2-Methyl-3-butyn-2-ol supplier

Name
3-Methyl butynol
EINECS 204-070-5
CAS No. 115-19-5
Article Data139
CAS DataBase
Density 0.91 g/cm³
Solubility miscible in water
Melting Point 3 °C
Formula C₅H₈O
Boiling Point 104.2 °C at 760 mmHg
Molecular Weight 84.1179
Flash Point 25 °C
Transport Information UN 1987 3/PG 2
Appearance colourless to light yellow liquid
Safety 26-39-16
Risk Codes 10-22-41
Molecular Structure
Hazard Symbols Xn
Synonyms 2-Propyn-1-ol,1,1-dimethyl- (7CI);(1-Hydroxy-1-methylethyl)acetylene;1,1-Dimethyl-2-propyn-1-ol;1,1-Dimethyl-2-propynol;1,1-Dimethylpropargylalcohol;2-Ethynyl-2-propanol;2-Hydroxy-2-methyl-3-butyne;2-Methyl-2-hydroxy-3-butyne;2-Methyl-3-butyn-2-ol;2-Methyl-3-butyne-2-ol;2-Propyne-1,1,1-triol;3-Hydroxy-3-methyl-1-butyne;3-Methyl-1-butyn-3-ol;3-Methyl-3-hydroxy-1-butyne;3-Methyl-3-hydroxybutyne;AB 32;AB 32 (alcohol);Dimethylacetylenecarbinol;Dimethylacetylenylcarbinol;Dimethylethynylcarbinol;Dimethylethynylmethanol;Ethynyldimethylcarbinol;Mebynol;NSC 523;a,a-Dimethylpropargyl alcohol;3-Methyl butynol;
PSA 20.23000
LogP 0.39050

Synthetic route

: 67-64-1
acetone

: 74-86-2
acetylene

: 115-19-5
2-methyl-but-3-yn-2-ol

Conditions

Conditions	Yield
With sodium In methanol at 0 - 5℃; for 1h; Solvent; Reagent/catalyst; Autoclave; Inert atmosphere; Large scale;	99.2%
Stage #1: acetylene With sodium amide In ammonia at -50℃; for 0.5h; Stage #2: acetone at -50 - 25℃;	87.9%
Stage #1: acetylene With potassium hydroxide monohydrate In dimethyl sulfoxide at 10 - 15℃; for 7h; Stage #2: acetone In dimethyl sulfoxide at 10 - 15℃; for 9h; Temperature;	82%

polymethyl(3-hydroxy-3-methyl-1-butynyl)siloxane: polymethyl(3-hydroxy-3-methyl-1-butynyl)siloxane

: 115-19-5
2-methyl-but-3-yn-2-ol

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 25℃; for 12h;	99%

: 67-64-1
acetone

: 74-86-2
acetylene

A: 115-19-5
2-methyl-but-3-yn-2-ol

B: 142-30-3
2,5-dihydroxy-2,5-dimethyl-3-hexyne

Conditions

Conditions	Yield
With potassium hydride In tetrahydrofuran at 30℃; under 759.826 Torr; for 2.25h;	A 7% B 91%
Stage #1: acetone; acetylene With potassium 2-methylpropan-2-olate In xylene at 28 - 35℃; for 1h; Stage #2: With water Stage #3: With phosphoric acid Product distribution / selectivity;	A 2.3% B 90%
Stage #1: acetone; acetylene With potassium 2-methylpropan-2-olate In xylene at 10 - 20℃; for 1h; Stage #2: With water Stage #3: With phosphoric acid Product distribution / selectivity;	A 79% B 3%

