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Cas Database |
| Name |
3-Methyl-2-buten-1-ol |
EINECS | 209-141-4 |
| CAS No. | 556-82-1 | Density | 0.844 g/cm3 |
| PSA | 20.23000 | LogP | 0.94490 |
| Solubility | water: 170 g/L (20 °C) | Melting Point |
-86oC |
| Formula | C5H10O | Boiling Point | 141.5 °C at 760 mmHg |
| Molecular Weight | 86.1338 | Flash Point | 43.3 °C |
| Transport Information | UN 1987 3/PG 3 | Appearance | colorless liquid with fruity odor |
| Safety | 26-36-37-23-16 | Risk Codes | 10-22-36/37/38-38-21/22 |
| Molecular Structure |
|
Hazard Symbols |
 Xn
|
| Synonyms |
2-Methyl-2-buten-4-ol;3,3-Dimethylallyl alcohol;3-Methyl-2-buten-1-ol;3-Methyl-2-butene-1-ol;3-Methyl-2-butenol;3-Methyl-2-butenyl alcohol;3-Methylcrotyl alcohol;Dimethylallyl alcohol;Isopent-2-en-1-ol;NSC 158709;Prenol;Prenyl alcohol;g,g-Dimethylallyl alcohol; |
Article Data | 189 |
3-Methyl-2-buten-1-ol Synthetic route
| Conditions | Yield |
|---|---|
| With acetylacetonatodicarbonylrhodium(l); trifluorormethanesulfonic acid; carbon monoxide; N-(5-diphenylphosphanylpyrrole-2-carbonyl)guanidine; hydrogen In dichloromethane at 40℃; under 15001.5 Torr; for 20h; Autoclave; | 99% |
| With indium tri-isopropoxide supported on mesoporous SBA-15 In isopropyl alcohol at 80℃; for 7h; Reagent/catalyst; Meerwein-Ponndorf-Verley Reduction; Inert atmosphere; Schlenk technique; chemoselective reaction; | 89.6% |
| With Triisopropyl borate; isopropyl alcohol at 27℃; for 15h; Kinetics; Reagent/catalyst; Meerwein-Ponndorf-Verley reduction; Inert atmosphere; chemoselective reaction; | 87.9% |
| Conditions | Yield |
|---|---|
| With lithium hexafluorophosphate at 0℃; for 8h; Reagent/catalyst; Temperature; Irradiation; Inert atmosphere; | 97% |
| With palladium 10% on activated carbon; oxygen at 80℃; under 3750.38 Torr; for 5h; Reagent/catalyst; Time; Concentration; | 53.05% |
| With pyridine; 2-methyl-2-phenyloxirane; iron pentacarbonyl; carbon monoxide at 70℃; under 3750.38 Torr; for 42h; Reagent/catalyst; Temperature; Inert atmosphere; Autoclave; | |
| With 1,3-bis-(diphenylphosphino)propane; hydrogen; palladium diacetate In acetone at 55℃; under 5250.53 Torr; for 1h; Temperature; Pressure; Autoclave; |
| Conditions | Yield |
|---|---|
| With Amberlyst A 26; carbonate form In tetrahydrofuran for 1h; Heating; | 95% |
| Multi-step reaction with 2 steps 1: NaBH4 / ethanol / 2 h / 15 - 20 °C 2: H2O2 / 2 h / 15 - 20 °C / var. oxidants and time. View Scheme | |
| Multi-step reaction with 4 steps 1.1: potassium carbonate / N,N-dimethyl-formamide / 80 °C / Inert atmosphere 2.1: potassium peroxomonosulfate / methanol; water / 12 h / 0 - 20 °C / Inert atmosphere 3.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 - 0 °C / Inert atmosphere 3.2: 0 - 20 °C / Inert atmosphere 4.1: water; dihydrogen peroxide; sodium hydroxide / tetrahydrofuran; hexane / 0.5 h / 20 °C / Inert atmosphere View Scheme | |
| Multi-step reaction with 4 steps 1.1: potassium carbonate / N,N-dimethyl-formamide / 80 °C / Inert atmosphere 2.1: potassium peroxomonosulfate / methanol; water / 12 h / 0 - 20 °C / Inert atmosphere 3.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 - 0 °C / Inert atmosphere 3.2: 0 - 20 °C / Inert atmosphere 4.1: water; dihydrogen peroxide; sodium hydroxide / tetrahydrofuran; hexane / 0.5 h / 20 °C / Inert atmosphere View Scheme |
- 71821-61-9
3-methyl-1-(trimethylsilyloxy)but-2-ene
- 556-82-1
3-methyl-2-buten-1-ol
| Conditions | Yield |
|---|---|
| With tris paraperiodate In benzene Heating; | 95% |
| Conditions | Yield |
|---|---|
| With sodium hydroxide at 100℃; for 2.5h; | 95% |
| Conditions | Yield |
|---|---|
| With sodium hydrogencarbonate; sodium dodecylbenzenesulfonate In cyclohexane; water at 45℃; pH=8; | 92.9% |
| Multi-step reaction with 2 steps 2: aqueous KOH-solution View Scheme |
| Conditions | Yield |
|---|---|
| With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; | 91% |
