3-Methyl-3-pentanol supplier

Name
3-Methyl-3-pentanol
EINECS 201-053-4
CAS No. 77-74-7
Article Data89
CAS DataBase
Density 0.816 g/cm³
Solubility slightly soluble in water
Melting Point -38 °C(lit.)
Formula C₆H₁₄O
Boiling Point 122.4 °C at 760 mmHg
Molecular Weight 102.177
Flash Point 46.1 °C
Transport Information UN 1987 3/PG 3
Appearance Colorless, flammable liquid.
Safety 24/25
Risk Codes 10-22
Molecular Structure
Hazard Symbols Xn
Synonyms 1-Ethyl-1-methyl-1-propanol;2-Ethyl-2-butanol;3-Hydroxy-3-methylpentane;3-Methyl-3-pentanol;3-Methyl-3-pentyl alcohol;NSC 75837;
PSA 20.23000
LogP 1.55740

Synthetic route

: 96-14-0
3-methylpentane

: 77-74-7
3-methylpentan-3-ol

Conditions

Conditions	Yield
With oxygen In benzene at 60℃; under 760.051 Torr; for 1h; Catalytic behavior; Reagent/catalyst; Solvent;	99%
With 4-nitroperbenzoic acid In chloroform at 60℃; Rate constant; proportion of velocity of the hydroxylation of tert- and sec. C-H-bonds;	84%
With 4-nitroperbenzoic acid In chloroform at 60℃;	84%
With lithium aluminium tetrahydride; O(3P) Yield given. Multistep reaction;
With tris(μ-oxo)di[(1,4,7-trimethyl-1,4,7-triazanonane)manganese(IV)] hexafluorophosphate; dihydrogen peroxide; acetic acid In acetonitrile at 20℃; for 2h; Product distribution; Mechanism; bond selectivity;

: 88738-44-7
3-(2-Methoxy-ethoxymethoxy)-3-methyl-pentane

: 77-74-7
3-methylpentan-3-ol

Conditions

Conditions	Yield
With pyridinium p-toluenesulfonate In butanone for 8h; Heating;	99%

: 77-75-8
meparfynol

A: 918-85-4
3-hydroxy-3-methyl-1-pentene

B: 77-74-7
3-methylpentan-3-ol

Conditions

Conditions	Yield
With hydrogen; copper-palladium; silica gel In ethanol at 25℃; under 760.051 Torr; for 0.0666667h; Product distribution; Kinetics; Further Variations:; Catalysts; reaction time;	A 97% B 3%
With sodium hydroxide; copper bei der elektrolytischen Reduktion;
With quinoline; hydrogen; copper-palladium; silica gel In ethanol at 25℃; under 760.051 Torr; Kinetics; Product distribution; Further Variations:; Catalysts; Solvents;
With sodium bromate; acetic acid; hydrazine In water at 20 - 60℃; for 5h;
With hydrogen In toluene at 139.84℃; under 67506.8 Torr; Reagent/catalyst; Flow reactor;

: 88750-58-7
3-(methoxymethoxy)-3-methylpentane

: 77-74-7
3-methylpentan-3-ol

Conditions

Conditions	Yield
With pyridinium p-toluenesulfonate In butanone for 3h; Heating;	96%

: 96-14-0
3-methylpentane

A: 77-74-7
3-methylpentan-3-ol

B: 565-61-7, 55156-16-6
3-methyl-pentan-2-one

Conditions

Conditions	Yield
With oxygen In dichloromethane at 25℃; under 760.051 Torr; for 2h;	A 90% B 7%

: 96-14-0
3-methylpentane

A: 77-74-7
3-methylpentan-3-ol

B: 815-57-6
3-Methyl-2,4-pentanedione

Conditions

Conditions	Yield
With iodosylbenzene In dichloromethane at 25℃; for 2h; Catalytic behavior; Reagent/catalyst; Inert atmosphere;	A 77% B 9%