...Expand

: 67-64-1
acetone

: 70277-75-7
lithium acetylide

: 115-19-5
2-methyl-but-3-yn-2-ol

Conditions

Conditions	Yield
Stage #1: acetone; lithium acetylide; 4,4'-di-tert-butylbiphenyl In tetrahydrofuran at 0℃; for 2h; Stage #2: With water In tetrahydrofuran at 20℃; Product distribution / selectivity;	81%
Stage #1: acetone; lithium acetylide; naphthalene In tetrahydrofuran at 0℃; for 2h; Stage #2: With water In tetrahydrofuran at 20℃; Product distribution / selectivity;	56.5%

: 78-83-1
2-methyl-propan-1-ol

: 67-64-1
acetone

: 74-86-2
acetylene

A: 115-19-5
2-methyl-but-3-yn-2-ol

B: 142-30-3
2,5-dihydroxy-2,5-dimethyl-3-hexyne

Conditions

Conditions	Yield
Stage #1: 2-methyl-propan-1-ol With potassium hydride In tetrahydrofuran at 30℃; under 759.826 Torr; for 0.25h; Stage #2: acetone; acetylene In tetrahydrofuran at 30℃; under 759.826 Torr; for 2.25h;	A 74% B 22%

...Expand

: 39807-00-6
2-methyl-3-butyn-2-ol 1-ethoxyethyl ether

: 115-19-5
2-methyl-but-3-yn-2-ol

Conditions

Conditions	Yield
With N,4-dimethyl-N-vinylbenzenesulfonamide; picAuCl2(III) In dichloromethane at 20℃; for 0.25h; Inert atmosphere;	60%

: 67-64-1
acetone

: 4301-14-8
acetylenemagnesium bromide

: 115-19-5
2-methyl-but-3-yn-2-ol

Conditions

Conditions	Yield
In tetrahydrofuran Heating;	47%
Stage #1: acetone; acetylenemagnesium bromide In tetrahydrofuran at 0 - 20℃; Stage #2: With ammonium chloride In tetrahydrofuran; water
In tetrahydrofuran at -10 - 20℃;

: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

: 1066-26-8
sodium acetylide

: 115-19-5
2-methyl-but-3-yn-2-ol

: 1066-26-8
sodium acetylide

: 67-64-1
acetone

: 115-19-5
2-methyl-but-3-yn-2-ol

: sodium acetylide

: 67-64-1
acetone

: 115-19-5
2-methyl-but-3-yn-2-ol

Conditions

Conditions	Yield
at -20℃;
at -20℃;

: 60-29-7
diethyl ether

: 141-52-6
sodium ethanolate

: 67-64-1
acetone

: 74-86-2
acetylene

: 115-19-5
2-methyl-but-3-yn-2-ol

...Expand

: 1066-26-8
sodium acetylide

: 67-64-1
acetone

: 74-86-2
acetylene

: 115-19-5
2-methyl-but-3-yn-2-ol

Conditions

Conditions	Yield
With ammonia
With ammonia

...Expand

: 925-90-6
ethylmagnesium bromide

: 74-86-2
acetylene

: 115-19-5
2-methyl-but-3-yn-2-ol

Conditions

Conditions	Yield
With diethyl ether nachfolgende Einw. von Aceton;

: 142-30-3
2,5-dihydroxy-2,5-dimethyl-3-hexyne

A: 67-64-1
acetone

B: 115-19-5
2-methyl-but-3-yn-2-ol

Conditions

Conditions	Yield
Pyrolysis;
With silica gel Pyrolysis;
With calcium carbide Pyrolysis;

: 1111-97-3
3-chloro-3-methylbut-1-yne

: 542-92-7
cyclopenta-1,3-diene

A: 22940-29-0
2,2-dimethylbicyclo<3.2.1>oct-6-en-3-one

B: 65404-99-1
3-Chlor-4,4-dimethylbicyclo<3.2.1>octa-2,6-dien

C: 344257-36-9
4-(1,1-Dimethyl-2-propinyl)-2-cyclopenten-1-ol

D: 107-19-7
propargyl alcohol

E: 115-19-5
2-methyl-but-3-yn-2-ol

Conditions

Conditions	Yield
With potassium hydroxide; silver trifluoroacetate In pentane at 0℃; Mechanism;

