58927-81-4

Basic information

• Product Name: (E)-hept-4-en-2-ol
• Synonyms: (E)-hept-4-en-2-ol;trans-4-Hepten-2-one;(E)-4-Hepten-2-ol;4-Hepten-2-ol, (4E)-;4-Hepten-2-ol, (E)-;Einecs 261-500-4
• CAS NO: 58927-81-4
• Molecular Formula: C₇H₁₄O
• Molecular Weight: 114.18546
• EINECS: 261-500-4
• Mol File: 58927-81-4.mol
• Article Data: 6

Chemical Properties

• Melting Point: 26°C (estimate)
• Boiling Point: 178.73°C (estimate)
• Appearance: /
• Density: 0.8596 (estimate)
• Refractive Index: 1.4339 (estimate)
• CAS DataBase Reference: (E)-hept-4-en-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-hept-4-en-2-ol(58927-81-4)
• EPA Substance Registry System: (E)-hept-4-en-2-ol(58927-81-4)

Safety Data

• Hazardous Substances Data: 58927-81-4(Hazardous Substances Data)

Usage

Description

(E)-hept-4-en-2-ol, with the molecular formula C7H14O, is an unsaturated alcohol characterized by a double bond and a hydroxyl group. It features a heptane backbone with the double bond positioned at the 4th carbon and a hydroxyl group at the 2nd carbon. The (E) prefix signifies a trans configuration of the double bond, where the hydrogen atoms are on opposite sides of the carbon atoms. This chemical compound is known for its sweet, floral, and green aroma.

Uses

Used in Flavor and Fragrance Industry:
(E)-hept-4-en-2-ol is used as a key ingredient in the flavor and fragrance industry due to its distinctive sweet, floral, and green aroma. It adds a pleasant scent and taste to various products, enhancing their overall appeal and consumer experience.
Used in Organic Synthesis:
(E)-hept-4-en-2-ol also serves as a building block in the synthesis of various organic compounds. Its unique structure allows for further chemical reactions and modifications, making it a versatile component in the creation of new molecules with different properties and applications across various industries.

InChI:InChI=1S/C7H14O/c1-3-4-5-6-7(2)8/h4-5,7-8H,3,6H2,1-2H3/b5-4+

Upstream product

• 3916-64-1 hepta-3,5-dien-2-one 
• 2117-11-5 4-pentyn-2-ol 
• 19781-81-8 (R,S)-4-Heptyn-2-ol 
• 928-97-2 (E)-3-hexen-1-ol 
• 35739-70-9 dimethyldichlorotitanium(IV) 
• 80186-44-3 4-<(dimethyl-tert-butylsilyl)oxy>-1-pentyne 
• 28832-55-5 2-Chlorobutanal 
• 67-64-1 acetone 

Downstream Products

• 36678-43-0 (E)-hept-4-en-2-one 

Relevant articles and documents

New volatile sulfur-containing constituents in a simultaneous distillation-extraction extract of red bell peppers (Capsicum annuum)

An extract of red bell peppers (Capsicum annuum) was prepared by simultaneous distillation-extraction (SDE, Likens-Nickerson). In addition to the already known (3E)-hepten-2-one (1), the unsaturated C9-ketones 1-nonen-4-one (2), (2E)-2-nonen-4-one (3), and (2E,5E)-2,5-nonadien-4-one (4), 2-methoxy-3-isobutylpyrazine (5), and heptane-2-thiol (6), we identified 19 new thiols (the aliphatic saturated and unsaturated thiols 14-16, and 22-27, the mercapto-ketones 12 and 13, the mercapto-alcohols 17, 18, and 30, the dithiols 19 and 28, the methylthio-thiols 20 and 21, and the thiophene-thiol 31) and the two new dithiolanes 10 and 29. All of them are structurally related to the unsaturated C7-and C9-ketones 1-4. The free thiols were enriched using Affi-Gel 501 (p-aminophenyl-mercuric acetate grafted on an agarose gel). The new compounds were confirmed by syntheses and were organoleptically evaluated.

Identification of a Novel Moth Sex Pheromone in Eriocrania cicatricella (Zett.) (Lepidoptera: Eriocraniidae) and its Phylogenetic Implications

Extracts from different body parts of adult female Eriocrania cicatricella (Zett.) were tested for electrophysiological activity on conspecific male antennae. Extracts from the Vth abdominal segment, containing a pair of exocrine glands, elicited the largest electroantennographic response when compared to extracts of other body parts. Female extracts were analyzed by gas chromatography with simultaneous flame ionization and electroantennographic detection (EAD). The EAD active peaks were identified as (Z)-4-hepten-2-one, (2R)-heptane-2-ol, and (2R)-(Z)-4-hepten-2-ol by coinjection on a gas chromatography and by comparison of mass spectra with those of synthetic standards. In field tests, a blend of these three pheromone components was highly attractive to conspecific males, and a subtractive assay confirmed that the unsaturated alcohol is the major pheromone component, whereas no definite behavioral activity could be assigned to the ketone or the saturated alcohol. A bait containing the two alcohols with S-configuration was attractive to male E. sparrmanella (Bosc), whereas no males of E. cicatricella were found in these traps. The sex pheromone compounds in E. cicattricella are chemically similar to pheromones reported in Trichoptera and they are produced in homologous glands.