58461-27-1

Basic information

• Product Name: (+/-)-LAVANDULOL
• Synonyms: 5-methyl-2-(1-methylethenyl)-4-hexen-1-o;5-methyl-2-(1-methylethenyl)-4-Hexen-1-ol;2-isopropenyl-5-methylhex-4-en-1-ol;4-Hexen-1-ol, 5-methyl-2-(1-methylethenyl)-;Einecs 261-264-2;rac-Lavandulol;5-Methyl-2-(prop-1-en-2-yl);hex-4-en-1-ol
• CAS NO: 58461-27-1
• Molecular Formula: C10H18O
• Molecular Weight: 154.24932
• EINECS: 261-264-2
• Product Categories: Aliphatics;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 58461-27-1.mol
• Article Data: 24

Chemical Properties

• Boiling Point: 230.2°Cat760mmHg
• Flash Point: 98 °C
• Appearance: /
• Density: 0.878 g/mL at 20 °C(lit.)
• Vapor Pressure: 0.0127mmHg at 25°C
• Refractive Index: n20/D 1.470
• Storage Temp.: 2-8°C
• PKA: 14.81±0.10(Predicted)
• CAS DataBase Reference: (+/-)-LAVANDULOL(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-LAVANDULOL(58461-27-1)
• EPA Substance Registry System: (+/-)-LAVANDULOL(58461-27-1)

Safety Data

• Safety Statements: 23-24/25
• WGK Germany: 3
• F: 10-23
• Hazardous Substances Data: 58461-27-1(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 58461-27-1 differently. You can refer to the following data:
1. A fragrance of lavender oil. The fragrance of the nature-identical (R)-enantiomer ('weak floral, herbal odor with slightly lemon-like, fresh citrus fruity nuance') was superior to those of both the unnatural (S)-enantiomer ('very weak odor') and the racemate ('weak floral, herbal odor').
2. A fragrance of lavender oil. The fragrance of the nature-identical (R)-enantiomer (''weak floral, herbal odor with slightly lemon-like, fresh citrus fruity nuance'') was superior to those of both the unnatural (S)-enantiomer (''very weak odor'') and the racemate (''weak floral, herbal odor'').

InChI:InChI=1/C10H18O/c1-8(2)5-6-10(7-11)9(3)4/h5,10-11H,3,6-7H2,1-2,4H3

Upstream product

• 50-00-0 formaldehyd 
• 110-93-0 6-Methyl-hept-5-en-2-on 
• 110-88-3 1,3,5-Trioxan 
• 115-18-4 2-methyl-3-buten-2-ol 
• 75697-98-2 2,6-dimethyl-3-formyl-1,5-heptadiene-lavandulal 
• 69343-73-3 3-methyl-2-(3-methyl-but-2-enyl)-butane-1,3-diol 
• 21634-63-9 methyl methyl-2-(1-methylethenyl)-2-hexenoate 
• 91914-58-8 isopropenyl-2 methyl-5 hexene-4 thioate de S-methyle 
• 1845-54-1 (±)-ethyl 5-methyl-2-(prop-1-en-2-yl)hex-4-enoate 
• 215780-25-9 (2-Isopropenyl-5-methyl-hex-4-enyl)-((Z)-2-methyl-but-2-enyl)-diphenyl-silane 
• 25905-14-0 lavandulyl acetate 
• 26732-90-1 3-(3-methyl-but-2-enyl)-pentane-2,4-dione 
• 870-63-3 prenyl bromide 
• 924-50-5 Methyl 3,3-dimethylacrylate 

Downstream Products

• 23960-07-8 lavandulyl senecioate 
• 25905-14-0 lavandulyl acetate 
• 881920-45-2 Succinic acid mono-((S)-2-isopropenyl-5-methyl-hex-4-enyl) ester 
• 498-16-8 (R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-ol 
• 1063708-13-3 C₂₂H₂₇O₄P 
• 1570098-90-6 C₃₃H₄₂O₄ 
• 75697-98-2 2,6-dimethyl-3-formyl-1,5-heptadiene-lavandulal 
• 50373-53-0 (2S)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-ol 
• 133872-85-2 3,5-Dinitro-benzoic acid 2-isopropenyl-5-methyl-4-oxo-hex-5-enyl ester 
• 20777-39-3 (-)-(R)-lavanduyl acetate 
• 144831-70-9 (2S)-5-methyl-2-(prop-1-en-2-yl)hex-4-enyl acetate 
• 79399-33-0 cis and trans-2,2-dimethyl-3-bromo-5-(1'-methyl-1'-phenylthioethyl)tetrahydropyran 

Relevant articles and documents

PROCESSES FOR PREPARING 2-ISOPROPENYL-5-METHYL-4-HEXENOIC ACID, 2-ISOPROPENYL-5-METHYL-4-HEXEN-1-OL, AND A CARBOXYLATE ESTER THEREOF

The present invention provides a process for preparing 2-isopropenyl-5-methyl-4-hexenoic acid of the following formula (4), comprising steps of: subjecting a Grignard reagent of the following general formula (1), wherein R1 represents a linear, branched, or aromatic monovalent hydrocarbon group having 1 to 8 carbon atoms, and X represents a chlorine atom, a bromine atom, or an iodine atom, and 1,1,1,3,3,3-hexamethyldisilazane to a deprotonation reaction to form a 1,1,1,3,3,3-hexamethyldisilazane derivative; and subjecting 2-methyl-3-buten-2-yl 3-methyl-2-butenoate of the following formula (3) to a rearrangement reaction in the presence of the 1, 1, 1,3,3,3-hexamethyldisilazane derivative to form 2-isopropenyl-5-methyl-4-hexenoic acid (4).

Biomimetic total synthesis of (±)-doitunggarcinone A and (+)-garcibracteatone

A full account of our oxidative radical cyclization approach to the synthesis of garcibracteatone and doitunggarcinone A is presented. This includes the first enantioselective synthesis of garcibracteatone, which allowed the absolute configuration of the natural compound to be determined. The first synthesis of doitunggarcinone A is also described, which confirms our reassignment of the relative configuration of this molecule. Novel syntheses of monoterpene fragments used to construct the target molecules are also reported.

A new synthesis of lavandulol via indium/palladium-mediated umpolung of vinyloxirane

A short synthesis of lavandulol is achieved by the In/Pd-mediated reaction of isopropenyloxirane with 3-methylbut-2-enal.