38867-17-3

Basic information

• Product Name: 2,6-HEPTADIENOIC ACID, 96%, PREDOMINANTLY TRANS
• Synonyms: 2,6-HEPTADIENOIC ACID, 96%, PREDOMINANTLY TRANS;2,6-heptadienoic acid;2,6-Heptadienoic acid,predominantly trans;TRANS-2,6-HEPTADIENOIC ACID); 38867-17-3
• CAS NO: 38867-17-3
• Molecular Formula: C₇H₁₀O₂
• Molecular Weight: 126.1531
• Mol File: 38867-17-3.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 76-81 °C2 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 0.971 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0367mmHg at 25°C
• Refractive Index: n20/D 1.473(lit.)
• PKA: 4.75±0.10(Predicted)
• CAS DataBase Reference: 2,6-HEPTADIENOIC ACID, 96%, PREDOMINANTLY TRANS(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-HEPTADIENOIC ACID, 96%, PREDOMINANTLY TRANS(38867-17-3)
• EPA Substance Registry System: 2,6-HEPTADIENOIC ACID, 96%, PREDOMINANTLY TRANS(38867-17-3)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-28-36/37/39-45
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 38867-17-3(Hazardous Substances Data)

Usage

Chemical compound

2,6-Heptadienoic acid

Purity

96%

Composition

Predominantly trans isomer

Physical state

Clear, colorless liquid

Odor

Characteristic and pungent

Uses

Production of pharmaceuticals, fragrances, organic compounds, flavoring agent in food products

Stability

Predominantly trans isomer makes it stable

Industrial applications

Suitable for various industrial applications

Caution

Should be handled and stored with caution due to potential hazards if not properly managed

InChI:InChI=1/C7H10O2/c1-2-3-4-5-6-7(8)9/h2,5-6H,1,3-4H2,(H,8,9)/b6-5+

Upstream product

• 38872-58-1 3,7-Dichloro-heptanoic acid 
• 2100-17-6 4-pentenal 
• 141-82-2 malonic acid 
• 270901-71-8 tert-butyl (E)-hepta-2,6-dienoate 
• 821-09-0 n-Pent-4-enyl alcohol 
• 107-93-7 (E)-but-2-enoic acid 
• 106-95-6 allyl bromide 
• 80-59-1 Tiglic acid 
• 556-56-9 allyl iodid 
• 592-42-7 1,5-Hexadien 

Downstream Products

• 872513-16-1 C₁₄H₁₁Cl₃O₃ 
• 99285-31-1 (S)-3-(4-Methoxy-phenyl)-hept-6-enoic acid ((S)-1-naphthalen-1-yl-ethyl)-amide 
• 99285-27-5 N-(3-p-methoxyphenyl-6-heptenoyl)-l-ephedrine 
• 99285-28-6 N-(3-isopropenyl-6-heptenoyl)-l-ephedrine 
• 99285-26-4 N-(E-2,6-heptanedienoyl)-l-ephedrine 
• 215389-45-0 (2'E,5S)-1-(Hepta-2',6'-dienoyl)-5-triphenylmethoxymethylpyrrolidin-2-one 
• 637330-84-8 (3'R,4S)-3-(3-isopropenylhept-6-enoyl)-4-phenyl-5,5-dimethyloxazolidin-2-one 
• 637330-83-7 (S)-3-(hepta-2',6'-dienoyl)-4-phenyl-5,5-dimethyloxazolidin-2-one 
• 910215-36-0 (4R,5S,6S)-6-methoxy-5-(4-methoxybenzyloxy)-2,4-dimethylocta-2,7-dienyl hepta-2,6-dienoate 

Relevant articles and documents

BICYCLIC -AMINO ACID DERIVATIVE

It is intended to provide a bicyclic γ-amino acid derivative having excellent activity as an α2δ ligand. The present invention provides a compound represented by the general formula (I): wherein R1, R2, R2', R4, R5, R6, R7, R8, and R8' are a hydrogen atom or the like; and R3 is a hydrogen atom, a halogen atom, a C1-C6 alkyl group, or the like.

The migrastatin family: Discovery of potent cell migration inhibitors by chemical synthesis

The first asymmetric total synthesis of (+)-migrastatin (1), a macrolide natural product with antimetastatic properties, has been accomplished. Our concise and flexible approach utilized a Lewis acid-catalyzed diene aldehyde condensation (LACDAC) to install the three contiguous stereocenters and the trisubstituted (Z)-alkene of migrastatin (2 + 3 → 21). Construction of the two remaining stereocenters and incorporation of the glutarimide-containing side chain was achieved by an anti-selective aldol addition of propionyl oxazolidinone 28 to angelic aldehyde 27, followed by a Horner-Wadsworth-Emmons (HWE) coupling of 32 with glutarimide aldehyde 5. Finally, the assembly of the macrocycle was realized by a highly (E)-selective ring-closing metathesis (35 → 37). Utilizing the power of diverted total synthesis (DTS), a series of otherwise inaccessible analogues was prepared and evaluated for their potential as tumor cell migration inhibitors in several in vitro assays. These studies revealed a dramatic increase in activity when the natural motif was considerably simplified, presenting macrolactones 45 and 48, as well as macrolactam 55, macroketone 60, and CF3-alcohol 71 as promising anti-metastatic agents.