...Expand

: C12H13F3O2Se

: 115-19-5
2-methyl-but-3-yn-2-ol

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane In benzene at 95℃; for 2h; Yield given;

: 88-67-5
2-Iodobenzoic acid

A: 147454-79-3
2-(3-Hydroxy-3-methyl-but-1-ynyl)-benzoic acid

B: 147454-71-5
(Z)-3-(2-hydroxy-2-methylpropylidene)-3H-isobenzofuran-1-one

C: 115-19-5
2-methyl-but-3-yn-2-ol

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine 1.) DMF, 1 h, 2.) DMF, a) RT, 1 h, b) 30 deg C, 6 h; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;

...Expand

: 60-29-7
diethyl ether

: sodium amide

: 67-64-1
acetone

: 74-86-2
acetylene

: 115-19-5
2-methyl-but-3-yn-2-ol

...Expand

: 74-86-2
acetylene

acetonevapour: acetonevapour

: 115-19-5
2-methyl-but-3-yn-2-ol

Conditions

Conditions	Yield
With sodium amide
auf aether.Suspensionen von Natriumamid,Natrium oder Natriumaethylat;

: 67-64-1
acetone

calcium carbide: calcium carbide

: 115-19-5
2-methyl-but-3-yn-2-ol

Conditions

Conditions	Yield
With potassium hydroxide; ethanol

: 67-64-1
acetone

disodium acetylene: disodium acetylene

: 115-19-5
2-methyl-but-3-yn-2-ol

Conditions

Conditions	Yield
at -20℃;

: 74-86-2
acetylene

potassium acetone: potassium acetone

: 115-19-5
2-methyl-but-3-yn-2-ol

Conditions

Conditions	Yield
With diethyl ether

: 60-29-7
diethyl ether

: 74-86-2
acetylene

potassium acetone: potassium acetone

: 115-19-5
2-methyl-but-3-yn-2-ol

...Expand

: 67-64-1
acetone

potassium acetylenide: potassium acetylenide

: 115-19-5
2-methyl-but-3-yn-2-ol

Conditions

Conditions	Yield
With Dimethoxymethane at 0℃;
With dibutyl acetal at -3℃;
With diethyl acetal; poly ether at -10℃;
With xylene; butan-1-ol at -10℃;
With dibutyl acetal at -3℃;

: 60-29-7
diethyl ether

: 67-64-1
acetone

: 74-86-2
acetylene

potassium: potassium

: 115-19-5
2-methyl-but-3-yn-2-ol

...Expand

: 74-86-2
acetylene

sodium acetone: sodium acetone

: 115-19-5
2-methyl-but-3-yn-2-ol

Conditions

Conditions	Yield
With diethyl ether

: 108-24-7
acetic anhydride

: 115-19-5
2-methyl-but-3-yn-2-ol

: 1604-29-1
1,1-dimethyl-2-propynyl acetate

Conditions

Conditions	Yield
tetrafluoroboric acid; silica gel at 20℃; for 2h;	100%
indium(III) chloride at 20℃; for 0.5h;	100%
With magnesium(II) perchlorate at 20℃; for 0.5h;	100%

: 103-71-9
phenyl isocyanate

: 115-19-5
2-methyl-but-3-yn-2-ol

: 6289-19-6
O-α,α-dimethylpropargyl N-phenylcarbamate

Conditions

Conditions	Yield
With MoCl2O2(dmf)2 In dichloromethane at 20℃; for 0.333333h;	100%
With triethylamine In tetrahydrofuran at 70℃; for 12h; Inert atmosphere;	94%
With dmap; triethylamine In tetrahydrofuran at 20℃; for 90h;	88%

