28219-61-6

Basic information

• Product Name: 2-Ethyl-4-(2,2,3-trimethylcyclopent-3-en-yl)-but-2-en-1-ol
• Synonyms: SANDENOL 208;2-ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-o;2-ethyl-4-(2,2,3-trimethylcyclopent-3-en-yl)-but-2-en-1-ol,mixtureofisomers;Bacdanol [IFF];Sandacanol;Sandranol [Dragoco];ETHYL TRIMETHYLCYCLOPENTENE BUTENOL;2-ethyl-4-(2,2,3-trimethylcyclopent-3-en-yl)-but-2-en-l-ol, mixture of isomers
• CAS NO: 28219-61-6
• Molecular Formula: C14H24O
• Molecular Weight: 208.34
• EINECS: 248-908-8
• Product Categories: Industrial/Fine Chemicals
• Mol File: 28219-61-6.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 114-116 °C (1 mmHg)
• Flash Point: 103.5 °C
• Appearance: clear colorless to pale yellowish liquid
• Density: 0.91
• Vapor Pressure: 0.00028mmHg at 25°C
• Refractive Index: 1.4865-1.4885
• Storage Temp.: -20°C
• PKA: 14.72±0.10(Predicted)
• Water Solubility: INSOLUBLE
• CAS DataBase Reference: 2-Ethyl-4-(2,2,3-trimethylcyclopent-3-en-yl)-but-2-en-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Ethyl-4-(2,2,3-trimethylcyclopent-3-en-yl)-but-2-en-1-ol(28219-61-6)
• EPA Substance Registry System: 2-Ethyl-4-(2,2,3-trimethylcyclopent-3-en-yl)-but-2-en-1-ol(28219-61-6)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 28219-61-6(Hazardous Substances Data)

Usage

Chemical Properties

2-Ethyl-4-(2,2,3-trimethylcyclopent-3-en-yl)-but-2-en-1-ol is amixture of the (E)- and (Z)-isomers. It is a pale yellow liquid with a powerful sandalwood odor and a slight rose nuance. The mixture can be prepared starting from α-campholenaldehyde and butanal. The intermediate unsaturated aldehyde is partially hydrogenated to give the title alcohol. It is used in perfume compositions for cosmetics, soaps, and detergents.

Trade name

Bacdanol? (IFF), Sandacanol (Hangzhou), Sanderol (DRT), Sandranol? (Symrise), Sanjinol (IFF).

InChI:InChI=1/C14H24O/c1-5-12(10-15)6-7-13-11(2)8-9-14(13,3)4/h6,8,13,15H,5,7,9-10H2,1-4H3/t13-/m0/s1

Upstream product

• 1031729-07-3 dartanal 
• 179107-88-1 (E)-2-ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1'-yl)-2-buten-1-al 
• 7785-26-4 (-)-α-pinene 
• 109-76-2 Trimethylenediamine 
• 7785-70-8 (+)-α-pinene 
• 65114-02-5 2-ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-butenal 

Relevant articles and documents

Reduction of carbonyl compounds via hydrosilylation catalyzed by well-defined PNP-Mn(I) hydride complexes

Reduction reactions of unsaturated compounds are fundamental transformations in synthetic chemistry. In this context, the reduction of polarized double bonds such as carbonyl or C=C motifs can be achieved by hydrogenation reactions. We describe here a highly chemoselective Mn(I)-based PNP pincer catalyst for the hydrosilylation of aldehydes and ketones employing polymethylhydrosiloxane (PMHS) as inexpensive hydrogen donor. Graphic abstract: [Figure not available: see fulltext.]

SELECTIVE HYDROGENATION OF ALDEHYDE WITH RU/BIDENTATE LIGANDS COMPLEXES

The present invention relates to processes for the reduction by hydrogenation, using molecular H2, of a C5-C20 substrate containing one or two aldehydes functional groups into the corresponding alcohol or diol, characterized in that said process is carried out in the presence of —at least one catalyst or pre-catalyst in the form of a ruthenium complex having a coordination sphere of the N2P2O2, wherein the coordinating atoms N2 are provided by a first bidentate ligand, the coordinating atoms P2 are provided by a second bidentate ligand and the coordinating atoms O2 are provided by two non-linear carboxylate ligands; and —optionally of an acidic additive.

Unexpected role of anionic ligands in the ruthenium-catalyzed base-free selective hydrogenation of aldehydes

Bigger and better: The replacement of anionic chloride ligands in Noyori-type [(diamine)(diphosphine)RuCl2] catalysts with bulky carboxylate ligands enabled the efficient selective hydrogenation of a variety of aldehydes under base-free conditions (see scheme). Turnover numbers of up to 100 000 were reached in the presence of a bulky carboxylic acid co-catalyst. This type of catalytic system probably operates through an inner-sphere mechanism. Copyright