| With lithium aluminium tetrahydride In diethyl ether at 0℃; for 3h; Inert atmosphere; | 72% |
| With diisobutylaluminium hydride In toluene at -78 - 20℃; |
- 54105-78-1
1-[(tetrahydro-2H-pyran-2-yl)oxy]-3-methyl-2-butene
- 556-82-1
3-methyl-2-buten-1-ol
| Conditions | Yield |
|---|---|
| With cerium(III) chloride In methanol at 20℃; for 1h; detetrahydropyranylation; | 90% |
- 68480-28-4
formiate de methyl-3 butene-2 ol-1
- 556-82-1
3-methyl-2-buten-1-ol
| Conditions | Yield |
|---|---|
| With potassium carbonate In ethanol for 0.333333h; | 84% |
| With potassium hydroxide |
| Conditions | Yield |
|---|---|
| With dmap; formic acid; hexarhodium hexadecacarbonyl; carbon monoxide In tetrahydrofuran at 30℃; under 3800 Torr; for 20h; | A 4 % Chromat. B 81% |
| With dmap; formic acid; hexarhodium hexadecacarbonyl; carbon monoxide In tetrahydrofuran at 30℃; under 3800 Torr; Product distribution; base effect; | |
| With Pt3Fe; hydrogen In ethanol at 70℃; under 750.075 Torr; for 5h; Catalytic behavior; Time; | |
| With Pt0615Fe0385; hydrogen In ethanol at 100℃; under 1800.18 Torr; |
3-Methyl-2-buten-1-ol Chemical Properties
Molecular Structure of 3-Methyl-2-buten-1-ol (CAS No.556-82-1):
Molecular Formula: C5H10O
Molecular Weight: 86.13
IUPAC Name: 3-Methylbut-2-en-1-ol
CAS No: 556-82-1
EINECS: 209-141-4
H bond acceptors: 1
H bond donors: 1
Freely Rotating Bonds: 2
Polar Surface Area: 9.23 Å2
Index of Refraction: 1.435
Molar Refractivity: 26.64 cm3
Molar Volume: 101.9 cm3
Surface Tension: 26.4 dyne/cm
Density: 0.844 g/cm3
Flash Point: 43.3 °C
Enthalpy of Vaporization: 44.12 kJ/mol
Boiling Point: 141.5 °C at 760 mmHg
Vapour Pressure: 2.38 mmHg at 25°C
Refractive Index: 1.442-1.444
Water Solubility: 170 g/L (20 ºC)
Storage Temp.: Flammables area
Classification Code: Skin/Eye Irritant
3-Methyl-2-buten-1-ol Uses
3-Methyl-2-buten-1-ol (CAS No.556-82-1) is used occasionally in perfumery.It occurs naturally in citrus fruits, cranberry, bilberry, currants, grapes, raspberry, blackberry, tomato, white bread, hop oil, coffee, arctic bramble, cloudberry and passion fruit.
3-Methyl-2-buten-1-ol Production
3-Methyl-2-buten-1-ol (CAS No.556-82-1) is produced industrially by the reaction of formaldehyde with isobutene, followed by the isomerization of the resulting isoprenol (3-methyl-3-buten-1-ol).
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3-Methyl-2-buten-1-ol Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| rabbit | LD50 | skin | 3900mg/kg (3900mg/kg) | Food and Cosmetics Toxicology. Vol. 17, Pg. 895, 1979. | |
| rat | LD50 | oral | 810mg/kg (810mg/kg) | Food and Cosmetics Toxicology. Vol. 17, Pg. 895, 1979. |
3-Methyl-2-buten-1-ol Consensus Reports
3-Methyl-2-buten-1-ol (CAS No.556-82-1) is reported in EPA TSCA Inventory.
3-Methyl-2-buten-1-ol Safety Profile
Safety Information of 3-Methyl-2-buten-1-ol (CAS No.556-82-1):
Hazard Codes: 
Xn
Risk Statements: 10-22-36/37/38-38-21/22
R10:Flammable.
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
R38:Irritating to skin.
R21/22:Harmful in contact with skin and if swallowed.
Safety Statements: 26-36-37-23-16
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
S37:Wear suitable gloves.
S23:Do not breathe vapour.
S16:Keep away from sources of ignition.
RIDADR: UN 1987 3/PG 3
WGK Germany: 1
RTECS: EM9472500
HazardClass: 3
PackingGroup: III
HS Code: 29052990
3-Methyl-2-buten-1-ol Specification
3-Methyl-2-buten-1-ol (CAS No.556-82-1), it also can be called 3,3-Dimethylallyl alcohol ; Prenyl alcohol ; 2-Buten-1-ol, 3-methyl- ; 2-Methyl-2-buten-4-ol ; 3-Methylbut-2-en-1-ol . It is clear colourless to very slightly yellow liquid. 3-Methyl-2-buten-1-ol (CAS No.556-82-1) is a natural alcohol. It is one of the most simple terpenes. It is a clear colorless oil that is reasonably soluble in water and miscible with most common organic solvents.
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