ChemicalBook > CAS DataBase List > Pivaloyl chloride

Pivaloyl chloride

Product Name
Pivaloyl chloride
CAS No.
3282-30-2
Chemical Name
Pivaloyl chloride
Synonyms
PVCL;pivaloyl;TRIMETHYLACETYL CHLORIDE;PIVALYL CHLORIDE;PIVALIC ACID CHLORIDE;2,2-DIMETHYLPROPIONYL CHLORIDE;2,2-Dimethyl-propanoyl chloride;221-921-6;Pivalolyl chloride;JACS-3282-30-2
CBNumber
CB6477301
Molecular Formula
C5H9ClO
Formula Weight
120.58
MOL File
3282-30-2.mol
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Pivaloyl chloride Property

Melting point:
-56 °C
Boiling point:
105-106 °C(lit.)
Density 
0.980 g/mL at 20 °C
vapor density 
>1 (vs air)
vapor pressure 
36 mm Hg ( 20 °C)
refractive index 
n20/D 1.412(lit.)
Flash point:
48 °F
storage temp. 
Store below +30°C.
solubility 
Miscible with acetonitrile.
form 
Liquid
color 
Clear almost colorless to light pink
explosive limit
1.9-7.4%(V)
Water Solubility 
Hydrolysis
Sensitive 
Moisture Sensitive
BRN 
385668
Stability:
Hygroscopic, Moisture Sensitive, Volatile
InChIKey
JVSFQJZRHXAUGT-UHFFFAOYSA-N
LogP
1.680 (est)
CAS DataBase Reference
3282-30-2(CAS DataBase Reference)
NIST Chemistry Reference
Propanoyl chloride, 2,2-dimethyl-(3282-30-2)
EPA Substance Registry System
Propanoyl chloride, 2,2-dimethyl- (3282-30-2)
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Safety

Hazard Codes 
F,T+,T
Risk Statements 
11-14-22-26-34-23
Safety Statements 
16-26-36/37/39-45-38-28A
RIDADR 
UN 2438 6.1/PG 1
WGK Germany 
1
F 
9-19
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
I
HS Code 
29159080
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H290May be corrosive to metals

H302Harmful if swallowed

H314Causes severe skin burns and eye damage

H330Fatal if inhaled

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
T72605
Product name
Trimethylacetyl chloride
Purity
99%
Packaging
5ml
Price
$15.78
Updated
2024/03/01
Sigma-Aldrich
Product number
T72605
Product name
Trimethylacetyl chloride
Purity
99%
Packaging
100ml
Price
$32.4
Updated
2024/03/01
Sigma-Aldrich
Product number
8.01276
Product name
Pivaloyl chloride
Purity
for synthesis
Packaging
250ML
Price
$46.2
Updated
2022/05/15
Alfa Aesar
Product number
A15051
Product name
Trimethylacetyl chloride, 98+%
Packaging
100ml
Price
$25.8
Updated
2024/03/01
Alfa Aesar
Product number
A15051
Product name
Trimethylacetyl chloride, 98+%
Packaging
500ml
Price
$72.8
Updated
2024/03/01
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Pivaloyl chloride Chemical Properties,Usage,Production

Chemical Properties

Colorless to yellow liquid

Uses

Widely used N-acylating agent for amines,1 Schiff bases,2 and pyrrolidinones3 as well as O-acylating agent for alcohols,4 lactones,5 and saccharides.6

Uses

Trimethylacetyl chloride is used as a precursor in the preparation of tert-butyl peroxypivalate, guttiferon A derivatives, which is potential for the treatment of malaria. It is used as a raw material in the production of synthetic acidamide medicament and phenol ester medicament. In addition to this, it is used for the synthesis of active pharmaceutical ingredients such as aminobenzylpenicilin, cephalexin, cefazolin, dipivefrin and dipivalyl epinephrine. It is also used in heavy polymerization, N-acylating agent for amines, Schiff bases, pyrrolidinones as well as an O-acylating agent for alcohols, lactones and saccharides.

Synthesis Reference(s)

Tetrahedron Letters, 29, p. 4569, 1988 DOI: 10.1016/S0040-4039(00)80549-3

General Description

Colorless fuming liquid with a pungent odor. Boiling point 105-106°F. Density 0.979 g / cm3. Flash point 48°F (8°C). Very toxic by inhalation, ingestion or skin absorption. Fumes irritate the eyes and mucous membranes. Corrosive to most metals and tissue.

Air & Water Reactions

Highly flammable. Fumes in air. Reacts vigorously and exothermically with water to form trimethylacetic acid and corrosive hydrochloric acid; both acids corrode metals and tissue [AAR 1991].

Reactivity Profile

Pivaloyl chloride is acidic. Incompatible with bases (including amines), strong oxidizing agents, and alcohols. May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts [J. Haz. Mat., 1981, 4, 291].

Health Hazard

May cause toxic effects if inhaled or ingested/swallowed. Contact with substance may cause severe burns to skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.

Fire Hazard

Flammable/combustible material. May be ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.

Flammability and Explosibility

Flammable

Safety Profile

A corrosive irritant to skin, eyes, and mucous membranes. The liquid is flammable when exposed to heat, flame, or oxiduers. When heated to decomposition it emits toxic fumes of Cl-.