: 96-14-0
3-methylpentane

A: 77-74-7
3-methylpentan-3-ol

B: 565-61-7, 55156-16-6
3-methyl-pentan-2-one

C: 815-57-6
3-Methyl-2,4-pentanedione

Conditions

Conditions	Yield
With iodosylbenzene In dichloromethane at 25℃; for 2h; Catalytic behavior; Solvent; Reagent/catalyst; Inert atmosphere;	A 61% B 7% C 28%

...Expand

: 96-14-0
3-methylpentane

A: 565-60-6
3-methylpentan-2-ol

B: 77-74-7
3-methylpentan-3-ol

C: 565-61-7, 55156-16-6
3-methyl-pentan-2-one

Conditions

Conditions	Yield
With iodosylbenzene In dichloromethane at 25℃; for 3h; Solvent; Inert atmosphere;	A 10% B 60% C 18%

...Expand

: 96-14-0
3-methylpentane

A: 565-60-6
3-methylpentan-2-ol

B: 589-35-5, 20281-83-8
3-methyl-1-pentanol

C: 77-74-7
3-methylpentan-3-ol

D: 565-61-7, 55156-16-6
3-methyl-pentan-2-one

Conditions

Conditions	Yield
With iodosylbenzene In dichloromethane at 25℃; for 2h; Inert atmosphere;	A 14% B 12% C 57% D 13%
With iodosylbenzene In dichloromethane at 25℃; for 2h; Inert atmosphere;	A 11% B 24% C 52% D 6%

...Expand

: 96-14-0
3-methylpentane

A: 77-74-7
3-methylpentan-3-ol

B epoxides, sec. and prim. alcohols, ketones: epoxides, sec. and prim. alcohols, ketones

Conditions

Conditions	Yield
With O(3P) Product distribution;	A 52% B n/a

: 96-14-0
3-methylpentane

A: 77-74-7
3-methylpentan-3-ol

B: 64-19-7
acetic acid

Conditions

Conditions	Yield
With N-hydroxyphthalimide; air; cobalt(II) acetate In benzonitrile at 100℃; under 7600 Torr; for 8h; Oxidation;	A 13% B 24%

: 922-61-2
3-methyl-2-pentene

: 77-74-7
3-methylpentan-3-ol

Conditions

Conditions	Yield
With water at 50℃; for 16h;	6.9%
Multi-step reaction with 2 steps 1: HI 2: diluted KOH-solution View Scheme

: 10467-10-4
ethylmagnesium iodide

: 60-29-7
diethyl ether

: 954-67-6
benzhydryl acetate

A: 74-84-0
ethane

B: 77-74-7
3-methylpentan-3-ol

C: 574-42-5
benzhydryl ether

Conditions

Conditions	Yield
Behandeln des Reaktionsprodukts mit Wasser;

...Expand

: 10467-10-4
ethylmagnesium iodide

: 127-08-2
potassium acetate

: 77-74-7
3-methylpentan-3-ol

Conditions

Conditions	Yield
With diethyl ether man zerlegt das Reaktionsprodukt mit angesaeuertem Wasser;

: 60-29-7
diethyl ether

: 18038-52-3
acetoxytrichlorosilane

: 925-90-6
ethylmagnesium bromide

A: 77-74-7
3-methylpentan-3-ol

B: 631-36-7
triethylsilane

...Expand

: 24319-08-2
3-iodo-3-methylpentane

: 77-74-7
3-methylpentan-3-ol

Conditions

Conditions	Yield
With potassium hydroxide

: 24319-07-1
2-iodo-3-methyl-pentane

: 77-74-7
3-methylpentan-3-ol

Conditions

Conditions	Yield
With zinc in eisessigalkoholischer Loesung;
Multi-step reaction with 3 steps 1: glacial acetic acid; zinc 2: HI 3: diluted KOH-solution View Scheme

