| Identification | More | [Name]
Pivaloyl chloride | [CAS]
3282-30-2 | [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 | [EINECS(EC#)]
221-921-6 | [Molecular Formula]
C5H9ClO | [MDL Number]
MFCD00000709 | [Molecular Weight]
120.58 | [MOL File]
3282-30-2.mol |
| Chemical Properties | Back Directory | [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 | Back Directory | [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. | [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 . | [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-. |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Thionyl chloride-->Carbon monoxide-->Phosgene-->2-Methyl-1-propanol-->Caprolactam-->2-Chloro-2-methylpropane-->Pivalic acid | [Preparation Products]
Ampicillin-->N-(3-Formyl-2-pyridinyl)-2,2-dimethylpropanamide-->4-(3-tert-Butyl-1,2,4-oxadiazol-5-yl)phenylboronic acid-->3-tert-Butyl-5-(4-bromophenyl)-1,2,4-oxadiazole-->4-(3-tert-Butyl-1,2,4-oxadiazol-5-yl)benzaldehyde-->Clomazone-->N-(6-Fluoro-3-formylpyridin-2-yl)pivalamide-->Oxadiazon-->N-(4-Formyl-pyridin-3-yl)-2,2-dimethyl-propionamide-->2,2-Dimethyl-N-pyridin-4-yl-propionamide-->1-Amino-N-hydroxy-2,2-dimethylpropan-1-amine-->Trimethylacetonitrile-->Efavirenz-->tert-Butylcarbamidine hydrochloride-->Pivalamide-->2'-Benzyl-2,2-dimethylpropionanilide-->Amoxicillin trihydrate-->Azidithion-->Chloromethyl pivalate-->2,2,2'-Trimethylpropionanilide-->3-Chloropivaloyl chloride-->Ampicillin trihydrate-->2,6-Di-tert-butyl-4-methylpyridine-->3-tert-butyl-1H-1,2,4-triazole-5-thiol-->2-(Trimethylacetyl)thiophene |
| Hazard Information | Back Directory | [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. |
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