Purification Methods

First check the IR to see if OH bands are present. If absent, or present in small amounts, then redistil it under a moderate vacuum. If present in large amounts then treat it with oxalyl chloride or thionyl chloride and reflux for 2-3hours, evaporate and distil the residue. Strongly LACHRYMATORY -work in a fumecupboard. Store it in sealed ampoules under N2. [Traynham & Battiste J Org Chem 22 1551 1957, Grignard reactions: Whitmore et al. J Am Chem Soc 63 647 1941, Beilstein 2 IV 912.]

Pivaloyl chloride Preparation Products And Raw materials

Raw materials

Four-necked flask CARBON MONOXIDE 2-Methyl-1-propanol 2-Chloro-2-methylpropane Pivalic acid PHOSGENE Caprolactam Thionyl chloride

Preparation Products

2,2-DIMETHYL-N-PYRIDIN-4-YL-PROPIONAMIDE TERT-BUTYLCARBAMIDINE HYDROCHLORIDE 2-(TRIMETHYLACETYL)THIOPHENE 3-Chloropivaloyl chloride 2,6-Di-tert-butyl-4-methylpyridine 3-tert-butyl-1H-1,2,4-triazole-5-thiol Ampicillin Clomazone AZIDITHION 4-(3-TERT-BUTYL-1,2,4-OXADIAZOL-5-YL)PHENYLBORONIC ACID 1-AMINO-N-HYDROXY-2,2-DIMETHYLPROPAN-1-AMINE N-(3-FORMYL-2-PYRIDINYL)-2,2-DIMETHYLPROPANAMIDE 3-TERT-BUTYL-5-(4-BROMOPHENYL)-1,2,4-OXADIAZOLE Oxadiazon Ampicillin PIVALAMIDE N-(4-FORMYL-PYRIDIN-3-YL)-2,2-DIMETHYL-PROPIONAMIDE Chloromethyl pivalate N-(6-FLUORO-3-FORMYLPYRIDIN-2-YL)PIVALAMIDE 4-(3-TERT-BUTYL-1,2,4-OXADIAZOL-5-YL)BENZALDEHYDE Amoxicillin trihydrate Efavirenz 2,2,2'-TRIMETHYLPROPIONANILIDE 2'-BENZYL-2,2-DIMETHYLPROPIONANILIDE Trimethylacetonitrile
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Pivaloyl chloride Suppliers

Belgium 1 Canada 1 China 336 Europe 4 France 2 Germany 8 India 32 Japan 5 Slovakia 1 South Korea 2 Switzerland 3 Ukraine 1 United Kingdom 7 United States 35 Global 438
HBCChem, Inc.
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Eastar Chemical Corp
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United States Biological
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View Lastest Price from Pivaloyl chloride manufacturers

Speranza Chemical Co., Ltd.
Product
Pivaloyl Chloride 3282-30-2
Price
US $20.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
300 Tons/ year
Release date
2019-12-25
Hebei Weibang Biotechnology Co., Ltd
Product
Pivaloyl chloride 3282-30-2
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-18
Hebei Yanxi Chemical Co., Ltd.
Product
Trimethylacetyl 3282-30-2
Price
US $0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
20tons
Release date
2023-09-11

3282-30-2, Pivaloyl chlorideRelated Search:

Acetoxyacetyl chloride Dimethyl phthalate 3,3-Dimethylbutyryl chloride Dimethyl sulfate Phenoxyacetyl chloride Mepiquat chloride Ammonium chloride Dimethyl carbonate Dimethyl ether Potassium chloride Thionyl chloride Sodium chloride ETHANE 5-Bromovaleryl chloride Xylene Trichloroacetyl chloride N,N-Dimethylformamide Benzyloxyacetyl chloride

  • 2,2-dimethyl-propanoylchlorid
  • Acetyl chloride, trimethyl-
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  • Pivalolyl chloride
  • pivaloyl
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  • trimethylacetylchloride，2，2-dimethyl propanoyl chloride
  • Pivaloyl chloride ,99%
  • 2,2-Dimethylpropanoic acid chloride
  • 2,2-Dimethylpropionic acid chloride
  • Trimethyacetyl Chloride
  • Trimethylacetyl chloride,99%
  • 2,2-Dimethylpropionyl Chloride Trimethylacetyl Chloride
  • PIVALOYL CHLORIDE FOR SYNTHESIS
  • JACS-3282-30-2
  • Propanoylchloride,2,2-dimethyl-
  • Pyvaloylchloride
  • tert-ValericchlorideCP108
  • 221-921-6
  • NEOPENTANOYL CHLORIDE
  • PIVALIC ACID CHLORIDE
  • PIVALYL CHLORIDE
  • PIVALOYL CHLORIDE
  • PVCL
  • TRIMETHYLACETYL CHLORIDE
  • 2,2-DIMETHYLPROPIONYL CHLORIDE
  • 2,2-Dimethyl-propanoyl chloride
  • Pivoloyl chloride
  • PivaloylChloride&gt
  • JVSFQJZRHXAUGT-UHFFFAOYSA-N
  • Pivaloyl chloride (PCl)
  • 4. Pivaloyl Chloride
  • Adefovir Dipivoxil Impurity 25
  • Pivaloyl Chloride/2,2-Dimethylpropanoyl Chloride
  • 3282-30-2
  • 638-29-2
  • 3282-32-0
  • CH33CCOCl
  • Organic Building Blocks
  • Acid Halides
  • ACID CHLORIDE
  • Building Blocks
  • Carbonyl Compounds
  • Agrochemical Intermediates
  • Acid Halides
  • Building Blocks
  • Carbonyl Compounds