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Pivalic acid

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Pivalic acid Basic information

Product Name:
Pivalic acid
Synonyms:
  • 2,2-Dimethylpropansαure
  • PIVALIC ACID (TRIMETHYLACETIC ACID)
  • TRIMETHYLACETIC ACID (PIVALIC ACID)
  • A,A-DIMETHYLPROPIONIC ACID
  • 2,2-Dimethylpropionic acid, Trimethylacetic acid
  • Pivalic acid ,99%
  • PIVALIC ACID CRUDE
  • trimethyl-aceticaci
CAS:
75-98-9
MF:
C5H10O2
MW:
102.13
EINECS:
200-922-5
Product Categories:
  • Intermediates
  • Building Blocks
  • C1 to C5
  • Carbonyl Compounds
  • Carboxylic Acids
  • Chemical Synthesis
  • Organic Building Blocks
  • Synthesizing medicine intermediate
Mol File:
75-98-9.mol
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Pivalic acid Chemical Properties

Melting point:
32-35 °C(lit.)
Boiling point:
163-164 °C(lit.)
Density 
0.889 g/mL at 25 °C(lit.)
vapor density 
3.6 (vs air)
vapor pressure 
9.75 mm Hg ( 60 °C)
refractive index 
1.393
Flash point:
147 °F
storage temp. 
2-8°C
solubility 
25g/l
form 
Powder, Crystals and/or Chunks
pka
5.03(at 25℃)
Specific Gravity
1.121
color 
Yellow to orange to tan
explosive limit
1.6%(V)
Water Solubility 
25 g/L (20 ºC)
Merck 
14,7511
BRN 
969480
InChIKey
IUGYQRQAERSCNH-UHFFFAOYSA-N
CAS DataBase Reference
75-98-9(CAS DataBase Reference)
NIST Chemistry Reference
Pivalic acid(75-98-9)
EPA Substance Registry System
Pivalic acid (75-98-9)
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Safety Information

Hazard Codes 
C
Risk Statements 
21/22-34
Safety Statements 
26-36/37/39-45
RIDADR 
UN 3261 8/PG 2
WGK Germany 
1
RTECS 
TO7700000
TSCA 
Yes
HazardClass 
8
PackingGroup 
II
HS Code 
29159000
Hazardous Substances Data
75-98-9(Hazardous Substances Data)
Toxicity
LD50 orally in Rabbit: 900 mg/kg LD50 dermal Rat 1900 mg/kg

MSDS

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Pivalic acid Usage And Synthesis

Chemical Properties

white crystalline low melting mass

Uses

Pivalic Acid is a metabolite of oral cephem (β-lactam) antibiotics such as S-1108, containing pivaloyl moieties.

Synthesis Reference(s)

Journal of the American Chemical Society, 98, p. 1275, 1976 DOI: 10.1021/ja00421a046
Organic Syntheses, Coll. Vol. 1, p. 524, 1941

General Description

Pivalic acid is a colored crystalline solid of low toxicity that is soluble in water, ethyl alcohol and diethyl ether.

Air & Water Reactions

With mixing, water soluble.

Reactivity Profile

Pivalic acid is a carboxylic acid. Carboxylic acids donate hydrogen ions if a base is present to accept them. They react in this way with all bases, both organic (for example, the amines) and inorganic. Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. Neutralization between an acid and a base produces water plus a salt. Carboxylic acids with six or fewer carbon atoms are freely or moderately soluble in water; those with more than six carbons are slightly soluble in water. Soluble carboxylic acid dissociate to an extent in water to yield hydrogen ions. The pH of solutions of carboxylic acids is therefore less than 7.0. Many insoluble carboxylic acids react rapidly with aqueous solutions containing a chemical base and dissolve as the neutralization generates a soluble salt. Carboxylic acids in aqueous solution and liquid or molten carboxylic acids can react with active metals to form gaseous hydrogen and a metal salt. Such reactions occur in principle for solid carboxylic acids as well, but are slow if the solid acid remains dry. Even "insoluble" carboxylic acids may absorb enough water from the air and dissolve sufficiently in Pivalic acid to corrode or dissolve iron, steel, and aluminum parts and containers. Carboxylic acids, like other acids, react with cyanide salts to generate gaseous hydrogen cyanide. The reaction is slower for dry, solid carboxylic acids. Insoluble carboxylic acids react with solutions of cyanides to cause the release of gaseous hydrogen cyanide. Flammable and/or toxic gases and heat are generated by the reaction of carboxylic acids with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides. Carboxylic acids, especially in aqueous solution, also react with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat. Their reaction with carbonates and bicarbonates generates a harmless gas (carbon dioxide) but still heat. Like other organic compounds, carboxylic acids can be oxidized by strong oxidizing agents and reduced by strong reducing agents. These reactions generate heat. A wide variety of products is possible. Like other acids, carboxylic acids may initiate polymerization reactions; like other acids, they often catalyze (increase the rate of) chemical reactions.

Health Hazard

CALL FOR MEDICAL AID. SOLID: Irritating to eyes and skin. Harmful if swallowed. IF IN EYES OR ON SKIN, flush with running water for at least 15 minutes; hold eyelids open if necessary. Wash skin with soap and water. Remove and isolate contaminated clothing and shoes at the site. If SWALLOWED and victim is UNCONSCIOUS OR HAVING CONVULSIONS, do nothing except keep victim warm. Because of low volatility, it is relatively harmless when inhaled at normal ambient temperature (around 20°C). It is slightly toxic by ingestion or skin absorption. The vapor is irritating at elevated temperatures. Can cause considerable discomfort by oral routes; may cause reversible or irreversible changes to exposed tissue, not permanent injury or death.

Fire Hazard

COMBUSTIBLE. Produces vapors irritating to eyes and skin. Decomposes to produce acrid smoke and fumes.

Safety Profile

Moderately toxic by ingestion and skin contact. Questionable carcinogen with experimental tumorigenic data. When heated to decomposition it emits acrid smoke and irritating fumes.

Purification Methods

Fractionally distil the acid under reduced pressure, then fractionally crystallise it from its melt. Recrystallise it from *benzene. [Beilstein 2 IV 908.]

Pivalic acid Supplier

Hebei Fude Chemical Technology Co., Ltd. Gold
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0310-2865885-
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736774522@qq.com
CHMA Chemical Technology (Shanghai) Co., Ltd Gold
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021-61556450 15800904410
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sales@chmachem.com
卡托研究化学公司 Gold
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020-81215950- ;020-81215950-
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customer@uwalab.com;customer@uwalab.com
Tianjin Zhongxin Chemtech Co., Ltd.
Tel
022-66880623;022-89880623
Email
sales@tjzxchem.com;sales@tjzxchem.com
J & K SCIENTIFIC LTD.
Tel
010-82848833- ;010-82848833-
Email
jkinfo@jkchemical.com;market6@jkchemical.com