Di-tert-butyl chromate

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tert-Butyl chromate
Names
IUPAC name
tert-Butyl chromate
Other names
Di-tert-butyl ester of chromic acid; Bis(tert-butyl)chromate
Identifiers
3D model (JSmol)
ChemSpider
RTECS number
  • GB2900000
  • InChI=1S/2C4H9O.Cr.2O/c2*1-4(2,3)5;;;/h2*1-3H3;;;/q2*-1;+2;;
    Key: PNWJTIFZRHJYLK-UHFFFAOYSA-N
  • InChI=1/2C4H9O.Cr.2O/c2*1-4(2,3)5;;;/h2*1-3H3;;;/q2*-1;+2;;/rC8H18CrO4/c1-7(2,3)12-9(10,11)13-8(4,5)6/h1-6H3
    Key: PNWJTIFZRHJYLK-PZTLRDNSAU
  • O([Cr](OC(C)(C)C)(=O)=O)C(C)(C)C
Properties
[(CH3)3CO]2CrO2
Molar mass 230.3 g/mol[1]
Appearance red oil
Melting point −2.8 °C (27.0 °F; 270.3 K) [2]
Miscible[2]
Hazards
NIOSH (US health exposure limits):
PEL (Permissible)
TWA 0.005 mg CrO3/m3 [skin][1]
REL (Recommended)
Ca TWA 0.001 mg Cr(VI)/m3[1]
IDLH (Immediate danger)
Ca [15 mg/m3 {as Cr(VI)}][1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

tert-Butyl chromate is an industrial chemical and carcinogen. It is prepared by treatment of t-butanol with chromic anhydride. It forms red crystals at temperatures below –5 °C, above which it melts to give a red oil.[3]

Applications

It is used as an organic source of chromium, in making catalysts and as an oxidant in organic synthesis, and as a curing agent for urethane foams.[4]

Safety

tert-Butyl chromate reacts strongly with reducing agents, moisture, acids, alcohols, hydrazine, and other combustible materials. tert-Butyl chromate is itself flammable. It is designated a potential occupational carcinogen by the United States National Institute for Occupational Safety and Health, as it may cause lung cancer. Symptoms of exposure to tert-butyl chromate can include eye, skin, and respiratory irritation; eye and skin burns; drowsiness, muscle weakness; skin ulcers; nausea; vomiting; diarrhea; dyspnea; and cough.[1][2]

References

  1. ^ a b c d e NIOSH Pocket Guide to Chemical Hazards. "#0080". National Institute for Occupational Safety and Health (NIOSH).
  2. ^ a b c "Tert-butyl chromate". International Chemical Safety Cards. NIOSH. July 1, 2014.
  3. ^ Freeman, Fillmore (2001-04-15), "Di-tert-butyl Chromate", Encyclopedia of Reagents for Organic Synthesis, John Wiley & Sons, Ltd, doi:10.1002/047084289x.rd059m, ISBN 0471936235, retrieved 2018-07-15
  4. ^ "Hazardous Substance Fact Sheet" (PDF). New Jersey Department of Health.