethyl EsterPivalic Acid Chloromethyl EsterTrimethylacetic Acid Chloromethyl Ester
CAS 18997-19-8
EINECS 242-735-1
InChI InChI=1/C6H11ClO2/c1-6(2,3)5(8)9-4-7/h4H2,1-3H3
InChIKey GGRHYQCXXYLUTL-UHFFFAOYSA-N

Chloromethyl Pivalate - Physico-chemical Properties

Molecular FormulaC6H11ClO2
Molar Mass150.6
Density1.045 g/mL at 25 °C (lit.)
Boling Point146-148 °C (lit.)
Flash Point104°F
Water SolubilityMiscible with most organic solvents. Immiscible with water.
Vapor Presure5.45mmHg at 25°C
AppearanceLiquid
Specific Gravity1.038
ColorClear colorless to slightly yellow
BRN1560838
Storage ConditionInert atmosphere,2-8°C
Refractive Indexn20/D 1.417(lit.)
Physical and Chemical Properties
density 1.045
boiling point 70-72 ° C. (50 torr)
refractive index 1.416-1.418
flash point 40 ° C.
UseFor pharmaceutical intermediates, is the second generation of oral cephalosporin antibiotics ceftazidime Ester and cephalosporin Ester raw materials

Chloromethyl Pivalate - Risk and Safety

Risk CodesR10 - Flammable
R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed.
R36/37/38 - Irritating to eyes, respiratory system and skin.
Safety DescriptionS16 - Keep away from sources of ignition.
S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36 - Wear suitable protective clothing.
S41 - In case of fire and / or explosion do not breathe fumes.
S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection.
UN IDsUN 3272 3/PG 3
WGK Germany3
TSCAYes
HS Code29159000
Hazard Class3
Packing GroupIII

Chloromethyl Pivalate - Reference Information

NIST chemical information information provided by: webbook.nist.gov (external link)
EPA chemical substance information information provided by: ofmpeb.epa.gov (external link)
Introduction methyl chloride pivalate is an organic intermediate, which can be prepared from trimethylacetic acid and chloromethyl sulfonate as raw materials in one step. It has been reported in the literature that it can be used for the preparation of drug substances such as telopenem Ester and Adefovir dipivoxil.
preparation method trimethylacetic acid (5.68mmol) was dissolved in dichloromethane (15ml) and water (17ml) at room temperature. Sodium bicarbonate (28.45mmol) and tetrabutylammonium hydrogen sulfate (0.56mmol) were added slowly with vigorous stirring, and chloromethyl chlorosulfonate (8.5mmol) was added dropwise at 0 °c, stir at room temperature for 24h. After completion of the reaction, 100ml of ethyl acetate was added to the reaction mixture, which was then washed with a saturated aqueous ammonium chloride solution, the aqueous phase was extracted with ethyl acetate, and the organic phases were combined. The organic phase was washed successively with distilled water and saturated sodium chloride solution, then dried over anhydrous sodium sulfate, concentrated under reduced pressure, and purified by silica gel column chromatography to obtain methyl chloride pivalate.
Use organic intermediates.
for pharmaceutical intermediates, is the second generation of oral cephalosporin antibiotics ceftazidime Ester and cephalosporin Ester raw materials
used as pharmaceutical intermediates; is the third generation of oral cephalosporin antibiotics cefetamet pivoxil and cephalosporin Ester raw materials.
production method results from chloromethylation of pivaloyl chloride. Pivaloyl chloride and paraformaldehyde were added to the reaction pot and stirred. Anhydrous Zinc chloride was added and the reaction was carried out for 21h at 90-100 °c. Then, distillation was carried out under reduced pressure, and the fraction of 71-75 ° C. (6.67kPa) was collected to obtain a final product.
Last Update：2024-04-09 20:52:54
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View History
Chloromethyl Pivalate
5-CYCLOOCTADIENE)RHODIUM(I) TETRAFLUOROBORATE
L-alpha-Dipalmitoyl phosphatidylcholine
1188331-36-3
BETA-NICOTINAMIDE ADENINE DINUCLEOTIDE, REDUCED FORM DISODIUM SALT
乙基硫代氨基甲酸-O-(1-甲基乙基)酯
4-forMyloxyMethyl-5-Methyl- 1,3-dioxolene-2-one
METHYL 3,5-DIFLUOROPYRIDINE-2-CARBOXYLATE
酸性蓝3号钠盐,酸性蓝3号
PERI ACID
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