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2-Methyl-3-buten-2-ol
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Name

2-Methyl-3-buten-2-ol

 EINECS 204-068-4
CAS No. 115-18-4 Density 0.83 g/cm3
PSA 20.23000 LogP 0.94330
Solubility N/A Melting Point -43 °C
Formula C5H10O Boiling Point 98.499 °C at 760 mmHg
Molecular Weight 86.1338 Flash Point 12.842 °C
Transport Information UN 1987 3/PG 2 Appearance clear colourless to very slightly yellow liquid
Safety 16-26-36 Risk Codes 11-22-36
Molecular Structure Molecular Structure of 115-18-4 (2-Methyl-3-buten-2-ol) Hazard Symbols FlammableF, HarmfulXn, ExtremelyF++
Synonyms

1,1-Dimethyl-2-propen-1-ol;1,1-Dimethyl-2-propenyl alcohol;1,1-Dimethylallyl alcohol;2-Methyl-2-hydroxy-3-butene;2-Methyl-3-buten-2-yl alcohol;3-Hydroxy-3-methyl-1-butene;3-Hydroxy-3-methylbutene;3-Methyl-3-hydroxybutene;Dimethylvinylcarbinol;Dimethylvinylmethanol;Vinyldimethylcarbinol;a,a-Dimethylallyl alcohol;

Article Data 182

2-Methyl-3-buten-2-ol Synthetic route

115-19-5

2-methyl-but-3-yn-2-ol

115-18-4

2-methyl-3-buten-2-ol

Conditions
ConditionsYield
With quinoline; hydrogen; Lindlar's catalyst In Petroleum ether at 20℃; for 10h;99%
With pyridine; hydrogen In methanol at 59.84℃; Kinetics; Temperature; Reagent/catalyst; Concentration; Time; Capillary microreactor; chemoselective reaction;99.9%
With hydrogen; copper-palladium; silica gel In ethanol at 25℃; under 760.051 Torr;98%
78-79-5

isoprene

A

115-18-4

2-methyl-3-buten-2-ol

B

isopentenol

Conditions
ConditionsYield
Stage #1: isoprene With hydrogenchloride at 1℃; for 3h;
Stage #2: With sodium hydroxide In cyclohexane at 70℃; for 1.58333h; Temperature;		A 99.75%
B 98%
115-19-5

2-methyl-but-3-yn-2-ol

A

75-85-4

tert-Amyl alcohol

B

115-18-4

2-methyl-3-buten-2-ol

Conditions
ConditionsYield
With hydrogen; copper-palladium; silica gel In ethanol at 25℃; under 760 Torr; Kinetics;A n/a
B 98%
With hydrogen; palladium dichloride In N,N-dimethyl-formamide under 18751.5 Torr; for 0.3h; Product distribution; Ambient temperature; various time;A 2%
B 91%
With hydrogen; nickel dihydroxide; Ni(C17H35COO)2 In toluene at 40℃; Product distribution; Kinetics; other catalyst. Object of study: selectivity;A 41.6%
B 85.5%
2190-48-9

3-chloro-3-methyl-1-butene

115-18-4

2-methyl-3-buten-2-ol

Conditions
ConditionsYield
Stage #1: 3-chloro-3-methyl-1-butene With sodium formate; copper(II) sulfate; erythorbic acid sodium salt In water for 5h; Reflux;
Stage #2: With sodium hydroxide In water at 90℃; for 2h; Reagent/catalyst;		97%
With sodium hydrogencarbonate at 45℃;
Multi-step reaction with 2 steps
1: 20 °C / bei 3 Monate langem Stehenlassen
2: NaHCO3 / 50 °C
View Scheme
Multi-step reaction with 2 steps
1: 0 °C
2: NaHCO3 / 50 °C
View Scheme
917-54-4

methyllithium

78-94-4

methyl vinyl ketone

115-18-4

2-methyl-3-buten-2-ol

Conditions
ConditionsYield
In diethyl ether at -78℃; for 0.166667h;90%
In diethyl ether at -78℃;90%
In diethyl ether at -78℃; for 0.166667h; Inert atmosphere; Schlenk technique;88%
556-82-1

3-methyl-2-buten-1-ol

115-18-4

2-methyl-3-buten-2-ol

Conditions
ConditionsYield
With silica-supported monomeric vanadium-oxo species In acetonitrile at 40℃; for 4h; Inert atmosphere;76%
With acide perchlorique In water-d2 at 34℃; Product distribution;
With sulfuric acid
513-35-9

2-methyl-but-2-ene

A

19482-44-1

2-(oxiran-2-yl)propan-2-ol

B

36688-49-0

1-(2-methyl-oxiranyl)-ethanol

C

115-18-4

2-methyl-3-buten-2-ol

Conditions
ConditionsYield
With titanium(IV) isopropylate; oxygen; 5,15,10,20-tetraphenylporphyrin In dichloromethane at 0℃; Irradiation;A 47%
B 38%
C 3%
625-27-4

