103197-98-4

Basic information

• Product Name: (5E)-Hept-5-en-3-yn-1-ol
• Synonyms: (5E)-Hept-5-en-3-yn-1-ol;E-hept-2-en-4-yn-1-ol
• CAS NO: 103197-98-4
• Molecular Formula: C7H10O
• Molecular Weight: 110
• Mol File: 103197-98-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 212.3±23.0 °C(Predicted)
• Appearance: /
• Density: 0.929±0.06 g/cm3(Predicted)
• PKA: 13.72±0.10(Predicted)
• CAS DataBase Reference: (5E)-Hept-5-en-3-yn-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (5E)-Hept-5-en-3-yn-1-ol(103197-98-4)
• EPA Substance Registry System: (5E)-Hept-5-en-3-yn-1-ol(103197-98-4)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 103197-98-4(Hazardous Substances Data)

Usage

General Description

"(5E)-Hept-5-en-3-yn-1-ol" is a chemical compound with the molecular formula C7H12O. It is a colorless liquid with a boiling point of 95-97°C. (5E)-Hept-5-en-3-yn-1-ol is a unsaturated alcohol, which means it contains both an alkene (C=C) and an alkyne (C≡C) functional group. It can be used as a synthetic intermediate in organic chemistry reactions for the preparation of various compounds. Its structure consists of a seven-carbon chain with a double bond at the 5th carbon and a triple bond at the 3rd carbon, along with a hydroxyl group attached to the first carbon. (5E)-Hept-5-en-3-yn-1-ol has potential applications in the pharmaceutical industry, as well as in the production of fragrances and flavoring agents.

Upstream product

• 54664-99-2 1-hepten-4-yn-3-ol 
• 5073-11-0 (E)-5-(tetrahydropyran-2-yloxy)pent-3-en-1-yne 
• 4447-21-6 Ethylbiacetylen 
• 107-00-6 but-1-yne 
• 106-89-8 epichlorohydrin 
• 120569-51-9 hepta-2,4-diyn-1-ol 
• 37428-55-0 (E)-3-bromoprop-2-en-1-ol 
• 35042-52-5 (E)-2-penten-4-yn-1-ol 

Downstream Products

• 33580-05-1 1,3-trans,5-cis-octatriene 
• 54364-62-4 (7E,9Z)-7,9-dodecadien-1-yl acetate 
• 70979-88-3 (2E,4Z)-hepta-2,4-dien-1-ol 

Relevant articles and documents

1H and 13C NMR spectra and one-bond 13C,13C coupling constants of (E)-2-alken-4-yn-1-ols, (E)-2-alken-4-yn-1-yl acetates and (E)-2-alken-4-yn-1-als

13C and some selected 1H NMR chemical shifts of conjugated (E)-enynes of the type of (E)-2-alken-4-yn-1-ols (RC≡CCH=CHCH2OH; R=H, Me, Et, n-Pr, n-Bu, SiMe3), (E)-2-alken-4-yn-1-yl acetates (RC≡CCH=CHCH2OAc; R=H, Me, Et, n-Pr, n-Bu) and (E)-2-alken-4-yn-1-als (RC≡CCH=CHCH=O; R=Et, n-Pr) and of (2Z,4E)-deca-2,4-dien-6-yne as a conjugated (Z,E)-dienyne were measured. The unequivocal assignment of the 13C NMR chemical shifts is based on the application of standard techniques such as H,H-COSY, C,H-COSY and APT and, above all, on the investigation of the C,C connectivities by determination of the one-bond 13C,13C coupling constants 1Jc.c. These coupling constants show typical values for the different structural fragments. The effect of increments of the alkyl group on the resonances of the acetylenic carbon atoms are compared with those of the n-alkynes. The shift effects observed on going from (E)-2-alken-4-yn-1-ols to (E)-2-alken-4-yn-1-als are discussed in comparison with results from other classes of compounds.

Synthesis of 7E,9Z-dodecadienyl acetate, the sex pheromone of Lobesia botrana Shiff

Two syntheses of 7E,9Z-dodecadienyl acetate from 1,3-butadiyne were carried out using either 2E,4Z-heptadienyl acetate or 1-bromo-3E,5Z-octadiene as the key intermediates.The latter underwent organocopper cross-coupling with the respective complementary Grignard reagents (prepared from the corresponding 1-tert-butoxy-ω-chlorohydrins) as alkylating agents.