: 109-92-2
ethyl vinyl ether

: 115-19-5
2-methyl-but-3-yn-2-ol

: 39807-00-6
2-methyl-3-butyn-2-ol 1-ethoxyethyl ether

Conditions

Conditions	Yield
With pyridinium p-toluenesulfonate In dichloromethane at 20℃; for 1h;	100%
With sulfuric acid for 0.5h;	77%
With hydrogenchloride

: 994-30-9
triethylsilyl chloride

: 115-19-5
2-methyl-but-3-yn-2-ol

: 17963-41-6
2-methyl-2-<(triethylsilyl)oxy>-3-butyne

Conditions

Conditions	Yield
With dmap; triethylamine In dichloromethane at 0℃; for 1h;	100%

: 115-19-5
2-methyl-but-3-yn-2-ol

: 622-37-7
Phenyl azide

: 856863-40-6
2-(1-phenyl-1H-1,2,3-triazol-4-yl)-2-propanol

Conditions

Conditions	Yield
With triethylamine In neat (no solvent) at 20℃; for 24h; Huisgen Cycloaddition; Inert atmosphere; Green chemistry; regioselective reaction;	100%
With Cu(OAc)2-anchored mesoporous SBA-15 catalyst (CuSBA-15-PTAA) In water at 50℃; for 6h;	95%
With C39H44ClCuN2(1+) In neat (no solvent) at 25℃; for 1h; Schlenk technique; Inert atmosphere;	94%

: 115-19-5
2-methyl-but-3-yn-2-ol

: 563-47-3
3-Chloro-2-methylpropene

: 28246-76-6
2,6-dimethylhept-6-en-3-yn-2-ol

Conditions

Conditions	Yield
With copper(l) iodide; TEA at 60℃;	100%
With copper(l) iodide; N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate; potassium iodide; sodium sulfite In water; benzene at 75 - 80℃; for 6h;	92%
With potassium carbonate; copper(l) iodide; tetrabutyl-ammonium chloride In N,N-dimethyl-formamide for 16h; Product distribution; Ambient temperature; variation of catalysts and reaction time;	88%

: 115-19-5
2-methyl-but-3-yn-2-ol

: 5929-72-6
2,7-dimethyl-octa-3,5-diyne-2,7-diol

Conditions

Conditions	Yield
With carbon dioxide; sodium acetate; copper dichloride In methanol at 40℃; under 105008 Torr; for 4h;	100%
With copper(l) iodide; ethyl bromoacetate; N-ethyl-N,N-diisopropylamine; bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran at 20℃;	99%
With oxygen; (TBA)4[γ-H2SiW10O36Cu2(μ-1,1-N3)2] In benzonitrile at 99.84℃; under 760.051 Torr; for 2h;	99%

: 106-95-6
allyl bromide

: 115-19-5
2-methyl-but-3-yn-2-ol

: (Z)-2-Bromo-1-hydroxy-1-methyl-2,5-hexadiene

Conditions

Conditions	Yield
bis(acetonitrile)palladium(II) bromide 1) 0 deg C, 0.5-1 h, 2) r.t.;	100%
bis(benzonitrile)palladium(II) bromide In 1,2-dimethoxyethane at 0 - 20℃; for 6h;

: 108-86-1
bromobenzene

: 115-19-5
2-methyl-but-3-yn-2-ol

: 1719-19-3
2-Methyl-4-phenyl-3-butyn-2-ol

Conditions

Conditions	Yield
With copper(l) iodide; C80H65BrN2O2P4Pd; triethylamine In water for 7h; Reagent/catalyst; Sonogashira Cross-Coupling; Inert atmosphere; Reflux;	100%
With copper(l) iodide; diethylamine; triphenylphosphine; palladium diacetate for 36h; Heating;	98%
With copper(l) iodide; palladium diacetate; triphenylphosphine; 3-aminopentane for 36h; Inert atmosphere; Reflux;	98%

