18937-78-5

Basic information

• Product Name: METHYL 2-HEPTYNOATE
• Synonyms: METHYL 2-HEPTYNOATE;2-HEPTYNOIC ACID METHYL ESTER;TIMTEC-BB SBB009075;methyl hept-2-ynoate;Methyl 2-heptynate;Hept-2-ynoic acid methyl ester
• CAS NO: 18937-78-5
• Molecular Formula: C₈H₁₂O₂
• Molecular Weight: 140.18
• EINECS: 242-689-2
• Mol File: 18937-78-5.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 205.1°Cat760mmHg
• Flash Point: 76.9°C
• Appearance: /
• Density: 0.951g/cm³
• Vapor Pressure: 0.255mmHg at 25°C
• Refractive Index: 1.44
• CAS DataBase Reference: METHYL 2-HEPTYNOATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 2-HEPTYNOATE(18937-78-5)
• EPA Substance Registry System: METHYL 2-HEPTYNOATE(18937-78-5)

Safety Data

• Hazardous Substances Data: 18937-78-5(Hazardous Substances Data)

Usage

General Description

Methyl 2-heptynoate, also known as methyl non-3-ynoate, is a chemical compound with the molecular formula C8H12O2. It is a colorless liquid with a fruity odor, commonly found in foods and beverages as a flavoring agent. Methyl 2-heptynoate is primarily used in the production of artificial flavors and fragrances, as well as in the synthesis of pharmaceuticals and organic compounds. It is considered to be safe for use in food and is approved by the Food and Drug Administration (FDA) for use as a food additive. However, it should be handled with caution as it may cause irritation to the skin, eyes, and respiratory system.

InChI:InChI=1/C8H12O2/c1-3-4-5-6-7-8(9)10-2/h3-5H2,1-2H3

Upstream product

• 67-56-1 methanol 
• 1483-67-6 hept-2-ynoic acid 
• 201230-82-2 carbon monoxide 
• 94957-42-3 n-hexynyl(phenyl)iodonium tosylate 
• 55120-06-4 5-butyl-2,4-dihydro-3H-pyrazol-3-one 
• 79-22-1 methyl chloroformate 
• 693-02-7 hex-1-yne 
• 42332-01-4 sodium butylacetylide 
• 124-41-4 sodium methylate 
• 343947-50-2 N-phenyl-2-heptynamide 

Downstream Products

• 79496-85-8 (E)-1-methoxycarbonyl-2-phenylsulphinylhex-1-ene 
• 56424-97-6 (2E,4E)-methyl hepta-2,4-dienoate 
• 1092957-98-6 (E)-methyl 4-(4-methoxyphenyl)-3-butyl-4-oxobut-2-enoate 
• 1142923-41-8 C₂₀H₂₇NO₄ 
• 1142923-43-0 (Z)-methyl 3-[benzoyl(p-tolyl)carbamoyl]hept-2-enoate 
• 1198576-57-6 (E)-methyl 4-(4-p-tolyl)-3-butyl-4-oxobut-2-enoate 
• 1199525-56-8 C₁₈H₂₁NO₂ 

Relevant articles and documents

Palladium-catalyzed electrochemical carbonylation of alkynes under very mild conditions

Terminal alkynes were carbonylated under very mild conditions to yield acetylenecarboxylates under atmospheric pressure of carbon monoxide at room temperature using palladium(II) catalyst in combination with its anodic recycling at a graphite electrodes.

Organocatalytic trans Phosphinoboration of Internal Alkynes

We report the first trans phosphinoboration of internal alkynes. With an organophosphine catalyst, alkynoate esters and the phosphinoboronate Ph2P-Bpin are efficiently converted into the corresponding trans-α-phosphino-β-boryl acrylate products in moderate to good yield with high regio- and Z-selectivity. This reaction operates under mild conditions and demonstrates good atom economy, requiring only a modest excess of the phosphinoboronate. X-ray crystallography experiments allowed structural assignment of the unprecedented and densely functionalized (Z)-α-phosphino-β-boryl acrylate products.

Triphenylphosphine Oxide-Catalyzed Selective α,β-Reduction of Conjugated Polyunsaturated Ketones

The scope of the triphenylphosphine oxide-catalyzed reduction of conjugated polyunsaturated ketones using trichlorosilane as the reducing reagent has been examined. In all cases studied, the α,β-C=C double bond was selectively reduced to a C-C single bond while all other reducible functional groups remained unchanged. This reaction was applied to a large variety of conjugated dienones, a trienone, and a tetraenone. Additionally, a tandem one-pot Wittig/conjugate-reduction reaction sequence was developed to produce γ,δ-unsaturated ketones directly from simple building blocks. In these reactions the byproduct of the Wittig reaction served as the catalyst for the reduction reaction. This strategy was then used in the synthesis of naturally occurring moth pheromones to demonstrate its utility in the context of natural-product synthesis.