Pivaloyl Chloride

CAS Number: 3282-30-2

Molecular Formula: C5H9ClO

Synthesis pivaloyloxymethyl estersTrimethylacetyl chloride 99%Top note fruity-floral compositionPivalic acid (Pivalates) derivedNote: Bergamot, Rose, Pear, Lily of the ValleyAroma Compound IntermediateAroma Ester Precursor

About Pivaloyl Chloride

Pivaloyl Chloride (CAS 3282-30-2) is a high-reactivity branched-chain acyl chloride. Within your Elemental Derivatives hierarchy, it is categorised as a "Bulky Acylating Reagent." Its unique tert-butyl structure provides significant steric hindrance, making it the premier choice for selective acylation in complex organ...

Synonyms

pivaloyl chloride
Pivaloyl chloride
3282-30-2
Trimethylacetyl chloride
2,2-DIMETHYLPROPANOYL CHLORIDE

View all

Pivaloyl Chloride Specifications

CAS Number

3282-30-2

Molecular Formula

C5H9ClO

Molecular Weight

120.58

IUPAC Name

2,2-dimethylpropanoyl chloride

Canonical SMILES

CC(C)(C)C(=O)Cl

InChI Key

JVSFQJZRHXAUGT-UHFFFAOYSA-N

InChI

1S/C5H9ClO/c1-5(2,3)4(6)7/h1-3H3

EINECS Number

221-921-6

MDL Number

MFCD00000709

CAS Number

3282-30-2

Molecular Formula

C5H9ClO

Molecular Weight

120.58

IUPAC Name

2,2-dimethylpropanoyl chloride

Canonical SMILES

CC(C)(C)C(=O)Cl

InChI Key

JVSFQJZRHXAUGT-UHFFFAOYSA-N

InChI

1S/C5H9ClO/c1-5(2,3)4(6)7/h1-3H3

EINECS Number

221-921-6

MDL Number

MFCD00000709

Molecular Weight

120.58

Boiling Point (Experimental)

102-104 °C

Density (Experimental)

0.9798 g/cm₴ Temp: 20°C

pKa (Experimental)

5.03

Hazard Classes and Categories

Flam. Liq. 2 (81.8%), Met. Corr. 1 (58.6%), Acute Tox. 4 (81.8%), Skin Corr. 1B (82.2%), Eye Dam. 1 (59.9%), Acute Tox. 2 (75.7%)

Precautionary Statement Codes

P210, P233, P234, P240, P241, P242, P243, P260, P264, P264+P265, P270, P271, P280, P284, P301+P317, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P320, P321, P330, P363, P370+P378, P390, P403+P233, P403+P235, P405, P406, and P501

Physical Hazards

Flammable Liquid (Cat 2); Corrosive to Metals (Cat 1).

Aroma Stability Olfactory Profile

Esters derived from pivalic acid (Pivalates) typically develop pleasant, diffuse floral-fruity notes reminiscent of Bergamot, Rose, Pear, and Lily of the Valley. Synthesises Pivalate Esters (e.g., Linalyl Pivalate), which offer higher stability in alkaline detergents compared to standard acetates Synthesises high-stability esters (e.g., Phenyl Alkanol Pivalates) that are more resistant to hydrolysis and oxidation than standard acetates

Polymers & Flame Retardants Radical Initiators

Polymers & Flame Retardants: Radical Initiators The primary precursor for tert-butyl peroxypivalate, an essential organic peroxide initiator used in the industrial polymerisation of PVC and LDPE

Pharma Prodrug Engineering

Essential for creating Pivaloyloxymethyl (POM) esters, enhancing the oral bioavailability of antibiotics like Ampicillin and Cefditoren Pharmaceutical Category: Acylating Agent / Prodrug Precursor Mechanism: Pivaloyloxymethyl (POM) group to mask polar functionalities, increasing drug lipophilicity and oral absorption Target Indication: Production of Ampicillin, Amoxicillin, and Dipivefrin (for Glaucoma).

Agrochemicals (Pesticide Intermediates)

Herbicides: Critical for synthesizing Isoxazolone-type herbicides Metabolic Stability: The bulky tert-butyl group provides environmental stability, ensuring the active ingredient remains effective under varying field conditions.