: 5798-80-1
3-bromo-2-butanol

: 925-90-6
ethylmagnesium bromide

: 77-74-7
3-methylpentan-3-ol

Conditions

Conditions	Yield
With diethyl ether unter Eiskuehlung;

: 79-20-9
acetic acid methyl ester

: ethylmagnesium bromide

: 77-74-7
3-methylpentan-3-ol

Conditions

Conditions	Yield
analog verlaeuft die Reaktion mit Chloressigsaeureaethylester, β-Jod-propionsaeure-aethylester, Buttersaeureester, Isovaleriansaeureester;
analog verlaeuft die Reaktion mit n-Capronsaeureester und Pelargonsaeureester;

: 592-20-1
Acetol acetate

: 925-90-6
ethylmagnesium bromide

: 77-74-7
3-methylpentan-3-ol

: 592-20-1
Acetol acetate

: 925-90-6
ethylmagnesium bromide

A: 77-74-7
3-methylpentan-3-ol

B: 42125-49-5
acetic acid-(2-hydroxy-2-methyl-butyl ester)

...Expand

: 592-20-1
Acetol acetate

: ethylmagnesium bromide

A: 77-74-7
3-methylpentan-3-ol

B: 42125-49-5
acetic acid-(2-hydroxy-2-methyl-butyl ester)

...Expand

: 18038-52-3
acetoxytrichlorosilane

: 925-90-6
ethylmagnesium bromide

: 77-74-7
3-methylpentan-3-ol

Conditions

Conditions	Yield
With diethyl ether

: 954-67-6
benzhydryl acetate

: ethyl magnesium (1+); iodide

A: 77-74-7
3-methylpentan-3-ol

B: 574-42-5
benzhydryl ether

...Expand

: 127-08-2
potassium acetate

: ethyl magnesium (1+); iodide

: 77-74-7
3-methylpentan-3-ol

: 925-90-6
ethylmagnesium bromide

: 64-19-7
acetic acid

: 77-74-7
3-methylpentan-3-ol

Conditions

Conditions	Yield
With diethyl ether; benzene

: 925-90-6
ethylmagnesium bromide

: 141-78-6
ethyl acetate

: 77-74-7
3-methylpentan-3-ol

Conditions

Conditions	Yield
With diethyl ether

: 60-29-7
diethyl ether

: 557-18-6
diethylmagnesium

: 75-36-5
acetyl chloride

: 77-74-7
3-methylpentan-3-ol

Conditions

Conditions	Yield
nachfolgendes Hydrolysieren mit Eiswasser und wenig Salzsaeure;

...Expand

: 557-18-6
diethylmagnesium

: 75-36-5
acetyl chloride

: 77-74-7
3-methylpentan-3-ol

Conditions

Conditions	Yield
With diethyl ether und Behandlung des Reaktionsgemisches mit Eiswasser und wenig Salzsaeure;

: 77-74-7
3-methylpentan-3-ol

: 918-84-3
3-chloro-3-methylpentane

Conditions

Conditions	Yield
With chloro-trimethyl-silane; dimethyl sulfoxide for 0.166667h;	94%
With hydrogenchloride at 15 - 20℃;	56%
With hydrogenchloride; copper(II) sulfate

: 77-74-7
3-methylpentan-3-ol

: 463934-08-9
methanesulfonic acid 3-(naphthalen-2-oxy)-1-propyl ester

A: C19H26O2

B: 398-53-8
2-(3-fluoro-n-propoxy)naphthalene

Conditions

Conditions	Yield
With cesium fluoride at 80℃; for 6h;	A 3 % Spectr. B 94%

...Expand

: bis(bis(trimethylsilyl)amido)zinc(II)

: 77-74-7
3-methylpentan-3-ol

: Zn(2+)*2(C2H5)2(CH3)CO(1-)=Zn(OC(C2H5)2(CH3))2

Conditions

Conditions	Yield
In benzene byproducts: HN(Si(CH3)3)2; under dry N2; soln. of alcohol and Zn-compd. refluxed for 10h, pptn.; filtered, washed (benzene), dried; elem. anal.;	93%