: 5111-65-9
2-Bromo-6-methoxynaphthalene

: 115-19-5
2-methyl-but-3-yn-2-ol

: 129112-99-8
2-methyl-4-(6-methoxynaphthalen-2-yl)but-3-yn-2-ol

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diethylamine for 17h; Heating;	100%
With copper(l) iodide; ethanolamine; triphenylphosphine; palladium on activated charcoal In water; acetonitrile at 80℃; for 15h; Sonogashira cross-coupling;	80%
With bis-triphenylphosphine-palladium(II) chloride; copper(I) In triethylamine at 90℃; for 20h;	79%
With tetrakis(triphenylphosphine) palladium(0); triphenylphosphine; lithium bromide; copper(ll) bromide In tetrahydrofuran at 90℃; for 2h; Substitution; Title compound not separated from byproducts;
With copper(l) iodide; palladium diacetate; N-ethyl-N,N-diisopropylamine; triphenylphosphine In N,N-dimethyl-formamide at 70℃; for 12h; Inert atmosphere; Glovebox;

: 77412-96-5
1-trifluoromethanesulfonyloxy-4-t-butylcyclohexene

: 115-19-5
2-methyl-but-3-yn-2-ol

: 96575-62-1
2-methyl-4-(4-tert-butylcyclohexenyl)but-3-yn-2-ol

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; triethylamine In N,N-dimethyl-formamide at 75℃; for 5.5h;	100%

: 133910-12-0
(1,1-dimethylethyl)(3-iodophenoxy)dimethylsilane

: 115-19-5
2-methyl-but-3-yn-2-ol

: 188957-22-4
4-[3-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-2-methyl-but-3-yn-2-ol

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine at 75℃; for 16h;	100%

: 115-19-5
2-methyl-but-3-yn-2-ol

: 586-78-7
para-nitrophenyl bromide

: 33432-53-0
2-methyl-4-(4-nitrophenyl)but-3-yn-2-ol

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran for 12h; Sonogashira Cross-Coupling; Inert atmosphere; Reflux;	100%
With copper(l) iodide; triethylamine; triphenylphosphine at 90℃; for 3h; Sonogashira coupling; Inert atmosphere;	97%
With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran for 12h; Heating;	96%

: 591-50-4
iodobenzene

: 115-19-5
2-methyl-but-3-yn-2-ol

: 1719-19-3
2-Methyl-4-phenyl-3-butyn-2-ol

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 20℃; for 4h; Sonogashira Cross-Coupling; Inert atmosphere;	100%
With copper(l) iodide; triethylamine; triphenylphosphine at 90℃; for 3h; Sonogashira coupling; Inert atmosphere;	94%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; N,N,N',N'-tetramethylguanidine at 30℃; for 1h; Sonogashira Cross-Coupling; Schlenk technique; Inert atmosphere; Green chemistry;	94%

: 619-44-3
methyl 4-iodobenzoate

: 115-19-5
2-methyl-but-3-yn-2-ol

: 33577-98-9
methyl 4-(3-hydroxy-3-methylbut-1-ynyl)benzoate

Conditions

Conditions	Yield
With copper(l) iodide; (Ph3)2PdCl2; triphenylphosphine; triethylamine for 68h; Sonogashira reaction; Heating;	100%
With copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; triethylamine at 20℃; Inert atmosphere;	96.07%
With copper(l) iodide; triethylamine; polymer-bound Pt(0)-phoshine In water; acetonitrile at 55℃; for 8h;	95%

: 1122-91-4
4-bromo-benzaldehyde

: 115-19-5
2-methyl-but-3-yn-2-ol

: 117569-57-0
4-(3-hydroxy-3-methylbut-1-ynyl)benzaldehyde

Conditions

Conditions	Yield
With triethylamine; triphenylphosphine; palladium diacetate Substitution;	100%
Stage #1: 4-bromo-benzaldehyde; 2-methyl-but-3-yn-2-ol With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) In toluene Inert atmosphere; Stage #2: With diisopropylamine In toluene at 20℃; for 24h; Inert atmosphere;	97%
With copper(l) iodide; triethylamine; triphenylphosphine; palladium diacetate In benzene at 75 - 80℃; for 0.666667h;	93%

