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Basic Information
CAS No.: 75-65-0
Name: tert-Butyl alcohol
Article Data: 739
Molecular Structure:
Molecular Structure of 75-65-0 (tert-Butyl alcohol)
Formula: C4H10O
Molecular Weight: 74.1228
Synonyms: tert-Butylalcohol (8CI);1,1-Dimethylethanol;2-Methyl-2-propanol;Trimethylcarbinol;Trimethylmethanol;t-Butanol;
EINECS: 200-889-7
Density: 0.805 g/cm3
Melting Point: 23-26 °C(lit.)
Boiling Point: 84.603 °C at 760 mmHg
Flash Point: 11.667 °C
Solubility: soluble in water
Appearance: clear colourless liquid after melting
Hazard Symbols: HarmfulXn, FlammableF, ToxicT
Risk Codes: 11-20-39/23/24/25-23/24/25
Safety: 9-16-45-36/37-7
Transport Information: UN 1120 3/PG 3
PSA: 20.23000
LogP: 0.77720
Synthetic route
507-20-0

tertiary butyl chloride

75-65-0

tert-butyl alcohol

Conditions
ConditionsYield
With water at 20℃; for 1.5h;100%
With water
With water at 1℃; Rate constant; Thermodynamic data; solvolysis of tertiary, secondary, and primary substrates, thermodynamic data, temperature dependence;
110-86-1

pyridine

31562-43-3

tert-butylsulfinyl chloride

A

628-13-7

pyridine hydrochloride

B

67-64-1

acetone

C

pyridinium tert-butylsulfonate

D

75-65-0

tert-butyl alcohol

Conditions
ConditionsYield
With tert.-butylhydroperoxide In chloroform at 20℃; for 2h; Further byproducts given;A 100%
B 20%
C 40%
D 55%
1927-59-9

2-tert-butoxytetrahydrofuran

75-65-0

tert-butyl alcohol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In ethanol for 1h; Ambient temperature;100%
110-82-7

cyclohexane

84210-61-7

perpentene-4 oate de tertiobutyle

A

92-51-3

cyclohexylcyclohexane

B

1678-93-9

butylcyclohexane

C

96009-79-9

cyclohexyl-5 pentanolide-4

D

67-64-1

acetone

E

108-29-2

5-methyl-dihydro-furan-2-one

F

75-65-0

tert-butyl alcohol

Conditions
ConditionsYield
at 120℃; for 4h; Product distribution; Mechanism; different ratios of reactant, reactants, reaction times and temperatures;A 5%
B 5%
C 35%
D n/a
E 1%
F 100%
774-65-2

benzoic acid tert-butyl ester

A

65-85-0

benzoic acid

B

75-65-0

tert-butyl alcohol

Conditions
ConditionsYield
With aluminum oxide; potassium hydroxide In diethyl ether for 21h; Product distribution; Ambient temperature; other solvent;A 100%
B 80%
83073-73-8

2-(octylsulfonyl)ethyl tert-butyl peroxide

A

34557-54-5

methane

B

20466-47-1

2-hydroxyethyl octyl sulfone

C

67-64-1

acetone

D

75-65-0

tert-butyl alcohol

Conditions
ConditionsYield
In various solvent(s) at 145℃; Rate constant; Thermodynamic data; E(act.);A n/a
B 100%
C n/a
D n/a
86543-48-8

9-t-butyl-10-methyl-9,10-endotrioxy-9,10-dihydroanthracene

A

17104-31-3

10-hydroxy-10-methylanthracen-9(10H)-one

B

75-65-0

tert-butyl alcohol

C

VO(acac)2OH

VO(acac)2OH

Conditions
ConditionsYield
With bis(acetylacetonate)oxovanadium for 1h; Ambient temperature; 4 equiv. reagents;A 100%
B 61%
C n/a
123525-58-6

9-tert-butyl-10-methyl-9,10-dihydroacridine

A

75-91-2

tert.-butylhydroperoxide

B

10-methylacridanium

C

75-65-0

tert-butyl alcohol

Conditions
ConditionsYield
With 9,10-Dicyanoanthracene; oxygen; trifluoroacetic acid; scandium tris(trifluoromethanesulfonate) In [D3]acetonitrile at 24.85℃; for 1h; Irradiation;A n/a
B 100%
C n/a
67-56-1

methanol

540-88-5

acetic acid tert-butyl ester

A

79-20-9

acetic acid methyl ester

B

75-65-0

tert-butyl alcohol

Conditions
ConditionsYield
With triethylamine at 20℃; under 8250660 Torr; for 2h; Product distribution;A 100%
B n/a
67-56-1

methanol

774-65-2

benzoic acid tert-butyl ester

A

93-58-3

benzoic acid methyl ester

B

75-65-0

tert-butyl alcohol

Conditions
ConditionsYield
With triethylamine at 20℃; under 8250660 Torr; for 2h; Product distribution;A 100%
B n/a
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    Tert-Butanol

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Chemistry

Product Name: tert-Butanol (CAS NO.75-65-0)