: 77-74-7
3-methylpentan-3-ol

: In[N-t-Bu(SiMe3)]3

: 305323-29-9
[In(μ-OCMeEt2)(OCMeEt2)2]2

Conditions

Conditions	Yield
In diethyl ether Et2MeCOH was added dropwise to soln. In(N-t-Bu(SiMe3))3 in ether at room temp. and stirred for 2 days; volatile components were distilled in vacuo, residue was extracted withhexane, filtered, evapd., and sublimated at 135-150°C and 1E-2 mmHg; elem. anal.;	92%

: 77-74-7
3-methylpentan-3-ol

: 598-21-0
2-Bromoacetyl bromide

: 381212-04-0
1-ethyl-1-methylpropyl bromoacetate

Conditions

Conditions	Yield
In dichloromethane; N,N-dimethyl-aniline	89%
With N,N-dimethyl-aniline In dichloromethane at 20℃; for 2h;	89%

: 77-74-7
3-methylpentan-3-ol

: 118132-79-9
3-azido-3-methylpentane

Conditions

Conditions	Yield
With sodium azide; trifluoroacetic acid In chloroform at -5 - 0℃; Inert atmosphere;	87%
With trimethylsilylazide; boron trifluoride diethyl etherate In benzene for 24h; Ambient temperature;

: 77-74-7
3-methylpentan-3-ol

: 67313-80-8
(ethylimido)tris(diethylamido)tantalum

: 1009837-28-8
(ethylimido)tri(1-ethyl-1-methylpropyloxo)-tantalum

Conditions

Conditions	Yield
In toluene at 20℃; for 12h;	87%

: 77-74-7
3-methylpentan-3-ol

: 98-54-4
para-tert-butylphenol

: 1217265-19-4
C16H26O

Conditions

Conditions	Yield
With sulfuric acid In dichloromethane at 20℃; Cooling with ice;	87%

: 79-37-8
oxalyl dichloride

: [5,14-dihydro-6,17-diphenyl-8,15-dimethyldibenzo[b,i][1,4,8,11]tetraazacyclotetradecinato(2-)-κ4N]nickel(II)

: 77-74-7
3-methylpentan-3-ol

: [C6H4NCC6H5CCOO(CH3CH2)2CH3CCCH3N]2Ni

Conditions

Conditions	Yield
With triethylamine In toluene byproducts: triethylamine hydrochloride; oxalyl dichloride added to Ni complex in toluene (protected from moisture), gently heated with stirring for 15 min, treated with alcohol, refluxed for 30 min, treated with excess Et3N, refluxed for 30 min; filtered, evapd.(vac.), washed (water), dried, chromy.(Alumina-toluene/acetone 50:1), concd., crystd., elem. anal.;	85%

...Expand

: 77-74-7
3-methylpentan-3-ol

: 79-08-3
bromoacetic acid

: 2-((3-methylpentan-3-yl)oxy)acetic acid

Conditions

Conditions	Yield
Stage #1: 3-methylpentan-3-ol With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.5h; Inert atmosphere; Stage #2: bromoacetic acid In tetrahydrofuran; mineral oil Inert atmosphere; Reflux;	82%

: 77-74-7
3-methylpentan-3-ol

: 104206-48-6
O-<2-(Trimethylsilyl)ethyl>glycolic acid

: 1035202-93-7
2-[2-(trimethylsilyl)ethyl]-acetic acid 1-ethyl-1-methylpropyl ester

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 24h;	81%

: 77-74-7
3-methylpentan-3-ol

: 625-45-6
2-methoxyacetic acid

: 1021491-76-8
2-methoxyacetic acid 1-ethyl-1-methylpropyl ester

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 24h;	80%

: 77-74-7
3-methylpentan-3-ol

: 122-97-4
3-Phenyl-1-propanol

: 2-(1-Ethyl-1-methyl-propoxy)-tetrahydro-pyran

Conditions

Conditions	Yield
With tantalum pentachloride In dichloromethane for 0.166667h; Ambient temperature;	76%