: 764-95-4
1-heptyl vinyl ether

: 115-19-5
2-methyl-but-3-yn-2-ol

: 1-[1-(1,1-Dimethyl-prop-2-ynyloxy)-ethoxy]-heptane

Conditions

Conditions	Yield
With trifluoroacetic acid at 20 - 75℃; Addition;	100%

: 764-99-8
diethylene glycol divinyl ether

: 115-19-5
2-methyl-but-3-yn-2-ol

: 3-[1-(2-{2-[1-(1,1-dimethyl-prop-2-ynyloxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-3-methyl-but-1-yne

Conditions

Conditions	Yield
With trifluoroacetic acid at 20 - 48℃; Addition;	100%

: 115-19-5
2-methyl-but-3-yn-2-ol

: 273406-64-7
bis adduct of diethylene glycol divinyl ether and diethylene glycol

: 3-[1-(2-{2-[1-(2-{2-[1-(2-{2-[1-(1,1-dimethyl-prop-2-ynyloxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-3-methyl-but-1-yne

Conditions

Conditions	Yield
With trifluoroacetic acid at 30 - 35℃; for 12h; Addition;	100%

: 115-19-5
2-methyl-but-3-yn-2-ol

: 227471-78-5
8-bromo-3,3-diphenyl-<3H>-naphtho<2,1-b>pyran

: 327163-55-3
8-(3-hydroxy-3-methylbut-1-ynyl)-3,3-diphenyl-3H-naphtho[2,1-b]pyran

Conditions

Conditions	Yield
bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In diethylamine at 20℃; for 14h;	100%
With copper(l) iodide; diethylamine; bis-triphenylphosphine-palladium(II) chloride at 20℃; for 16h; Sonogashira coupling;	96%

: 38323-22-7
dimethyl (4-nitrobenzylidene)malonate

: 115-19-5
2-methyl-but-3-yn-2-ol

: 5,5-dimethyl-4-methylene-2-(4-nitro-phenyl)-dihydro-furan-3,3-dicarboxylic acid dimethyl ester

Conditions

Conditions	Yield
With copper(l) iodide; n-butyllithium In tetrahydrofuran; hexane at 20℃; for 3h;	100%

: 13329-40-3
4-Iodoacetophenone

: 115-19-5
2-methyl-but-3-yn-2-ol

: 95785-28-7
1-(4-acetylphenyl)-3-methyl-1-butyn-3-ol

Conditions

Conditions	Yield
With copper(l) iodide; 1-isobutyl-2,2,6,6-tetramethyl-phosphorinane*HBF4; diisopropylamine; bis(benzonitrile)palladium(II) dichloride In 1,4-dioxane at 20℃; for 6h; Sonogashira reaction;	100%
With piperidine; copper(l) iodide; polystyrene-N(CH2PPh2)2PdCl2 In 1,4-dioxane at 60℃; for 2h; Sonogashira coupling reaction;	94%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 20℃; Inert atmosphere;	90%

: 6952-59-6
3-cyanobromobenzene

: 115-19-5
2-methyl-but-3-yn-2-ol

: 766539-54-2
3-(3-hydroxy-3-methylbut-1-ynyl)benzonitrile

Conditions

Conditions	Yield
With triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide at 60℃;	100%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 110℃; for 3h;	90%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 60℃; for 3h; Sonogashira Cross-Coupling;

: 115-19-5
2-methyl-but-3-yn-2-ol

: 173314-96-0
4-n-butoxy-2,6-dibromopyridine

: 675617-47-7
4-butoxy-2,6-bis(3-hydroxy-3-methyl-1-butynyl)pyridine

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diethylamine at 20℃; for 3.5h; Sonogashira coupling;	100%

