Pivaloyl chloride
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Pivaloyl chloride
structure -
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CAS No:
3282-30-2
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Formula:
C5H9ClO
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Chemical Name:
Pivaloyl chloride
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Synonyms:
Propanoyl chloride,2,2-dimethyl-;Pivaloyl chloride;2,2-Dimethylpropanoyl chloride;Trimethylacetyl chloride;Neopentanoyl chloride;2,2-Dimethylpropionyl chloride;Pivalic acid chloride;Pivalyl chloride;Pivalolyl chloride;2,2-Dimethylpropionic acid chloride;tert-Butylcarbonyl chloride;1,1-Dimethylethanecarbonyl chloride;tert-Butyl chloro ketone;2,2,2-Trimethylacetyl chloride;Propanoic acid,2,2-dimethyl-,anhydride with carbonochloridic acid;1612831-59-0
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CAS No:
Description
Colorless to yellow liquid
2,2-Dimethylpropanoyl Chloride is used in the synthesis of novel guttiferon A derivatives with promising potential to be used in the treatment of malaria. Also used in the synthesis of potent covalent proteasome inhibitors of
Trimethylacetyl chloride appears as colorless fuming liquid with a pungent odor. Very toxic by inhalation, ingestion or skin absorption. Fumes irritate the eyes and mucous membranes. Corrosive to most metals and tissue.|Liquid
Trimethylacetyl chloride appears as colorless fuming liquid with a pungent odor. Very toxic by inhalation, ingestion or skin absorption. Fumes irritate the eyes and mucous membranes. Corrosive to most metals and tissue.
Pivaloyl chloride Basic Attributes
120.57700
120.58
221-921-6
JQ82J0O21T
2438
DTXSID4027529
29159080
Characteristics
17.07000
1.79790
Trimethylacetyl chloride appears as colorless fuming liquid with a pungent odor. Very toxic by inhalation, ingestion or skin absorption. Fumes irritate the eyes and mucous membranes. Corrosive to most metals and tissue.
1.003 g/cm3 @ Temp: 20 °C
87-88 °C
107 °C
19ºC
1.411-1.413
Hydrolysis
Store at RT.
36 mm Hg ( 20 °C)
>1 (vs air)
Highly flammable. Fumes in air. The liquid reacts vigorously and exothermically with water to form trimethylacetic acid and corrosive hydrochloric acid; both acids corrode metals and tissue.
Acyl Halides, Sulfonyl Halides, and Chloroformates
Highly Flammable
TRIMETHYLACETYL 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].
Safety Information
I
6.1
UN 2438
1
R11; R22; R23; R34
S16-S26-S28-S36/37/39-S38-S45
F
Stable under normal temperatures and pressures.
P210-P260-P280-P303 + P361 + P353-P304 + P340 + P310-P305 + P351 + P338-P403 + P233
H225-H302-H314-H330
UN 2438
Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]: 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. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water. (ERG, 2016)|Flammable - 3rd degree, Reactive - 1st degree
|Danger|H225 (99.64%): Highly Flammable liquid and vapor [Danger Flammable liquids]|P210, P233, P234, P240, P241, P242, P243, P260, P264, P270, P271, P280, P284, P301+P312, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P320, P321, P330, P363, P370+P378, P390, P403+P233, P403+P235, P404, P405, and P501|Aggregated GHS information provided by 330 companies from 18 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H225: Highly Flammable liquid and vapor [Danger Flammable liquids]|P210, P233, P240, P241, P242, P243, P260, P264, P270, P271, P280, P284, P301+P312, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P307+P311, P309+P311, P310, P320, P321, P330, P337+P313, P363, P370+P378, P403+P233, P403+P235, P405, and P501
Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]: Some of these materials may react violently with water. SMALL FIRE: Dry chemical, CO2, water spray or alcohol-resistant foam. LARGE FIRE: Water spray, fog or alcohol-resistant foam. Move containers from fire area if you can do it without risk. Dike fire-control water for later disposal; do not scatter the material. Do not get water inside containers. FIRE INVOLVING TANKS OR CAR/TRAILER LOADS: Fight fire from maximum distance or use unmanned hose holders or monitor nozzles. Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks engulfed in fire. For massive fire, use unmanned hose holders or monitor nozzles; if this is impossible, withdraw from area and let fire burn. (ERG, 2016)
Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]: As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. SPILL: See ERG Table 1 - Initial Isolation and Protective Action Distances on the UN/NA 2438 datasheet. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)
Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]: Fully encapsulating, vapor-protective clothing should be worn for spills and leaks with no fire. ELIMINATE all ignition sources (no smoking, flares, sparks or flames in immediate area). All equipment used when handling the product must be grounded. Do not touch or walk through spilled material. Stop leak if you can do it without risk. Prevent entry into waterways, sewers, basements or confined areas. A vapor-suppressing foam may be used to reduce vapors. Absorb with earth, sand or other non-combustible material and transfer to containers (except for Hydrazine). Use clean, non-sparking tools to collect absorbed material. LARGE SPILL: Dike far ahead of liquid spill for later disposal. Water spray may reduce vapor, but may not prevent ignition in closed spaces. (ERG, 2016)
Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible. (ERG, 2016)
Drug Information
Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]: 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. (ERG, 2016)
Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]: Ensure that medical personnel are aware of the material(s) involved and take precautions to protect themselves. Move victim to fresh air. Call 911 or emergency medical service. Give artificial respiration if victim is not breathing. Do not use mouth-to-mouth method if victim ingested or inhaled the substance; give artificial respiration with the aid of a pocket mask equipped with a one-way valve or other proper respiratory medical device. Administer oxygen if breathing is difficult. Remove and isolate contaminated clothing and shoes. In case of contact with substance, immediately flush skin or eyes with running water for at least 20 minutes. In case of burns, immediately cool affected skin for as long as possible with cold water. Do not remove clothing if adhering to skin. Keep victim calm and warm. Effects of exposure (inhalation, ingestion or skin contact) to substance may be delayed. (ERG, 2016)
pivaloyl chloride
Pivaloyl chloride Use and Manufacturing
Trimethyl acetyl chloride, also known as pivaloyl chloride, is an intermediate for the production of carbamate insecticide azoles aphid and an intermediate for the herbicide isoxazolone. It can be used to synthesize amides and phenolic esters. The raw material is used to produce (hydroxy)ampicillin, cephalosporin (hydroxy)ampicillin, cefazolin, dipivaloyl adrenal glands and other drugs, in addition, it is also used to synthesize tert-butyl peroxide t-valerate. Used as an acylating reagent, used in the production of drugs such as ampicillin and cephalexin
Intermediates
Plastic and rubber products not covered elsewhere
500,000 - 1,000,000 lb
All other basic organic chemical manufacturing|Propanoyl chloride, 2,2-dimethyl-: ACTIVE
Fire Hazards -> Flammable - 3rd degree, Reactive - 1st degree
Computed Properties
Molecular Weight:120.58
XLogP3:2.2
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:120.0341926
Monoisotopic Mass:120.0341926
Topological Polar Surface Area:17.1
Heavy Atom Count:7
Complexity:80.6
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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