4187-86-4

Basic information

• Product Name: 1-PENTYN-3-OL
• Synonyms: ETHYL ETHYNYL CARBINOL;1-PENTYN-3-OL;PENT-1-YN-3-OL;Pentynol;1-Pentyn-3-ol,98%;Ethyl ethynyl carbinol,99%;1-Pentyn-3-ol 98%
• CAS NO: 4187-86-4
• Molecular Formula: C₅H₈O
• Molecular Weight: 84.12
• EINECS: 224-063-0
• Product Categories: Acetylenes;Acetylenic Alcohols & Their Derivatives;Alkynes;Organic Building Blocks;Terminal;Building Blocks;Chemical Synthesis;Organic Building Blocks
• Mol File: 4187-86-4.mol
• Article Data: 11

Chemical Properties

• Melting Point: -24.1°C (estimate)
• Boiling Point: 124 °C
• Flash Point: 85 °F
• Appearance: /
• Density: 0.975 g/mL at 25 °C(lit.)
• Vapor Density: 1 (vs air)
• Vapor Pressure: 5.24mmHg at 25°C
• Refractive Index: n20/D 1.434(lit.)
• Storage Temp.: Flammables area
• PKA: 13.28±0.20(Predicted)
• Water Solubility: Slightly soluble in water.
• BRN: 1098409
• CAS DataBase Reference: 1-PENTYN-3-OL(CAS DataBase Reference)
• NIST Chemistry Reference: 1-PENTYN-3-OL(4187-86-4)
• EPA Substance Registry System: 1-PENTYN-3-OL(4187-86-4)

Safety Data

• Hazard Codes: T
• Statements: 10-23/24/25
• Safety Statements: 16-36/37/39-45
• RIDADR: UN 1986 3/PG 3
• WGK Germany: 3
• RTECS: SC4758500
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 4187-86-4(Hazardous Substances Data)

Usage

Chemical Properties

CLEAR YELLOW LIQUID

Uses

1-Pentyn-3-ol is used as a pharmaceutical intermediate.

InChI:InChI=1/C5H8O/c1-3-5(6)4-2/h1,5-6H,4H2,2H3/t5-/m1/s1

Upstream product

• 624-67-9 Propargylic aldehyde 
• 925-90-6 ethylmagnesium bromide 
• 148457-00-5 2-bromo-1-penten-3-ol 
• 4301-15-9 ethynyldimagnesium dibromide 
• 123-38-6 propionaldehyde 
• 1066-26-8 sodium acetylide 
• 16169-83-8 (+/-)-pent-1-yn-3-yl acetate 
• 4301-14-8 acetylenemagnesium bromide 
• 16469-62-8 pent-1-yn-3-one 
• 74-96-4 ethyl bromide 
• 54655-07-1 lithium trimethylsilylacetylenide 
• 74-86-2 acetylene 

Downstream Products

• 10508-60-8 1-phenyl-octa-1,3,5-triyne 
• 14035-68-8 3-Chloro-1-pentyne 
• 16469-62-8 pent-1-yn-3-one 
• 92059-59-1 3-Nitro-phthalic acid 1-(1-ethyl-prop-2-ynyl) ester 
• 13633-30-2 1-phenyl-3,4-heptadiene 
• 82454-06-6 (Z)-2-(4-Chloro-phenylselanyl)-pent-2-enal 
• 109182-89-0 1-phenyl-1,2-pentadiene 
• 584-02-1 2-pentanol 
• 35246-18-5 3-ethyl-2-methyl-1H-indole 
• 19013-49-1 2-ethyl-3-methylindole 
• 117983-23-0 2-<(hydroxyimino)methyl>-3-methyl-1-<(1'-pentyn-3'-yloxy)methyl>imidazolium chloride 
• 591-95-7 penta-1,2-diene 
• 105909-83-9 1-(3-phenyl-isoxazol-5-yl)-propan-1-ol 
• 1065515-54-9 methyl 3-(3-hydroxypent-1-ynyl)-5-iodo-2-(trifluoroacetamido)benzoate 

Relevant articles and documents

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Total synthesis of selaginpulvilins A and C

An efficient formal total synthesis of two compounds from the selaginpulvilin family of natural products, selaginpulvilin A and C, has been successfully achieved. The tetradehydro Diels-Alder (TDDA) reaction between an enyne and alkyne has been utilized for the creation of the necessary fluorene skeleton. Attempts at the conversion of selaginpulvilin A to selaginpulvilin B, F and H were unsuccessful.

Studies on the Cu(I)-catalyzed regioselective anti-carbometallation of secondary terminal propargylic alcohols

A highly regioselective Cu(I)-catalyzed anti-carbometallation of secondary terminal propargylic alcohols with 1° alkyl or aryl Grignard reagents affording 2-substituted allylic alcohols was developed. By using this method, optically active allylic alcohols can be prepared from the optically active propargylic alcohols without obvious loss of the enantiopurity. The cyclic organometallic intermediate formed may undergo an iodination or a Pd(0)-catalyzed coupling reaction to afford stereo-defined allylic alcohols.