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Cas Database

Name	3-Methyl-1-pentyn-3-ol	EINECS	201-055-5
CAS No.	77-75-8	Density	0.901 g/cm³
PSA	20.23000	LogP	0.78060
Solubility	N/A	Melting Point	-30 °C
Formula	C₆H₁₀O	Boiling Point	120.5 °C at 760 mmHg
Molecular Weight	98.1448	Flash Point	26.7 °C
Transport Information	UN 1986 3/PG 3	Appearance	Clear slightly yellow liquid or low melting solid
Safety	23-36-61	Risk Codes	10-22-51/53
Molecular Structure		Hazard Symbols	Xn,F+
Synonyms	2-Butanol, 2-ethynyl-;2-Ethynyl-2-butanol;3-Hydroxy-3-methyl-1-pentyne;3-Methyl-4-pentyn-3-ol;Allotropal;Apridol;Atempol;Citodorm;Dorison;Dormalest;Dormigen;Dormiphen;Dormosan;Formison;Hesofen;Imnudorm;Meparfynol;Methylparafynol;NSC 28797;Oblivon;a-Ethyl-a-methylpropargyl alcohol;	Article Data	52

3-Methyl-1-pentyn-3-ol Synthetic route

: 78-93-3
butanone

: 74-86-2
acetylene

: 77-75-8
meparfynol

Conditions

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran at 0℃;	100%
With tetra(n-butyl)ammonium hydroxide In water; dimethyl sulfoxide at 5℃; for 1h; Favorskii-Babayan Synthesis;	78%
With sodium amide

: 78-93-3
butanone

: 70277-75-7
lithium acetylide

: 77-75-8
meparfynol

Conditions

Conditions	Yield
In diethyl ether at -78℃; for 4h;	66.1%

: 78-93-3
butanone

: 4301-14-8
acetylenemagnesium bromide

: 77-75-8
meparfynol

Conditions

Conditions	Yield
In tetrahydrofuran Heating;	52%
With tetrahydrofuran
Stage #1: butanone; acetylenemagnesium bromide In tetrahydrofuran at 0 - 20℃; Stage #2: With ammonium chloride In tetrahydrofuran; water
In tetrahydrofuran at -10 - 20℃;

: 78-66-0
3,6-dimethyl-oct-4-yne-3,6-diol

A: 78-93-3
butanone

B: 77-75-8
meparfynol

Conditions

Conditions	Yield
With potassium carbonate
With potassium carbonate

: 1066-26-8
sodium acetylide

: 78-93-3
butanone

: 77-75-8
meparfynol

Conditions

Conditions	Yield
With ammonia

: 14179-94-3
3-chloro-3-methylpent-1-yne

: 77-75-8
meparfynol

Conditions

Conditions	Yield
With water; calcium carbonate at 80 - 90℃;

: 75-04-7
ethylamine

: 10575-70-9
1-bromo-3-methyl-1,2-pentadiene

A: 14465-45-3
3-ethylamino-3-methyl-1-pentyne

B: (E,E)-N-ethyl-4-methyl-1-aza-1,3-hexadiene

C: 77-75-8
meparfynol

Conditions

Conditions	Yield
With potassium hydroxide at 25℃; for 120h;	A 91 % Chromat. B n/a C 7 % Chromat.

: 75-64-9
tert-butylamine

: 10575-70-9
1-bromo-3-methyl-1,2-pentadiene

A: 1185-98-4
3-t-butylamino-3-methyl-1-pentyne

B: (E,E)-N-t-butyl-4-methyl-1-aza-1,3-hexadiene

C: 77-75-8
meparfynol

Conditions

Conditions	Yield
With potassium hydroxide at 100℃; for 5h; Yield given;	A 57 % Chromat. B n/a C 23 % Chromat.

: sodium amide

: 78-93-3
butanone

: 74-86-2
acetylene

: 77-75-8
meparfynol

: sodium amide

: 78-93-3
butanone

: 74-86-2
acetylene

A: 78-66-0
3,6-dimethyl-oct-4-yne-3,6-diol

B: 77-75-8
meparfynol

3-Methyl-1-pentyn-3-ol Chemical Properties

IUPAC Name: 3-Methyl-1-pentyn-3-ol
The MF of 3-Methyl-1-pentyn-3-ol (77-75-8) is C₆H₁₀O.

The MW of 3-Methyl-1-pentyn-3-ol (77-75-8) is 98.14.
Synonyms of 3-Methyl-1-pentyn-3-ol (77-75-8): 1-Pentyn-3-ol,3-methyl- ; 1-Pentyn-3-ol,3-methyl- ; 2-Aethinylbutanol ; 2-Butanol,2-ethynyl- ; 2-Ethinyl butanol-2 ; 2-Ethinylbutanol ; 2-Ethynyl-2-butano
Product Categories: Acetylenes;Acetylenic Alcohols & Their Derivatives;Chemistry
Form: Clear slightly yellow liquid or low melting solid
Index of Refraction: 1.448
EINECS: 201-055-5
Density: 0.901 g/ml
Flash Point: 26.7 °C
Boiling Point: 120.5 °C
Melting Point: -30 °C
Storage temp: Flammables area
Merck: 13,5870

3-Methyl-1-pentyn-3-ol Uses

3-Methyl-1-pentyn-3-ol (77-75-8) is used as a pharmaceutical intermediate, fish transportation hypnotic agent, special solvents, etching inhibitors, viscosity stabilizer, reduce viscosity, nickel or copper plating polishing agent, chlorinated hydrocarbon stabilizer.

3-Methyl-1-pentyn-3-ol Production

Derived from the reaction of acetylene with methyl ethyl ketone.

3-Methyl-1-pentyn-3-ol Toxicity Data With Reference

1.	orl-mus LD50:525 mg/kg	PSCBAY Psychopharmacology Service Center, Bulletin. 2 (1963),17.
2.	ipr-mus LD50:525 mg/kg	AEPPAE Naunyn-Schmiedeberg’s Archiv fuer Experimentelle Pathologie und Pharmakologie. 218 (1953),427.
3.	scu-mus LD50:284 mg/kg	YKKZAJ Yakugaku Zasshi. Journal of Pharmacy. 76 (1956),181.

3-Methyl-1-pentyn-3-ol Consensus Reports

Reported in EPA TSCA Inventory.

3-Methyl-1-pentyn-3-ol Safety Profile

Moderately toxic by intraperitoneal and subcutaneous routes. Used as a soporific. Average doses may produce dermatitis, eructations (belching), psychoses and central nervous system abnormalities. Overdoses can produce coma and death. Flammable liquid when exposed to heat or flame; can react with oxidizing materials. To fight fire, use alcohol foam, mist, fog. When heated to decomposition it emits acrid smoke and fumes.
Safety information of 3-Methyl-1-pentyn-3-ol (77-75-8):
Hazard Codes Xn,F+
Risk Statements
10 Flammable
22 Harmful if swallowed
51/53 Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment
Safety Statements
23 Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer)
36 Wear suitable protective clothing
61 Avoid release to the environment. Refer to special instructions safety data sheet
RIDADR UN 1986 3/PG 3
WGK Germany 1
RTECS SC4900000

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