: 77-74-7
3-methylpentan-3-ol

: 185331-69-5
1-bromo-2-fluoro-4-nitrobenzene

: 2-(3-methylpentan-3-yloxy)-1-bromo-4-nitrobenzene

Conditions

Conditions	Yield
With potassium hydride In tetrahydrofuran at 20℃; for 2h;	76%

: 77-74-7
3-methylpentan-3-ol

: 1639-03-8
3-methyl-3-pentanethiol

Conditions

Conditions	Yield
Stage #1: 3-methylpentan-3-ol With hydrogen bromide; acetic acid; thiourea In water for 3h; Inert atmosphere; Reflux; Stage #2: With sodium hydroxide In water at 20℃; Stage #3: With sulfuric acid at 10℃; pH=2 - 3;	73%

: 77-74-7
3-methylpentan-3-ol

: N-(2-((2-methoxyphenyl)thio)phenyl)-2,2-diphenylpropanamide

: 3-methylpentan-3-yl (2-((2-methoxyphenyl)thio)phenyl)carbamate

Conditions

Conditions	Yield
With iodobenzene; silver(I) acetate; palladium diacetate In 1,2-dichloro-ethane at 120℃; for 24h; Schlenk technique; Sealed tube;	72%

: 77-74-7
3-methylpentan-3-ol

: 7721-01-9
tantalum pentachloride

: 75-64-9
tert-butylamine

: 1009837-62-0
(tert-butylimido)tris(1-ethyl-1-methylpropyloxo)tantalum

Conditions

Conditions	Yield
Stage #1: 3-methylpentan-3-ol; tert-butylamine With n-butyllithium In hexane at 20℃; for 12h; Stage #2: tantalum pentachloride In hexane at 20℃; for 24h;	71%

...Expand

: 463-51-4
Ketene

: 77-74-7
3-methylpentan-3-ol

: 10250-47-2
3-methylpentyl 3-acetate

Conditions

Conditions	Yield
With aluminum oxide for 1h; Ambient temperature;	70%

: 77-74-7
3-methylpentan-3-ol

: 30379-55-6
benzyloxyacetic acid

: 1035202-91-5
2-(phenylmethoxy)acetic acid 1-ethyl-1-methylpropyl ester

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 24h;	68%

: 77-74-7
3-methylpentan-3-ol

: 2949-22-6
Glycine ethyl ester isocyanate

: 500894-99-5
ethyl {[(1-ethyl-1-methylpropyloxy)carbonyl]amino}acetate

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; dichloromethane; water at 20℃;	67%
Stage #1: Glycine ethyl ester isocyanate With hydrogenchloride In 1,4-dioxane; dichloromethane; water at 20℃; for 0.0833333h; Stage #2: 3-methylpentan-3-ol In 1,4-dioxane; dichloromethane; water	67%

: 77-74-7
3-methylpentan-3-ol

: 2446-51-7
N-methoxybenzamide

: C14H19NO2

Conditions

Conditions	Yield
With dipotassium peroxodisulfate; palladium diacetate; trifluoroacetic acid In cyclohexane at 100℃; for 0.5h;	66%

: 77-74-7
3-methylpentan-3-ol

: 151-50-8
potassium cyanide

: 906075-12-5
1-ethyl-1-methylpropylformamide

Conditions

Conditions	Yield
Stage #1: 3-methylpentan-3-ol; potassium cyanide With sulfuric acid; acetic acid at 20℃; for 23.42h; Ritter Reaction; Stage #2: With sodium hydroxide; water at 0℃; pH=9;	64%

: 77-74-7
3-methylpentan-3-ol

: 10026-12-7
niobium pentachloride

: 75-31-0
isopropylamine

: 1009837-48-2
(isopropylimido)tris(1-ethyl-1-methylpropyl-oxo)niobium

Conditions

Conditions	Yield
Stage #1: 3-methylpentan-3-ol; isopropylamine With n-butyllithium In hexane at 20℃; for 12h; Stage #2: niobium pentachloride In hexane at 20℃; for 14h;	64%

...Expand

3-Methyl-3-pentanol Consensus Reports

Reported in EPA TSCA Inventory.

