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136824 Sigma-Aldrich

3,3-Dimethyl-2-butanol

98%

Synonym: tert-Butyl methyl carbinol, Pinacoline alcohol, Pinacolyl alcohol

  • CAS Number 464-07-3

  • Linear Formula (CH3)3CCH(OH)CH3

  • Molecular Weight 102.17

  •  Beilstein/REAXYS Number 1718948

  •  EC Number 207-347-9

  •  MDL number MFCD00004522

  •  PubChem Substance ID 24848296

  •  NACRES NA.22

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Properties

Related Categories Alcohols, Building Blocks, C2 to C6, Chemical Synthesis, Organic Building Blocks,
assay   98%
refractive index   n20/D 1.415 (lit.)
bp   119-121 °C (lit.)
mp   4.8 °C (lit.)
density   0.812 g/mL at 25 °C (lit.)
SMILES string   CC(O)C(C)(C)C
InChI   1S/C6H14O/c1-5(7)6(2,3)4/h5,7H,1-4H3
InChI key   DFOXKPDFWGNLJU-UHFFFAOYSA-N

Description

General description

3,3-Dimethyl-2-butanol is a potential precursor for prohibited chemical weapons such as soman, a nerve agent. It is a synthetic analog of kairomone.

Application

3,3-Dimethyl-2-butanol (pinacolyl alcohol) can be used as a substrate:
• To study the oxidation of secondary alcohols to ketones using cyclic microwave heating technique.
• To prepare aryl ethers by reacting with aryl iodide using 4-pyrrolidinopyridine ligand via Cu-catalyzed Ullmann reaction.

3,3-Dimethyl-2-butanol was used in conversion of ribose- and glucose-binding proteins into receptors for pinacolyl methyl phosphonic acid.

Packaging

25, 100 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS02  GHS02
Signal word 
Warning
Hazard statements 
RIDADR 
UN 1987C 3 / PGIII
WGK Germany 
3
RTECS 
EL2276000
Flash Point(F) 
78.8 °F
Flash Point(C) 
26 °C

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Protocols & Articles
Peer-Reviewed Papers
15

References

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