2-methyl-2-pentene

A

1193-04-0

α,α,3-Trimethyloxiranemethanol

B

115-18-4

2-methyl-3-buten-2-ol

C

96481-55-9

2-methylpent-1-en-3-ol

D

28255-29-0, 113531-35-4

1-(2-Methyl-oxiranyl)-propan-1-ol

Conditions
ConditionsYield
With titanium(IV) isopropylate; oxygen; 5,15,10,20-tetraphenylporphyrin In dichloromethane at 0℃; Irradiation;A 42%
B 3%
C 3%
D 28%
78-79-5

isoprene

115-18-4

2-methyl-3-buten-2-ol

Conditions
ConditionsYield
30%
With hydrogenchloride; acetic acid Behandeln des Reaktionsprodukts mit Calciumcarbonat und Wasser;
Multi-step reaction with 2 steps
1: hydrogen bromide / Endprodukt ist 4-Brom-2-methyl-buten-(2)
2: natrium carbonate
View Scheme
10% phosphoric acid on silica at 25℃; for 12h; Product distribution / selectivity; Gas phase; Sealed vial;
1670-26-4

sphingosylphosphorylcholine

78-79-5

isoprene

115-18-4

2-methyl-3-buten-2-ol

Conditions
ConditionsYield
29%

2-Methyl-3-buten-2-ol Chemical Properties

Molecular Structure of 2-Methyl-3-buten-2-ol (115-18-4):

IUPAC Name: 2-Methylbut-3-en-2-ol  
Molecular Formula: C5H10O
Molecular Weight: 86.132300 g/mol
EINECS: 204-068-4
XLogP3-AA: 0.8
H-Bond Donor: 1
H-Bond Acceptor: 1
Canonical SMILES: CC(C)(C=C)O
InChI: InChI=1S/C5H10O/c1-4-5(2,3)6/h4,6H,1H2,2-3H3
InChIKey: HNVRRHSXBLFLIG-UHFFFAOYSA-N
Index of Refraction: 1.423
Molar Refractivity: 26.43 cm3
Molar Volume: 103.7 cm3
Surface Tension: 24.9 dyne/cm
Density: 0.83 g/cm3
Flash Point: 12.8 °C
Melting Point: -43 °C
Enthalpy of Vaporization: 39.39 kJ/mol
Boiling Point: 98.5 °C at 760 mmHg
Vapour Pressure: 22.9 mmHg at 25 °C
Water Solubility: 4.874e+004 mg/L at 25 °C
Storage Temperature: Flammables area

2-Methyl-3-buten-2-ol Uses

 2-Methyl-3-buten-2-ol (CAS NO.115-18-4) is used to product Vitamin E , Vitamin K1 , Vitamin A , etc.

2-Methyl-3-buten-2-ol Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mammal (species unspecified) LD50 unreported 435mg/kg (435mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 51(5), Pg. 61, 1986.
mouse LD50 intraperitoneal 800mg/kg (800mg/kg)   Indian Journal of Chemistry, Section B: Organic Chemistry, Including Medicinal Chemistry. Vol. 14, Pg. 449, 1976.
mouse LD50 subcutaneous 1680mg/kg (1680mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 5, Pg. 161, 1955.
rat LD50 intraperitoneal 1315mg/kg (1315mg/kg)   Planta Medica. Vol. 48, Pg. 120, 1983.

2-Methyl-3-buten-2-ol Safety Profile

When heated to decomposition, it yields Carbon monoxide , Carbon dioxide .
Hazard Codes: FlammableF,HarmfulXn,ExtremelyF++
Risk Statements: 11-22-36 
R11:Highly flammable. 
R22:Harmful if swallowed. 
R36:Irritating to eyes.
Safety Statements: 16-26-36 
S16:Keep away from sources of ignition. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing.
RIDADR: UN 1987 3/PG 2
WGK Germany: 1
RTECS: EM9472000
HazardClass: 3
PackingGroup of 2-Methyl-3-buten-2-ol (CAS NO.115-18-4): II

2-Methyl-3-buten-2-ol Specification

 2-Methyl-3-buten-2-ol (CAS NO.115-18-4) is also known as 3-Hydroxy-3-methylbutene ; 1,1-Dimethyl-2-propanol ; 1,1-Dimethyl-2-propenol ; 1,1-Dimethylallyl alchol ; 1,1-Dimethylallyl alcohol ; 2-Methyl-2-hydroxy-3-butene ; 2-Methyl-3-buten-2-ol ; 2-Methyl-3-buten-2-yl alcohol ; 3-Buten-2-ol, 2-methyl- ; 3-Hydroxy-3-methylbutene ; 3-Methyl-1-buten-3-ol ; 3-Methyl-buten-(1)-ol-(3) ; Dimethylvinylcarbinol ; Dimethylvinylmethanol ; Methylbutenol ; Vinyldimethylcarbinol ; alpha,alpha-Dimethylallyl alcohol ; 1-Buten-3-ol, 3-methyl- ; 2-Methylbut-3-en-2-ol ; 3-Butyn-2-ol, 2-methyl- (8CI,9CI) . It is colorless - very slightly yellow clear liquid. It is incompatible with strong oxidizing agents. It slightly soluble in water.

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