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Methallyl alcohol

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Name

Methallyl alcohol

EINECS 208-161-0
CAS No. 513-42-8 Density 0.829 g/cm3
PSA 20.23000 LogP 0.55480
Solubility 11 g/100 mL in water Melting Point -50 °C
Formula C4H8O Boiling Point 116.3 °C at 760 mmHg
Molecular Weight 72.1069 Flash Point 34.7 °C
Transport Information UN 2614 3/PG 3 Appearance clear colourless liquid
Safety 26-36-37/39-16 Risk Codes 10-36/37/38
Molecular Structure Molecular Structure of 513-42-8 (Methallyl alcohol) Hazard Symbols IrritantXi
Synonyms

2-Methallylalcohol;2-Methyl-2-propen-1-ol;2-Methyl-2-propenol;2-Methyl-3-hydroxy-1-propene;2-Methylallyl alcohol;2-Methylprop-1-en-3-ol;3-Hydroxy-2-methylpropene;Isopropenyl carbinol;Methallylalcohol;NSC 30674;NSC 404204;b-Methallyl alcohol;b-Methylallyl alcohol;

Article Data 95

Methallyl alcohol Synthetic route

563-47-3

3-Chloro-2-methylpropene

513-42-8

3-hydroxy-2-methyl-1-propene

Conditions
ConditionsYield
With sodium hydrogencarbonate; acrylonitrile; hydroquinone In water at 40 - 67℃; for 5.5h; Reagent/catalyst; Temperature;99.05%
With t-butylnitrite; water; sodium hydrogencarbonate; acrylonitrile at 45 - 67℃; for 3h; Catalytic behavior; Reagent/catalyst;99.05%
With 5,5-Dimethyl-1-pyrroline N-oxide; phenyl tert-butylmethyldimethoxysilane; water; sodium acetate; sodium carbonate; acetonitrile at 45 - 67℃; for 2.5h; Catalytic behavior; Reagent/catalyst;99.02%
78-85-3

2-methylpropenal

108-93-0

cyclohexanol

A

108-94-1

cyclohexanone

B

513-42-8

3-hydroxy-2-methyl-1-propene

Conditions
ConditionsYield
With TEMPOL; SnO2#Nb2O5 at 90℃; under 3000.3 Torr; for 10h; Inert atmosphere;A 95.33%
B n/a
820-57-5

methallyl formate

B

513-42-8

3-hydroxy-2-methyl-1-propene

Conditions
ConditionsYield
With aluminum oxide; ammonia at 0 - 5℃; Gas phase; Large scale;A 850 g
B 95%
78-85-3

2-methylpropenal

513-42-8

3-hydroxy-2-methyl-1-propene

Conditions
ConditionsYield
With hydrogen In water at 70℃; under 11251.1 Torr; for 1.5h; Temperature; Reagent/catalyst; Pressure;94%
With hydrogen In water at 70℃; under 3000.3 Torr; Temperature; Reagent/catalyst; Pressure;89%
With sodium tetrahydroborate; pyrographite In tetrahydrofuran; water at 20℃; for 0.0166667h;85%
127-09-3

sodium acetate

563-47-3

3-Chloro-2-methylpropene

A

820-71-3

methallyl acetate

B

513-42-8

3-hydroxy-2-methyl-1-propene

Conditions
ConditionsYield
With sodium D-gluconate; copper(II) sulfate In water for 4h; Reagent/catalyst; Reflux;A 92%
B 5.5%
558-30-5

2-methyl-1,2-epoxypropane

A

78-84-2

isobutyraldehyde

B

513-42-8

3-hydroxy-2-methyl-1-propene

Conditions
ConditionsYield
lithium phosphate at 210℃; for 3h; Kinetics; Thermodynamic data; 110 - 180 degC , ΔG, ΔH, E(activ.);A 5.79%
B 85.1%
With hydrogen; lithium phosphate at 210℃; for 3h;A 5.79%
B 85.1%
With 3-chlorobenzoate; methanesulfonic acid In dichloromethane-d2 at 26.5℃; Product distribution; various conc. of methanesulfonic acid in the presence and absence of 3-chlorobenzoic acid;A 10%
B 20%
With 3-chlorobenzoate; methanesulfonic acid In dichloromethane-d2 at 26.5℃;A 10%
B 20%
80-62-6

methacrylic acid methyl ester

513-42-8

3-hydroxy-2-methyl-1-propene

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether at -30℃; for 4h; Reduction;83%
With lithium aluminium tetrahydride In diethyl ether at 0℃; for 1h;72%

