55320-58-6

Basic information

• Product Name: 5,5-Dimethylhexanal
• Synonyms: 5,5-Dimethylhexanal
• CAS NO: 55320-58-6
• Molecular Formula: C8H16O
• Molecular Weight: 128.21
• Mol File: 55320-58-6.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 160.5°C at 760 mmHg
• Flash Point: 41.5°C
• Appearance: /
• Density: 0.811g/cm³
• Vapor Pressure: 2.38mmHg at 25°C
• Refractive Index: 1.411
• CAS DataBase Reference: 5,5-Dimethylhexanal(CAS DataBase Reference)
• NIST Chemistry Reference: 5,5-Dimethylhexanal(55320-58-6)
• EPA Substance Registry System: 5,5-Dimethylhexanal(55320-58-6)

Safety Data

• Hazardous Substances Data: 55320-58-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H16O/c1-8(2,3)6-4-5-7-9/h7H,4-6H2,1-3H3

Upstream product

• 762-62-9 4,4-dimethylpent-1-ene 
• 201230-82-2 carbon monoxide 
• 630-17-1 2,2-dimethylpropyl bromide 
• 33974-41-3 neopentylmagnesium bromide 
• 762-63-0 cis-4,4-dimethyl-2-pentene 
• 107442-40-0 (E)-5,5-dimethylhex-2-en-1-ol 

Relevant articles and documents

Multicatalytic approach to one-pot stereoselective synthesis of secondary benzylic alcohols

One-pot procedures bear the potential to rapidly build up molecular complexity without isolation and purification of consecutive intermediates. Here, we report multicatalytic protocols that convert alkenes, unsaturated aliphatic alcohols, and aryl boronic acids into secondary benzylic alcohols with high stereoselectivities (typically >95:5 er) under sequential catalysis that integrates alkene cross-metathesis, isomerization, and nucleophilic addition. Prochiral allylic alcohols can be converted to any stereoisomer of the product with high stereoselectivity (>98:2 er, >20:1 dr).

Discovery and evaluation of nNav1.5 sodium channel blockers with potent cell invasion inhibitory activity in breast cancer cells

Voltage-gated sodium channels (VGSC) are a well-established drug target for anti-epileptic, anti-arrhythmic and pain medications due to their presence and the important roles that they play in excitable cells. Recently, their presence has been recognized in non-excitable cells such as cancer cells and their overexpression has been shown to be associated with metastatic behavior in a variety of human cancers. The neonatal isoform of the VGSC subtype, Nav1.5 (nNav1.5) is overexpressed in the highly aggressive human breast cancer cell line, MDA-MB-231. The activity of nNav1.5 is known to promote the breast cancer cell invasion in vitro and metastasis in vivo, and its expression in primary mammary tumors has been associated with metastasis and patient death. Metastasis development is responsible for the high mortality of breast cancer and currently there is no treatment available to specifically prevent or inhibit breast cancer metastasis. In the present study, a 3D-QSAR model is used to assist the development of low micromolar small molecule VGSC blockers. Using this model, we have designed, synthesized and evaluated five small molecule compounds as blockers of nNav1.5-dependent inward currents in whole-cell patch-clamp experiments in MDA-MB-231 cells. The most active compound identified from these studies blocked sodium currents by 34.9 ± 6.6% at 1 μM. This compound also inhibited the invasion of MDA-MB-231 cells by 30.3 ± 4.5% at 1 μM concentration without affecting the cell viability. The potent small molecule compounds presented here have the potential to be developed as drugs for breast cancer metastasis treatment.

Asymmetric hydroformylation catalyzed by an Rh( I) -( R,S) -BINAPHOS complex: Substituent effects in olefins on the regioselectivity

Olefins bearing the larger substituants at the allylic position were hydroformylated in the higher iso/normal selectivity when Rh(I)-(R,S)-BINAPHOS was used as a catalyst. Deuterioformylation of 4,4,4-triphenyl-1 -butene suggests that the higher iso/normal ratio may be attributed to the accelerated CO insertion to the iso-alkylrhodium 7i.