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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
Molecular Weight:
120.58
MDL Number:
MFCD00000709
MOL File:
3282-30-2.mol
MSDS File:
SDS
Last updated:2023-09-11 18:40:39

Pivaloyl chloride Properties

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)
FDA UNII JQ82J0O21T
NIST Chemistry Reference Propanoyl chloride, 2,2-dimethyl-(3282-30-2)
EPA Substance Registry System Propanoyl chloride, 2,2-dimethyl- (3282-30-2)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS02,GHS05,GHS06
Signal word  Danger
Hazard statements  H225-H290-H302-H314-H330
Precautionary statements  P210-P280-P301+P312-P303+P361+P353-P304+P340+P310-P305+P351+P338
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
9-19
TSCA  Yes
HazardClass  6.1
PackingGroup  I
HS Code  29159080
NFPA 704
3
3 2
W

Pivaloyl chloride price More Price(9)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich T72605 Trimethylacetyl chloride 99% 3282-30-2 5ml $15.78 2024-03-01 Buy
Sigma-Aldrich T72605 Trimethylacetyl chloride 99% 3282-30-2 100ml $32.4 2024-03-01 Buy
Sigma-Aldrich 8.01276 Pivaloyl chloride for synthesis 3282-30-2 250ML $46.2 2022-05-15 Buy
Alfa Aesar A15051 Trimethylacetyl chloride, 98+% 3282-30-2 100ml $25.8 2024-03-01 Buy
Alfa Aesar A15051 Trimethylacetyl chloride, 98+% 3282-30-2 500ml $72.8 2024-03-01 Buy
Product number Packaging Price Buy
T72605 5ml $15.78 Buy
T72605 100ml $32.4 Buy
8.01276 250ML $46.2 Buy
A15051 100ml $25.8 Buy
A15051 500ml $72.8 Buy

Pivaloyl chloride Chemical Properties,Uses,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.]

Global( 421)Suppliers
Supplier Tel Email Country ProdList Advantage
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View Lastest Price from Pivaloyl chloride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Pivaloyl Chloride pictures 2024-04-25 Pivaloyl Chloride
3282-30-2
US $20.00 / KG 1KG 99% 300 Tons/ year Speranza Chemical Co., Ltd.
Trimethylacetyl chloride pictures 2024-04-09 Trimethylacetyl chloride
3282-30-2
US $3500.00 / T 1T 99% 600T Shandong Luning Pharmaceutical Co., Ltd.
Trimethylacetyl pictures 2023-09-11 Trimethylacetyl
3282-30-2
US $0.00 / kg 1kg 0.99 20tons Hebei Yanxi Chemical Co., Ltd.
2,2-dimethyl-propanoylchlorid Acetyl chloride, trimethyl- Neopantanoyl chloride PIVALOYL CHLORIDE(PVCL) Pivaloyl chloride(Trimethylacetyl chloride) Primethylacetyl chloride Pivalpyl chloride Pivaloyl chlorode Trimethylacetylchloride,98+% Trimethylacetyl TRIMETHYLACETYL CHLORIDE/PIVALOYL CHLORIDE Pivaloylchlorid Trimethylacetychloride PIVALOYL CHLORIDE extrapure tert-Valeryl chloride 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 Propanoylchloride,2,2-dimethyl- Pyvaloylchloride tert-ValericchlorideCP108 NEOPENTANOYL CHLORIDE PIVALOYL CHLORIDE JACS-3282-30-2 Pivoloyl chloride PivaloylChloride> Pivalolyl chloride pivaloyl PIVALIC ACID CHLORIDE PIVALYL CHLORIDE PVCL TRIMETHYLACETYL CHLORIDE 2,2-DIMETHYLPROPIONYL CHLORIDE 2,2-Dimethyl-propanoyl chloride 221-921-6 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