(+/-)-2-Methyl-2,3-oxiranemethanol acetate

513-42-8

3-hydroxy-2-methyl-1-propene

Conditions
ConditionsYield
With tellurium; lithium triethylborohydride In tetrahydrofuran for 0.166667h; Ambient temperature;70%
67-56-1

methanol

71-23-8

propan-1-ol

513-42-8

3-hydroxy-2-methyl-1-propene

Conditions
ConditionsYield
With ZnO/MgZrOx mixed oxide with 4.3 Mg/Zr atomic ratio on MgO nanaosheet at 275℃; Inert atmosphere;17%
54004-34-1

2,5-dimethyl-3,4-dihydro-2H-pyran-2-methanol

513-42-8

3-hydroxy-2-methyl-1-propene

Conditions
ConditionsYield
With aluminum oxide at 500℃;

Methallyl alcohol Chemical Properties

The Molecular formula of ISOPROPENYL CARBINOL(513-42-8): C4H8O
The Molecular Weight of ISOPROPENYL CARBINOL(513-42-8): 72.11
Molecular Structure : 
EINECS: 208-161-0
Melting point: -50 °C 
Boiling Point: 116.3 °C at 760 mmHg 
Flash Point: 34.7 °C  
Index of Refraction: 1.412 
Molar Refractivity: 21.68 cm
Molar Volume: 86.9 cm3 
Polarizability: 8.59 10-24 cm
Surface Tension: 24.3 dyne/cm 
Density: 0.829 g/cm3 
Enthalpy of Vaporization: 41.34 kJ/mol 
Vapour Pressure: 9.15 mmHg at 25°C 
storage temp.: Flammables area
Water Solubility: 11 g/100 mL
refractive index: n20/D 1.426(lit.)
IUPAC Name: 2-methylprop-2-en-1-ol
Synonyms: 2-methyl-2-propen-1-o;3-Hydroxy-2-methylpropene;METHALLYL ALCOHOL;ISOPROPENYLCARBINOL;beta-methylallylalcohol;CH2=C(CH3)CH2OH;methacrylalcohol;

Methallyl alcohol Uses

ISOPHTHALOYL CHLORIDE(99-63-8)  Used as a pesticide, medicine, polymer intermediates.

Methallyl alcohol Toxicity Data With Reference

1.   

skn-rbt 500 mg MOD

   SCCUR*    Shell Chemical Company. Unpublished Report. (2401 Crow Canyon Rd., San Romon, CA 94583)
2.   

orl-mus LDLo:500 mg/kg

   SCCUR*    Shell Chemical Company. Unpublished Report. (2401 Crow Canyon Rd., San Romon, CA 94583)
3.   

ihl-mus LCLo:2924 ppm/2H

   SCCUR*    Shell Chemical Company. Unpublished Report. (2401 Crow Canyon Rd., San Romon, CA 94583)
4.   

skn-rbt LDLo:2000 mg/kg

   SCCUR*    Shell Chemical Company. Unpublished Report. (2401 Crow Canyon Rd., San Romon, CA 94583)

Methallyl alcohol Consensus Reports

Reported in EPA TSCA Inventory.

Methallyl alcohol Safety Profile

Moderately toxic by ingestion and skin contact. Mildly toxic by inhalation. A skin irritant. Flammable when exposed to heat or flame. When heated to decomposition it emits acrid smoke and fumes. See also ALCOHOL, DENATURED; ALCOHOLS, C6-12; ALCOHOLS, C9-11; ALCOHOLS, C12-13, ETHOXYLATED; ALCOHOLS, C12-15, ETHOXYLATED; ALCOHOLS, C12-16, ETHOXYLATED; ALCOHOLS, C14-15, ETHOXYLATED; ALCOHOLS, C16-18, ETHOXYLATED; ALCOHOLS, C8-10, ETHOXYLATED PROPOXYLATED; ALCOHOLS, C12-15, ETHOXYLATED PROPOXYLATED; ALCOHOLS, N.O.S. and ALLYL COMPOUNDS.
The Hazard Codes of ISOPROPENYL CARBINOL(513-42-8):   Xi
HazardClass  3.2
The Risk Statements information of ISOPROPENYL CARBINOL(513-42-8):
10:  Flammable 
36/37/38:  Irritating to eyes, respiratory system and skin 
The Safety Statements information of ISOPROPENYL CARBINOL(513-42-8):
16:  Keep away from sources of ignition - No smoking 
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36:  Wear suitable protective clothing 
37/39:  Wear suitable gloves and eye/face protection 
RIDADR: UN 2614 3/PG 3
WGK Germany: 3
RTECS: UD5250000
PackingGroup: III

Methallyl alcohol Standards and Recommendations

DOT Classification:  3; Label: Flammable Liquid
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