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2,2-Dimethylpropanol

  • Name 2,2-Dimethylpropanol
  • EINECS200-907-3
  • CAS No. 75-84-3
  • Density0.811 g/cm3
  • PSA20.23000
  • LogP1.02480
  • Solubilitywater: 3.5 g/100 mL at 25 °C
  • Melting Point52-56 °C(lit.)
  • FormulaC5H12O
  • Boiling Point113.1 °C at 760 mmHg
  • Molecular Weight88.1497
  • Flash Point36.7 °C
  • Transport InformationUN 1325 4.1/PG 2
  • Appearancecolorless waxy crystalline solid
  • Safety16-26-36/37-7/9-33
  • Risk Codes10-36/37-11
  • Molecular Structure
    Molecular Structure of 75-84-3 (2,2-Dimethyl-1-propanol)
  • Hazard SymbolsIrritantXi,FlammableF
  • SynonymsIrritantXi,FlammableF
  • Article Data168

2,2-Dimethylpropanol Synthetic route

872802-13-6

titanium isopropoxide

A

75-84-3

2,2-dimethyl-propanol-1

B

titanium(IV) oxide

C

75-65-0

tert-butyl alcohol

Conditions
ConditionsYield
In gas byproducts: (CH3)2CCHCH3, CH3CH2C(CH3)CH2; decomposition at a pressure of ca. 0.01 mm of Hg at 550°C; further compound: H2 was obtained with a yield of <0.5%; dineopentane, neopentane and/or 1,1-dimethylcyclopropane were not obtained; org. compounds collected in a liquid-N2 trap; NMR; GC; mass spectra;A 100%
B n/a
C <1
630-19-3

pivalaldehyde

75-84-3

2,2-dimethyl-propanol-1

Conditions
ConditionsYield
With isopropyl alcohol; zirconium(IV) oxide for 4h; Rate constant; Heating;99%
With isopropyl alcohol; zirconium(IV) oxide for 4h; Heating;99%
With air; H2[Y5(μ4-O)(μ3-O)4(μ-η2-Ph2acac)4(η2-Ph2acac)6] In dichloromethane for 12h;71%

4,4,5,5-tetramethyl-2-(neopentyloxy)-1,3,2-dioxaborolane

75-84-3

2,2-dimethyl-propanol-1

Conditions
ConditionsYield
With silica gel In methanol at 50℃; for 3h;93%
With methanol; silica gel at 50℃; for 3h;90%
With methanol; silica gel at 50℃; for 1.91667h;92 %Spectr.
With water; silica gel In hexane; ethyl acetate
598-98-1

Methyl pivalate

75-84-3

2,2-dimethyl-propanol-1

Conditions
ConditionsYield
With lithium borohydride In methanol; diethyl ether for 0.25h; Heating;92%
With zinc(II) tetrahydroborate In tetrahydrofuran at 67℃; for 6h;77%
With sodium tetrahydroborate In methanol; tert-butyl alcohol Heating;76 % Chromat.
3282-30-2

pivaloyl chloride

75-84-3

2,2-dimethyl-propanol-1

Conditions
ConditionsYield
With zinc(II) tetrahydroborate; N,N,N,N,-tetramethylethylenediamine In diethyl ether at 25℃; for 2h;88%
With lithium aluminium tetrahydride; diethyl ether
With diethyl ether; tert-butylmagnesium chloride
68-26-8

RETINOL

630-19-3

pivalaldehyde

A

75-84-3

2,2-dimethyl-propanol-1

B

116-31-4

all-trans-Retinal

Conditions
ConditionsYield
With aluminum isopropoxide In waterA n/a
B 87%
With aluminum isopropoxide In water
598-98-1

Methyl pivalate

762-72-1

allyl-trimethyl-silane

A

75-84-3

2,2-dimethyl-propanol-1

B

19550-89-1

2,2-dimethyl-5-hexen-3-ol

Conditions
ConditionsYield
With indium (III) iodide; Dimethylphenylsilane In dichloromethane at 20℃; for 1.66667h; Inert atmosphere; chemoselective reaction;A 29 %Spectr.
B 30%
3536-96-7

vinylmagnesium chloride

590-86-3

isovaleraldehyde

A

60041-31-8, 61348-36-5, 24580-44-7

4,4-dimethylpent-1-en-3-ol

B

75-84-3

2,2-dimethyl-propanol-1

Conditions
ConditionsYield
A 16%
B 4.5%
75-91-2

tert.-butylhydroperoxide

bromobis(neopentyloxy)aluminum

A

75-84-3

2,2-dimethyl-propanol-1

B

5340-26-1

neopentyl pivalate

C

630-19-3

pivalaldehyde

D

75-65-0

tert-butyl alcohol

E

75-98-9

Trimethylacetic acid

F

Al(OH)3

Al(OH)3

Conditions
ConditionsYield
With sulfuric acid; diethylamine Product distribution; Mechanism;A 1%
B n/a
C n/a
D n/a
E n/a
F n/a
107-39-1

2,4,4-trimethyl-1-pentene

75-84-3

2,2-dimethyl-propanol-1

Conditions
ConditionsYield
With sulfuric acid; dihydrogen peroxide

2,2-Dimethylpropanol Specification

  The 2,2-Dimethylpropanol , its cas register number is 75-84-3, is also called Neopentyl alcohol ; 2,2-Dimethyl-1-propanol . Its IUPAC name is 2,2-dimethylpropan-1-ol . And its systematic name is also named as 2,2-dimethylpropan-1-ol with the structure description of SMILES of OCC(C)(C)C. 2,2-Dimethylpropanol  is not compatible with strong oxidizing agents. And it should avoid the condition of incompatible materials, ignition sources. And its hazardous decomposition products: carbon monoxide, carbon dioxide. While, its hazardous polymerization has not been reported.

  The physical properties of 2,2-Dimethylpropanol are: (1) H bond acceptors: 1; (2) H bond donors: 1; (3) Freely Rotating Bonds: 2; (4) Index of Refraction: 1.406; (5) Molar Refractivity: 26.71 cm3; (6) Molar Volume: 108.6 cm3; (7) Surface Tension: 25 dyne/cm; (8) Enthalpy of Vaporization: 40.98 kJ/mol; (9) Vapour Pressure: 10.8 mmHg at 25°C. This compound is highly flammable. So keep it in a well-ventilated place away from sources of ignition and keep container tightly closed. 2,2-Dimethylpropanol Irritates to eyes and respiratory system. Before use it, wear suitable protective clothing and gloves. If contact with eyes accidently, rinse immediately with plenty of water and seek
medical advice.

 The 2,2-Dimethylpropanol can be prepared in many ways. For example, 2,2-dimethyl-propionic acid can be used to produce this compound in the solvent of propan-2-ol using the reagents of aq. SnO2 under the temperature of 300 ℃. The yield is about 69%.

  The 2,2-Dimethylpropanol is always used to manufacture other compounds such as 1-bromo-2,2-dimethyl-propane ; 2,2-dimethyl-propionaldehyde ; 2,2-dimethyl-propionic acid . For example,  2,2-Dimethylpropanol is used to prepare the 1-bromo-2,2-dimethyl-propane using the reagents of 48percent HBr and the catalyst of aliquat 336 in the solvent of chlorobenzene under the temperature of 85 ℃. The yield is about 30%.

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