: 100-39-0
benzyl bromide

: 115-19-5
2-methyl-but-3-yn-2-ol

: 116557-80-3
2-(1-benzyl-1H-1,2,3-triazol-4-yl)-2-propanol

Conditions

Conditions	Yield
With sodium azide In water at 55℃; for 2h; Green chemistry; regioselective reaction;	100%
With sodium azide; bis(2-{phenyliminomethyl}pyrrolato)copper(II) In water at 60℃; for 12h; Schlenk technique; regioselective reaction;	96%
With sodium azide; sodium L-ascorbate In water at 60℃; for 5h;	95%

: 612-62-4
2-Chloroquinoline

: 115-19-5
2-methyl-but-3-yn-2-ol

: 831235-64-4
2-methyl-4-(2′-quinolyl)but-3-yn-2-ol

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 80℃; for 3h; Sonogashira Cross-Coupling; Inert atmosphere;	100%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 80℃; Inert atmosphere;	100%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diethylamine at 40℃; for 0.5h; Sonogashira Cross-Coupling;	98%

: 78-84-2
isobutyraldehyde

: 115-19-5
2-methyl-but-3-yn-2-ol

: 5486-58-8
(R/S)-2,6-dimethylhept-3-yne-2,5-diol

Conditions

Conditions	Yield
Stage #1: 2-methyl-but-3-yn-2-ol With n-butyllithium In tetrahydrofuran; hexane at -40℃; for 0.333333h; Inert atmosphere; Stage #2: isobutyraldehyde With cerium(III) chloride In tetrahydrofuran; hexane Reagent/catalyst;	100%
Stage #1: 2-methyl-but-3-yn-2-ol With n-butyllithium In tetrahydrofuran at -78℃; for 0.333333h; Inert atmosphere; Stage #2: isobutyraldehyde With cerium(III) chloride In tetrahydrofuran at 0℃; Inert atmosphere;	92%
Stage #1: 2-methyl-but-3-yn-2-ol With n-butyllithium In tetrahydrofuran at -78℃; for 2h; Stage #2: isobutyraldehyde In tetrahydrofuran at -65 - 20℃; Further stages.;	81%
Stage #1: 2-methyl-but-3-yn-2-ol With n-butyllithium at -78℃; for 1h; Inert atmosphere; Stage #2: isobutyraldehyde at -78 - 20℃; Inert atmosphere;

: 917505-64-7
2,6-diiodo-4-{2-[2-(2-methoxy-ethoxy)-ethoxy]-ethoxy}-pyridine

: 115-19-5
2-methyl-but-3-yn-2-ol

: 1029916-41-3
4-(6-(3-hydroxy-3-methyl-but-1-ynyl)-4-{2-[2-(2-methoxy-ethoxy)-ethoxy]-ethoxy}-pyridin-2-yl)-2-methyl-but-3-yn-2-ol

Conditions

Conditions	Yield
bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In diethylamine at 20℃; for 5h; Sonogashira reaction;	100%

: 959419-50-2
4-[ethoxydi(prop-2-enyl)silyl]iodobenzene

: 115-19-5
2-methyl-but-3-yn-2-ol

: 1-[diallyl(ethoxy)silyl]-4-(3-hydroxy-3-methyl-1-butynyl)benzene

Conditions

Conditions	Yield
With copper(l) iodide; triethylamine; triphenylphosphine; Pd2(PPh3)2Cl2 In tetrahydrofuran at 50℃; for 1.5h; Sonogashira coupling;	100%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diethylamine In tetrahydrofuran at 50℃; Sonogashira coupling;

: bis(triphenylphosphine)palladium(II) dichloride

: 154629-36-4
4-iodobenzo[b]thiophene-2-carbonitrile

: 115-19-5
2-methyl-but-3-yn-2-ol

: 154629-77-3
4-(3-hydroxy-3-methylbut-1-ynyl)benzo[b]thiophene-2-carbonitrile

Conditions

Conditions	Yield
With CuI In triethylamine	100%

...Expand

2-Methyl-3-butyn-2-ol Consensus Reports

Reported in EPA TSCA Inventory.