Molecular Formula: C4H10O
Molecular Weight: 74.12g/mol
Mol File: 75-65-0.mol
EINECS: 200-751-6
Melting Point: 23-26 °C(lit.)
Boiling point: 117.7 °C at 760 mmHg
Storage Temperature: 2-8°C
Flash Point: 35 °C
Density: 0.805 g/cm3
Refractive index: n20/D 1.399(lit.)
Water Solubility: soluble
Stability: Stable. Very flammable. Incompatible with strong oxidizing agents, copper, copper alloys, alkali metals, aluminium.
Index of Refraction: 1.395 
Molar Refractivity: 22.11 cm3 
Molar Volume: 92 cm3 
Surface Tension: 26 dyne/cm
Enthalpy of Vaporization: 43.29 kJ/mol
Vapour Pressure: 2 mmHg at 25°C
XLogP3-AA: 0.5
H-Bond Donor: 1
H-Bond Acceptor: 1
Structure Descriptors of tert-Butanol (CAS NO.75-65-0):
  IUPAC Name: 2-methylpropan-2-ol
  Canonical SMILES: CC(C)(C)O
  InChI: InChI=1S/C4H10O/c1-4(2,3)5/h5H,1-3H3 
  InChIKey: DKGAVHZHDRPRBM-UHFFFAOYSA-N
Product Categories: Organics

Uses

 tert-Butanol (CAS NO.75-65-0) is used as a solvent, as a denaturant for ethanol,  as an octane booster for gasoline, as an ingredient in paint removers,as an oxygenate gasoline additive, and as an intermediate in the synthesis of other chemical commodities such as MTBE, TBHP, ETBE, other flavors and perfumes.

Production

t-Butyl alcohol (75-65-0) is produced by the hydration of iso-butene. The favored tertiary carbocation intermediate limits the possible alcohols produced to only this one.
           (CH3)2C=CH2 → (CH3)3COH

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
frog LDLo parenteral 12gm/kg (12000mg/kg) PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 50, Pg. 296, 1935.
guinea pig LD50 skin > 10mL/kg (10mL/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
National Technical Information Service. Vol. OTS0556680,
mouse LD50 intraperitoneal 399mg/kg (399mg/kg) LIVER: OTHER CHANGES Research Communications in Chemical Pathology and Pharmacology. Vol. 26, Pg. 75, 1979.
mouse LD50 intravenous 1538mg/kg (1538mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 135, Pg. 330, 1962.
rabbit LD50 oral 3559mg/kg (3559mg/kg) SENSE ORGANS AND SPECIAL SENSES: CORNEAL DAMAGE: EYE

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

CARDIAC: PULSE RATE
Industrial Medicine and Surgery. Vol. 41, Pg. 31, 1972.
rabbit LD50 skin > 2gm/kg (2000mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" National Technical Information Service. Vol. OTS0572351,
rat LC50 inhalation > 10000ppm/4H (10000ppm) BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

LUNGS, THORAX, OR RESPIRATION: PULMONARY EMBOLI
National Technical Information Service. Vol. OTS0572351,
rat LD50 oral 2743mg/kg (2743mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

GASTROINTESTINAL: OTHER CHANGES
National Technical Information Service. Vol. OTS0572351,

Consensus Reports

Community Right-To-Know List. Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

Safety Profile

Moderately toxic by ingestion, intravenous, and intraperitoneal routes. An experimental teratogen. Other experimental reproductive effects. Dangerous fire hazard when exposed to heat or flame. Moderately explosive in the form of vapor when exposed to flame. Ignites on contact with potassium-sodium alloys. To fight fire, use alcohol foam, CO2, dry chemical. Incompatible with oxidizing materials, H2O2. See also n-BUTYL ALCOHOL and ALCOHOLS.
Safety Information of tert-Butanol (CAS NO.75-65-0):
Hazard Codes: XnHarmful,FFlammable,TToxic
Risk Statements: 11-20-39/23/24/25-23/24/25  
R11: Highly flammable. 
R20: Harmful by inhalation. 
R39: Danger of very serious irreversible effects. 
R23/24/25: Toxic by inhalation, in contact with skin and if swallowed.
Safety Statements: 9-16-45-36/37-7
S9: Keep container in a well-ventilated place. 
S16: Keep away from sources of ignition. 
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S36/37: Wear suitable protective clothing and gloves. 
S7: Keep container tightly closed.
RIDADR: UN 1120 3/PG 3
WGK Germany: 1
RTECS: EO1925000
HazardClass: 3
PackingGroup: II
HS Code: 29051410

Standards and Recommendations

OSHA PEL: TWA 100 ppm; STEL 150 ppm
ACGIH TLV: TWA 100 ppm; Not Classifiable as a Human Carcinogen
DFG MAK: 100 ppm (310 mg/m3)

Analytical Methods

For occupational chemical analysis use NIOSH: Alcohols I, 1400.

Specification

 tert-Butanol , its CAS NO. is 75-65-0, the synonyms are 1,1-Dimethylethanol ; 2-Methyl-2-propanol ; 2-Propanol, 2-methyl- ; Alcool butylique tertiaire ; Butanol tertiaire ; Trimethyl carbinol ; Trimethyl methanol ; Trimethylmethanol ; t-Butanol ; t-Butyl alcohol ; t-Butyl hydroxide ; tert-Butyl alcohol ; tertiary-Butanol ; Methyl-2-propanol .