513-20-2

Basic information

• Product Name: 5-isopropylbicyclo[3.1.0]hexan-2-one
• Synonyms: 5-isopropylbicyclo[3.1.0]hexan-2-one;Sabina ketone;1-isopropylbicyclo[3.1.0]hexan-4-one;1-propan-2-ylbicyclo[3.1.0]hexan-4-one
• CAS NO: 513-20-2
• Molecular Formula: C₉H₁₄O
• Molecular Weight: 138.20686
• EINECS: 208-153-7
• Mol File: 513-20-2.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 193.9°Cat760mmHg
• Flash Point: 64°C
• Appearance: /
• Density: 1.056g/cm³
• Vapor Pressure: 0.454mmHg at 25°C
• Refractive Index: 1.517
• CAS DataBase Reference: 5-isopropylbicyclo[3.1.0]hexan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-isopropylbicyclo[3.1.0]hexan-2-one(513-20-2)
• EPA Substance Registry System: 5-isopropylbicyclo[3.1.0]hexan-2-one(513-20-2)

Safety Data

• Hazardous Substances Data: 513-20-2(Hazardous Substances Data)

Usage

General Description

5-Isopropylbicyclo[3.1.0]hexan-2-one, also known as Isobornyl Ketone, is a bicyclic ketone commonly used as a fragrance ingredient in perfumes and personal care products. It has a sweet, pine-like odor and is often used to impart a fresh, woody scent to various consumer products. Isobornyl Ketone is also used as a flavoring agent in the food industry and as a solvent in chemical processes. It is a colorless liquid with a high boiling point, making it suitable for use in a wide range of applications. However, it is important to handle this chemical with caution, as it can be irritating to the skin and eyes in its pure form.

InChI:InChI=1/C9H14O/c1-6(2)9-4-3-8(10)7(9)5-9/h6-7H,3-5H2,1-2H3

Upstream product

• 39725-39-8 5-isopropyl-bicyclo[3.1.0]hexan-2-one semicarbazone 
• 144-62-7 oxalic acid 
• 473925-86-9 1-diazo-5-methylene-6-methylheptan-2-one 
• 38981-63-4 3-Hydroxymethyl-3-isopropan-cyclopentanon 
• 113580-94-2 4-chloro-4-(1'-methylethyl)cyclohexan-1-one 
• 39725-37-6 1-Isopropenylbicyclo<3.1.0>hexan-4-one 
• 7664-93-9 sulfuric acid 
• 513-22-4 4-hydroxy-thujan-10-oic acid 
• 2009-00-9 sabinene 
• 1619-28-9 3-isopropyl-cyclopent-2-enone 
• 1774-47-6 trimethylsulfoxonium iodide 
• 2009-00-9 sabinene 
• 113580-90-8 1,4-Dichloro-1-isopropyl-4-methoxy-cyclohexane 
• 113580-92-0 4-chloro-1,1,-dimethoxy-4-(1'-methylethyl)cyclohexane 

Downstream Products

• 99-86-5 1-methyl-4-isopropyl-1,3-cyclohexadiene 
• 2158-59-0 cryptone 
• 113580-94-2 4-chloro-4-(1'-methylethyl)cyclohexan-1-one 
• 5259-66-5 isopropyl-4 cyclohexene-3 one-1 
• 50-00-0 formaldehyd 
• 67-64-1 acetone 

Relevant articles and documents

Kinetic and product study of the gas-phase reaction of sabinaketone with OH radical

Sabinaketone is one major photooxidation product of sabinene, an important biogenie volatile organic compound. This article provides the first product study and the second rate constant determination of its reaction with OH radicals. Experiments were investigated under controlled conditions for pressure and temperature in the LISA indoor simulation chamber using FTIR spectrometry. Kinetic study was carried out at 295 ± 2 K and atmospheric pressure using the relative rate technique with isoprene as the reference compound. The rate constant was found to be ksabinaketone + OH = (7.1 ± 1.0) × 10-12 molecule-1 cm3 s-1. Acetone and formaldehyde were detected as products of the reaction with the respective yields of Racetone= 0-9 ± 0.2 and RHCHO = 1.2 ± 0.3.

A short and efficient synthesis of (±)-trans-sabinene hydrate

A short synthesis of sabinene hydrate is reported. It uses cheap starting materials and affordable reagents. The main product of the synthesis is trans-sabinene hydrate.

Ozonides of mono-, bi- and tricyclic terpenes

Ozonolysis of (+)-limonene (1) afforded a monoozonide 2 by attack of ozone at the internal double bond and two diastereomeric diozonides (3). Ozonolysis of 1 on polyethylene gave diozonides 3, and ozonolysis on silica gel gave an epoxy ozonide 5. Ozonolyses of (-)-β-pinene (15), (+)-sabinene (20) and (+)-aromadendrene (23) gave two diastereomers, each, of the corresponding ozonides 16, 21 and 24, respectively. Ozonolysis of camphene (26) gave a very labile ozonide 27, while ozonolysis of (-)-α-pinene (12) gave no ozonide. Ozonolysis of (+)-limonene (1) in the presence of formaldehyde gave a cross-ozonide (4), derived from ozone cleavage of the internal double bond, and ozonolysis of (-)-β-pinene in the presence of acetaldehyde also gave a cross-ozonide (17).