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Showing NP-Card for Tert-Butyl alcohol (NP0045172)

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Record Information
Version2.0
Created at2022-03-10 18:59:12 UTC
Updated at2022-03-10 22:22:33 UTC
NP-MRD IDNP0045172
Secondary Accession NumbersNone
Natural Product Identification
Common NameTert-Butyl alcohol
DescriptionTert-Butyl alcohol (TBA), also called tert-butanol or t-butanol, is the simplest tertiary alcohol, with a formula of (CH3)3COH (sometimes represented as t-BuOH). It is one of the four isomers of butanol. It is unique among the isomers of butanol because it tends to be a solid at room temperature, with a melting point slightly above 25 °C. It has a camphor-like odor and is miscible with water, ethanol and diethyl ether. Tert-Butyl alcohol is derived commercially from isobutane as a coproduct of propylene oxide production. It can also be produced by the catalytic hydration of isobutylene, or by a Grignard reaction between acetone and methylmagnesium chloride. Tert-Butyl alcohol is used as a solvent, ethanol denaturant, paint remover ingredient, and gasoline octane booster. Tert-Butyl alcohol is found in guava and ginger and it has also been identified in beer and chickpeas. It has also been detected in the volatile fraction of Cannabis sativa samples (PMID: 26657499 ).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0045172 (Tert-Butyl alcohol)


  Mrv1652303202018592D          

  5  4  0  0  0  0            999 V2000
    0.8250   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
M  END
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3D MOL for NP0045172 (Tert-Butyl alcohol)

     RDKit          3D

 15 14  0  0  0  0  0  0  0  0999 V2000
   -1.0402   -1.0773   -0.1822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0129   -0.0200   -0.2568 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3490   -0.3995    0.2424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4631    1.1938    0.5544 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1385    0.3784   -1.5974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9151   -0.8055    0.4703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6961   -2.0613    0.1722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5003   -1.2783   -1.1939 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0885   -0.5099   -0.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8037    0.3891    0.9054 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3626   -1.3256    0.8317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3452    0.8774    1.6184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5460    1.3234    0.3834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1327    2.0885    0.3014 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6439    1.2268   -1.6526 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  1  6  1  0
  1  7  1  0
  1  8  1  0
  3  9  1  0
  3 10  1  0
  3 11  1  0
  4 12  1  0
  4 13  1  0
  4 14  1  0
  5 15  1  0
M  END
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3D SDF for NP0045172 (Tert-Butyl alcohol)


  Mrv1652303202018592D          

  5  4  0  0  0  0            999 V2000
    0.8250   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0045172

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C4H10O/c1-4(2,3)5/h5H,1-3H3

> <INCHI_KEY>
DKGAVHZHDRPRBM-UHFFFAOYSA-N

> <FORMULA>
C4H10O

> <MOLECULAR_WEIGHT>
74.1216

> <EXACT_MASS>
74.073164942

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
15

> <JCHEM_AVERAGE_POLARIZABILITY>
8.938792591666179

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-methylpropan-2-ol

> <ALOGPS_LOGP>
0.70

> <JCHEM_LOGP>
0.5353825790000001

> <ALOGPS_LOGS>
0.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.086988764524413

> <JCHEM_PKA_STRONGEST_BASIC>
-1.448551114397021

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
22.0669

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.54e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methyl-2-propanol

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0045172 (Tert-Butyl alcohol)

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PDB for NP0045172 (Tert-Butyl alcohol)
HEADER    PROTEIN                                 20-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-20         0                                  
HETATM    1  C   UNK     0       1.540  -1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.540   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.080   0.000   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2                                                            
MASTER        0    0    0    0    0    0    0    0    5    0    8    0
END

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3D PDB for NP0045172 (Tert-Butyl alcohol)
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SMILES for NP0045172 (Tert-Butyl alcohol)
CC(C)(C)O
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INCHI for NP0045172 (Tert-Butyl alcohol)
InChI=1S/C4H10O/c1-4(2,3)5/h5H,1-3H3
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View in JSmol
Synonyms
ValueSource
(CH3)3C-OHChEBI
1,1-DimethylethanolChEBI
t-ButanolChEBI
t-Butyl alchoholChEBI
t-ButylalkoholChEBI
Tert-butyl alcoholChEBI
TERTIARY-butyl alcoholChEBI
TrimethylcarbinolChEBI
TrimethylmethanolChEBI
2-Methyl N-propan-2-olHMDB
2-Methyl-2-propanolHMDB
Alcohol, tert-butylHMDB
DimethylethanolHMDB
t-Butyl alcoholHMDB
t-Butyl hydroxideHMDB
Tert-butanolHMDB
Tert-butyl hydroxideHMDB
Tert-butylalcoholHMDB
Trimethyl carbinolHMDB
Trimethyl methanolHMDB
Trimethyl-methanolHMDB
Alcohol, tertiary-butylHMDB
Tertiary butyl alcoholHMDB
t ButanolHMDB
Tert butanolHMDB
Tert butyl alcoholHMDB
Chemical FormulaC4H10O
Average Mass74.1216 Da
Monoisotopic Mass74.07316 Da
IUPAC Name2-methylpropan-2-ol
Traditional Name2-methyl-2-propanol
CAS Registry Number75-65-0
SMILES
CC(C)(C)O
InChI Identifier
InChI=1S/C4H10O/c1-4(2,3)5/h5H,1-3H3
InChI KeyDKGAVHZHDRPRBM-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Cannabis sativaNULL
      Not Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ).
KingdomOrganic compounds  
Super ClassOrganic oxygen compounds  
ClassOrganooxygen compounds  
Sub ClassAlcohols and polyols  
Direct ParentTertiary alcohols  
Alternative Parents
Substituents
  • Tertiary alcohol
    • 

  • Hydrocarbon derivative
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.7ALOGPS
logP0.54ChemAxon
logS0.32ALOGPS
pKa (Strongest Acidic)18.09ChemAxon
pKa (Strongest Basic)-1.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity22.07 m³·mol⁻¹ChemAxon
Polarizability8.94 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0031456  
DrugBank IDDB03900  
Phenol Explorer Compound IDNot Available
FoodDB IDFDB006719  
KNApSAcK IDNot Available
Chemspider ID6146  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkTert-Butyl_alcohol  
METLIN IDNot Available
PubChem Compound6386  
PDB IDTBU  
ChEBI ID45895  
Good Scents IDNot Available
References
General References
  1. Simon LM, Laczko I, Demcsak A, Toth D, Kotorman M, Fulop L: The formation of amyloid-like fibrils of alpha-chymotrypsin in different aqueous organic solvents. Protein Pept Lett. 2012 May;19(5):544-50. doi: 10.2174/092986612800191071. [PubMed:22185498  ] 
  2. Lee CW, Mohr SN, Weisel CP: Toxicokinetics of human exposure to methyl tertiary-butyl ether (MTBE) following short-term controlled exposures. J Expo Anal Environ Epidemiol. 2001 Mar-Apr;11(2):67-78. doi: 10.1038/sj.jea.7500149. [PubMed:11409007  ] 
  3. Williams TM, Borghoff SJ: Characterization of tert-butyl alcohol binding to alpha2u-globulin in F-344 rats. Toxicol Sci. 2001 Aug;62(2):228-35. doi: 10.1093/toxsci/62.2.228. [PubMed:11452135  ]