2-Methyl-3-butyn-2-ol Specification

The IUPAC name of 2-Methyl-3-butyn-2-ol is 2-methylbut-3-yn-2-ol. With the CAS registry number 115-19-5, it is also named as 1,1-Dimethyl-2-propyn-1-ol carbamate. The product's categories are Acetylenes; Acetylenic Alcohols & Their Derivatives; Chemistry, and the other registry numbers are 140705-79-9; 67539-62-2. Besides, it is colourless to light yellow liquid, which should be stored in a cool, sealed and ventilated warehouse. It is stable, but incompatible with strong oxidizing agents. In addition, its molecular formula is C₅H₈O and molecular weight is 84.12.

Physical properties about 2-Methyl-3-butyn-2-ol are: (1)ACD/LogP: 0.316; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.32; (4)ACD/LogD (pH 7.4): 0.32; (5)ACD/BCF (pH 5.5): 1.02; (6)ACD/BCF (pH 7.4): 1.02; (7)ACD/KOC (pH 5.5): 35.39; (8)ACD/KOC (pH 7.4): 35.39; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.444; (13)Molar Refractivity: 24.542 cm³; (14)Molar Volume: 92.388 cm³; (15)Polarizability: 9.729 10-24cm³; (16)Surface Tension: 33.2760009765625 dyne/cm; (17)Density: 0.911 g/cm³; (18)Flash Point: 25 °C; (19)Enthalpy of Vaporization: 40.008 kJ/mol; (20)Boiling Point: 104.165 °C at 760 mmHg; (21)Vapour Pressure: 17.1840000152588 mmHg at 25°C

Preparation of 2-Methyl-3-butyn-2-ol: this chemical can be prepared by the reaction of Propan-2-one with Ethynylmagnesium bromide.

This reaction needs Tetrahydrofuran by heating. The yield is 47 %.

Uses of 2-Methyl-3-butyn-2-ol: this chemical is an intermediate used in the synthesis of pharmaceuticals, pesticides and terpeneless spice. It can also used as acid corrosion inhibitor, viscosity depressant, viscosity stabilizer, glazing agent and stabilizer of chlorinated hydrocarbons. Additionally, it is used as polymerization inhibitor in silicon rubber. Similarly, it can react with Ethoxyethene to get 3-(1-Ethoxy-ethoxy)-3-methyl-but-1-yne.

This reaction needs Sulfuric acid for 30 min. The yield is 77 %.

When you are using this chemical, please be cautious about it as the following: it is flammable. Please keep away from sources of ignition. It is also harmful if swallowed and risk of serious damage to eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. And you should wear eye/face protection.

People can use the following data to convert to the molecule structure.
(1)Canonical SMILES: CC(C)(C#C)O;
(2)InChI: InChI=1S/C5H8O/c1-4-5(2,3)6/h1,6H,2-3H3;
(3)InChIKey: CEBKHWWANWSNTI-UHFFFAOYSA-N;

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LC50	inhalation	2gm/m3 (2000mg/m3)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES BEHAVIORAL: ATAXIA	Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 31(4), Pg. 55, 1987.
mouse	LD50	oral	500mg/kg (500mg/kg)	LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES BEHAVIORAL: ATAXIA BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)	Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 31(4), Pg. 55, 1987.
mouse	LD50	subcutaneous	1161mg/kg (1161mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)	Yakugaku Zasshi. Journal of Pharmacy. Vol. 76, Pg. 181, 1956.
rat	LD50	oral	1950mg/kg (1950mg/kg)		Journal of Pharmacology and Experimental Therapeutics. Vol. 115, Pg. 230, 1955.

Product Name

3-Methyl butynol

Synthetic route

2-Methyl-3-butyn-2-ol Consensus Reports

2-Methyl-3-butyn-2-ol Specification

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