CAS 2158-61-4 4-Isopropyl-2-cyclohexenone (HCID 92780)

Substructure search Find similar structures

Basic information

CAS: 2158-61-4
Standard SMILES: CC(C)C1C=CC(=O)CC1
InChIKey: AANMVENRNJYEMK-UHFFFAOYSA-N
Molecular formula: C9H14O
Average molar mass: 138.21 g/mol
Monoisotopic mass: 138.10446507

Overview

4-(1-methylethyl)-2-Cyclohexen-1-one is a member of cyclohexenones.

Names & identifiers

Preferred name: 4-Isopropyl-2-cyclohexenone
IUPAC: 4-propan-2-ylcyclohex-2-en-1-one
English name: 4-isopropylcyclohex-2-en-1-one
Molecular formula: C9H14O
Molecular weight: 138.21

Names & synonyms

4-Isopropyl-2-cyclohexenone500-02-7CryptonCryptone2-Cyclohexen-1-one, 4-(1-methylethyl)-4-Isopropylcyclohex-2-en-1-one4-(1-Methylethyl)-2-cyclohexen-1-one4-propan-2-ylcyclohex-2-en-1-one2-Cyclohexen-1-one, 4-isopropyl-4-iso-Propyl-2-cyclohexenone0U8E4W4GBBNSC 22060

Show more names

NSC22060)-Cryptone(±)-CryptoneCryptone【compound】6-Isopropylcyclohexen-3-one4-Isopropyl-2-cyclohexen-1-one

DL-KRYPTONEEINECS 207-898-5NSC-22060FEMA NO. 3939DTXSID108620554-ISOPROPYL-2-CYCLOHEXENONE [FHFI](+-)-CryptoneRefChem:524320

Database identifiers

CAS: 2158-61-4、500-02-7
PubChem CID: 92780
DTXSID: DTXSID10862055
ChEBI: CHEBI:229380
UNII: 0U8E4W4GBB

Properties

Computed structural properties

XLogP: 2
Topological polar surface area: 17.1 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 1
Heavy atoms: 10
Formal charge: 0
Complexity: 156

Experimental & physicochemical properties

Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food

Density0.930-0.950

Flavoring AgentsEU Flavoring substances

Solubility · 2 items

insoluble in water; soluble in oils

Miscible at room temperature (in ethanol)

Boiling Point198 °C

Refractive Index1.481-1.490

Physicochemical properties

Boiling point: 98 · 98-100 °C(Press: 10 Torr)
Density: 0.9472 · 0.9472-0.9483 g/cm3(Temp: 15 °C)
FLAVIS Number: 7.172 · 07.172 | 4-Isopropylcyclohex-2-en-1-one

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H301 (> 99.9%): Toxic if swallowed [Danger Acute toxicity, oral]

P262, P264, P264+P265, P270, P280, P301+P316, P302+P352, P305+P351+P338, P316, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 1522 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 3 items

Chemical: 2-Cyclohexen-1-one, 4-(1-methylethyl)-

Regulation (EC) No 1334/2008 (amended)

2-Cyclohexen-1-one, 4-(1-methylethyl)-: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesAcute Tox. 3 (> 99.9%)

Safety data

tsca: TSCA listed
Signal word: Danger
Symbol(GHS): GHS06
Hazard statements: H319-H301-H315-H311
Precautionary statements: P264-P280-P305+P351+P338-P337+P313P-P264-P270-P301+P310-P321-P330-P405-P501-P264-P280-P302+P352-P321-P332+P313-P362-P280-P302+P352-P312-P322-P361-P363-P405-P501

Chemistry & industry

Pharmacology

Cellular LocationsCytoplasm

Uses & manufacturing

Use Classification · 5 items

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

General Manufacturing Information2-Cyclohexen-1-one, 4-(1-methylethyl)-: ACTIVE

Applications · 1 item

Uses(±)-Cryptone is a component in Eucalyptus camaldulensis essential oils and is a volatile component found in lavender. (±)-Cryptone is also an intermediate in the synthesis of β-Phellandrene (P294560), a terpene compound that can be found and extracted from the leaves of eucalyptus radiata. β-Phellandrene is also a major constituent of essential oils that have antiproliferative effects in human renal adenocarcinoma and amelanotic melanoma cells.