ChemicalBook CAS DataBase List 3282-30-2

3282-30-2

Name	Pivaloyl chloride
CAS	3282-30-2
EINECS(EC#)	221-921-6
Molecular Formula	C5H9ClO
MDL Number	MFCD00000709
Molecular Weight	120.58
MOL File	3282-30-2.mol

Synonyms

2,2-Dimethyl-propanoyl chloride 2,2-DIMETHYLPROPIONYL CHLORIDE NEOPENTANOYL CHLORIDE PIVALIC ACID CHLORIDE PIVALOYL CHLORIDE PIVALYL CHLORIDE PVCL TRIMETHYLACETYL CHLORIDE 2,2-dimethyl-propanoylchlorid Acetyl chloride, trimethyl- Neopantanoyl chloride Pivalolyl chloride pivaloyl Propanoylchloride,2,2-dimethyl- Pyvaloylchloride tert-ValericchlorideCP108 PIVALOYL CHLORIDE(PVCL) Pivaloyl chloride(Trimethylacetyl chloride) Primethylacetyl chloride Trimethyacetyl Chloride

Chemical Properties

Appearance	Colorless to yellow liquid
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.)
Fp	48 °F
storage temp.	Store at RT.
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
Detection Methods	GC,NMR
BRN	385668
Stability:	Hygroscopic, Moisture Sensitive, Volatile
InChI	1S/C5H9ClO/c1-5(2,3)4(6)7/h1-3H3
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	3282-30-2(EPA Substance)

Safety Data

Symbol(GHS)	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	R11:Highly Flammable. R14:Reacts violently with water. R22:Harmful if swallowed. R26:Very Toxic by inhalation. R34:Causes burns. R23:Toxic by inhalation. less more
Safety Statements	S16:Keep away from sources of ignition-No smoking . S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . S38:In case of insufficient ventilation, wear suitable respiratory equipment . less more
RIDADR	UN 2438 6.1/PG 1
WGK Germany	1
F	9-19
Autoignition Temperature	455°C
TSCA	Yes
REACH Registrations	Active
HazardClass	6.1
PackingGroup	I
HS Code	29159080
Storage Class	3 - Flammable liquids
Hazard Classifications	Acute Tox. 2 Inhalation Acute Tox. 4 Oral Eye Dam. 1 Flam. Liq. 2 Met. Corr. 1 Skin Corr. 1B
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-. less more

Raw materials And Preparation Products

Hazard Information

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.

Reactivity Profile

TRIMETHYLACETYL CHLORIDE(3282-30-2) 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].

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].

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.

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

Synthesis Reference(s)

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

Flammability and Explosibility

Flammable

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.]

Toxics Screening Level

The initial threshold screening level (ITSL) for pivaloyl chloride (also known as trimethylacetyl chloride) is 8 μg/m3 with annual averaging time.

Material Safety Data Sheet(MSDS)

Spectrum Detail

Well-known Reagent Company Product Information

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