3-Methyl-3-pentanol Specification

The 3-Pentanol, 3-methyl-, with the CAS registry number 77-74-7, is also known as Diethylmetylcarbinol. Its EINECS number is 201-053-4. This chemical's molecular formula is C₆H₁₄O and molecular weight is 102.17. What's more, its systematic name is 3-methylpentan-3-ol. Its classification code is Drug / Therapeutic Agent. It is used as intermediate and solvent for organic synthesis. It should be sealed and stored at room temperature.

Physical properties of 3-Pentanol, 3-methyl- are: (1)ACD/LogP: 1.57; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.57; (4)ACD/LogD (pH 7.4): 1.57; (5)ACD/BCF (pH 5.5): 9.22; (6)ACD/BCF (pH 7.4): 9.22; (7)ACD/KOC (pH 5.5): 170.7; (8)ACD/KOC (pH 7.4): 170.7; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 9.23 Å²; (13)Index of Refraction: 1.415; (14)Molar Refractivity: 31.34 cm³; (15)Molar Volume: 125.1 cm³; (16)Polarizability: 12.42×10^-24cm³; (17)Surface Tension: 26 dyne/cm; (18)Density: 0.816 g/cm³; (19)Flash Point: 46.1 °C; (20)Enthalpy of Vaporization: 42 kJ/mol; (21)Boiling Point: 122.4 °C at 760 mmHg; (22)Vapour Pressure: 6.65 mmHg at 25°C.

Preparation: this chemical can be prepared by 3-methyl-pentane at the temperature of 60 °C. This reaction will need reagent p-nitroperbenzoic acid and solvent CHCl₃. The yield is about 84%.

3-Pentanol, 3-methyl- can be prepared by 3-methyl-pentane at the temperature of 60 °C

Uses of 3-Pentanol, 3-methyl-: it can be used to produce 2-(1-ethyl-1-methyl-propoxy)-tetrahydro-pyran at the ambient temperature. It will need reagent TaCl₅-SiO₂ and solvent CH₂Cl₂ with the reaction time of 10 min. The yield is about 76%.

3-Pentanol, 3-methyl- can be used to produce 2-(1-ethyl-1-methyl-propoxy)-tetrahydro-pyran at the ambient temperature

When you are using this chemical, please be cautious about it as the following:
This chemical is flammable. It is harmful if swallowed. When using it, you must avoid contact with eyes.

You can still convert the following datas into molecular structure:
(1)SMILES: OC(C)(CC)CC
(2)Std. InChI: InChI=1S/C6H14O/c1-4-6(3,7)5-2/h7H,4-5H2,1-3H3
(3)Std. InChIKey: FRDAATYAJDYRNW-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Source
mouse	LD50	subcutaneous	1100mg/kg (1100mg/kg)	Arzneimittel-Forschung. Drug Research. Vol. 5, Pg. 161, 1955.
mouse	LDLo	oral	750mg/kg (750mg/kg)	"Narkoseversuche mit Hoheren Alkoholen und Stickstoffderivaten, Dissertation," Leube, F., Pharmakologischen Institut der Universitat Tubingen, Fed. Rep. Ger., 1931Vol. -, Pg. -, 1931.
rat	LD50	oral	710mg/kg (710mg/kg)	Journal of Pharmacology and Experimental Therapeutics. Vol. 115, Pg. 230, 1955.

Product Name

3-Methyl-3-pentanol

Synthetic route

3-Methyl-3-pentanol Consensus Reports

3-Methyl-3-pentanol Specification

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