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3-Butyn-2-ol

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Name

3-Butyn-2-ol

EINECS 217-978-1
CAS No. 2028-63-9 Density 0.919 g/cm3
PSA 20.23000 LogP 0.00040
Solubility Completely miscible in water Melting Point 12ºC
Formula C4H6O Boiling Point 104 °C at 760 mmHg
Molecular Weight 70.091 Flash Point 25.6 °C
Transport Information UN 2929 6 Appearance clear colorless to light yellow liquid
Safety 26-45-36/37/39-16 Risk Codes 10-25-36/38-36/37/38-24/25
Molecular Structure Molecular Structure of 2028-63-9 (3-Butyn-2-ol) Hazard Symbols ToxicT, FlammableF
Synonyms

(RS)-1-Butyn-3-ol;(?à)-3-Butyn-2-ol;(?à)-But-1-yn-3-ol;1-Butyn-3-ol;1-Methyl-2-propyn-1-ol;1-Methyl-2-propynyl alcohol;1-Methylpropargyl alcohol;2-Hydroxy-3-butyne;3-Hydroxy-1-butyne;3-Methyl-1-propyn-3-ol;DL-1-Butyn-3-ol;Methyl ethynyl carbinol;NSC 222370;a-Methylpropargyl alcohol;

Article Data 49

3-Butyn-2-ol Synthetic route

846539-19-3

trimethyl(4-{[(1-methylprop-2-yn-1-yl)oxy]methyl}benzyl)silane

A

109088-53-1

p-<(trimethylsilyl)methyl>benzaldehyde

B

2028-63-9

but-3-yn-2-ol

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane; water at 20℃;A n/a
B 74%
75-07-0

acetaldehyde

74-86-2

acetylene

2028-63-9

but-3-yn-2-ol

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide at 15℃;10%
With potassium hydroxide; Dimethoxymethane; sodium amide
With potassium hydroxide; 2-methoxy-ethanol; sodium amide
624-67-9

Propargylic aldehyde

75-16-1

methylmagnesium bromide

2028-63-9

but-3-yn-2-ol

Conditions
ConditionsYield
With diethyl ether
198014-16-3

2-bromo-1-buten-3-ol

2028-63-9

but-3-yn-2-ol

Conditions
ConditionsYield
With potassium hydroxide
4301-15-9

ethynyldimagnesium dibromide

75-07-0

acetaldehyde

2028-63-9

but-3-yn-2-ol

Conditions
ConditionsYield
With diethyl ether; ethanol
1066-26-8

sodium acetylide

75-07-0

acetaldehyde

2028-63-9

but-3-yn-2-ol

Conditions
ConditionsYield
at -5℃;
at -5℃;
With ammonia
60-29-7

diethyl ether

925-90-6

ethylmagnesium bromide

75-07-0

acetaldehyde

74-86-2

acetylene

2028-63-9

but-3-yn-2-ol

75-07-0

acetaldehyde

74-86-2

acetylene

A

3031-66-1

3-hexyn-2,5-diol

B

2028-63-9

but-3-yn-2-ol

Conditions
ConditionsYield
With copper acetylenide upon Fuller's earth; water at 120 - 125℃; under 11400 Torr;
With Fuller's Earth; water; copper(I) monacetylide at 125℃; under 11032.6 Torr; Gemisch von zwei Formen;
With Fuller's Earth; water; copper(I) monacetylide at 125℃; under 11032.6 Torr; Gemisch von zwei Formen;
With copper acetylenide upon Fuller's earth; water at 120 - 125℃; under 11400 Torr;
60-29-7

diethyl ether

925-90-6

ethylmagnesium bromide

74-86-2

acetylene

2028-63-9

but-3-yn-2-ol

Conditions
ConditionsYield
anschl. mit Acetaldehyd;
925-90-6

ethylmagnesium bromide

74-86-2

acetylene

2028-63-9

but-3-yn-2-ol

Conditions
ConditionsYield
With diethyl ether nachfolgende Einw. von Acetaldehyd;

3-Butyn-2-ol Consensus Reports

Reported in EPA TSCA Inventory.

3-Butyn-2-ol Specification

The IUPAC name of 1-Ethynylethanol is but-3-yn-2-ol. With the CAS registry number 2028-63-9, it is also named as 1-Methyl-2-propynyl alcohol. The product's categories are Aliphatics; Acetylenes; Acetylenic Alcohols & Their Derivatives; Alkynes; Organic Building Blocks; Terminal. It is clear colorless to light yellow liquid which is highly toxic and flammable by fire, heat and oxidants. When buring it will produce irritant fumes. So the storage environment should be ventilate, low-temperature and dry. Keep 1-Ethynylethanol separate from oxidant.

The other characteristics of this product can be summarized as: (1)ACD/LogP: -0.03; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.03; (4)ACD/LogD (pH 7.4): -0.03; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 22.84; (8)ACD/KOC (pH 7.4): 22.84; (9)#H bond acceptors: 1 ; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.435; (13)Molar Refractivity: 19.9 cm3; (14)Molar Volume: 76.2 cm3; (15)Polarizability: 7.88×10-24 cm3; (16)Surface Tension: 34.2 dyne/cm; (17)Enthalpy of Vaporization: 39.99 kJ/mol; (18)Vapour Pressure: 17.3 mmHg at 25°C ; (19)Exact Mass: 70.041865 ; (20)MonoIsotopic Mass: 70.041865 ; (21)Topological Polar Surface Area: 20.2 ; (22)Heavy Atom Count: 5 ; (23)Complexity: 57.3.

Uses of 1-Ethynylethanol: It reacts with acetyl chloride to get acetic acid-(1-methyl-prop-2-ynyl ester). This reaction needs reagent pyridine.

When you are using this chemical, please be cautious about it as the following:
It is toxic if swallowed and irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

People can use the following data to convert to the molecule structure.
1. SMILES:C#CC(O)C
2. InChI:InChI=1/C4H6O/c1-3-4(2)5/h1,4-5H,2H3 
3. InChIKey:GKPOMITUDGXOSB-UHFFFAOYAW

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 30mg/kg (30mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 7, Pg. 85, 1957.
 

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