4-(2,6,6-Trimethyl-1-cyclohexenyl)-3-buten-2-one

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Names

[ CAS No. ]:
79-77-6

[ Name ]:
4-(2,6,6-Trimethyl-1-cyclohexenyl)-3-buten-2-one

[Synonym ]:
(3E)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one
4-(2,6,6-Trimethyl-1-cyclohexenyl)-3-buten-2-one
(3E)-4-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-3-buten-2-one
MFCD00001549
EINECS 201-224-3
(E)-4-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-3-buten-2-one
IONONE,B
OIL
beta-ionone
3-Buten-2-one, 4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-, (3E)-
UNII:I9V075M61R
3-Buten-2-one, 4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-
B-IONONE

Chemical & Physical Properties

[ Density]:
0.9±0.1 g/cm3

[ Boiling Point ]:
257.6±0.0 °C at 760 mmHg

[ Melting Point ]:
-49°C

[ Molecular Formula ]:
C13H20O

[ Molecular Weight ]:
192.297

[ Flash Point ]:
104.4±0.0 °C

[ Exact Mass ]:
192.151413

[ PSA ]:
17.07000

[ LogP ]:
3.86

[ Vapour Pressure ]:
0.0±0.5 mmHg at 25°C

[ Index of Refraction ]:
1.512

[ Storage condition ]:
2-8°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
EN0500000
CHEMICAL NAME :
3-Buten-2-one, 4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (E)-
CAS REGISTRY NUMBER :
79-77-6
BEILSTEIN REFERENCE NO. :
1909544
LAST UPDATED :
199709
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C13-H20-O
MOLECULAR WEIGHT :
192.33

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
480 mg/kg
SEX/DURATION :
female 8 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants)
REFERENCE :
TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 83,563,1986

Safety Information

[ Hazard Codes ]:
Xi:Irritant;N:Dangerousfortheenvironment;

[ Risk Phrases ]:
R36;R51/53

[ Safety Phrases ]:
S61-S36/37-S26

[ RIDADR ]:
UN 3082 9/PG 3

[ WGK Germany ]:
2

[ RTECS ]:
EN0500000

Synthetic Route

Precursor & DownStream

Precursor

  • β-IONOL
  • PSEUDOIONONE
  • METHYLLITHIUM
  • 2-Methyl-2-[(E)-2-(2,6,6-trimethyl-1-cyclohexen-1-yl)ethenyl]-1,3-diox olane
  • Methyl vinyl ketone
  • (Z)-4-hydroxy-6,10-dimethylundeca-5,9-dien-2-one
  • 4-methoxy-β-ionone
  • 4-isopropenyl-3,7-dimethyl-1-octyn-6-en-3-ol

DownStream

  • beta-Homocyclocitral
  • 2,6,6-trimethylcyclohexene-1-methanol
  • (2E,4E)-3-Methyl-5-(2,6,6-trimethyl-1-cyclohexen-1-yl)penta-2,4-dienenitrile
  • Isotretinoin
  • Dihydro-beta-ionone
  • tetrahydroionone
  • dihydo-alpha-ionone
  • 4-(2,6,6-trimethylcyclohexyl)butan-2-one

Related Compounds

  • β-IONOL
  • (Z)-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3-buten-2-one
  • 3-Buten-2-one,3-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-
  • 4-(2,6,6-Trimethyl-1,3-cyclohexadien-1-yl)-3-buten-2-on
  • 1-(2,6,6-trimethyl-1-cyclohexenyl)-3-buten-1-ol
  • 2-Hydroxy-5,7-megastigmadien-9-one
  • 4-((Cyclohexylamino)methyl)benzoic acid hydrochloride
  • 1-[(2,4-Dichlorophenyl)methyl]-N-(1,1-dimethylethyl)-2-methyl-1H-indole-3-methanamine
  • 2-Methoxy-6-(pyrazol-1-yl)-benzonitrile
  • 1H-3-Benzazepin-7-ol, 8-chloro-2,3,4,5-tetrahydro-5-(3-iodophenyl)-3-methyl-, (S)-
  • (4-Methyl-tetrahydro-furan-2-yl)-methanol
  • N-(1-cyanocyclopentyl)-2-[4-(4-fluorobenzenesulfonyl)-1,4-diazepan-1-yl]acetamide
  • 4,5,6,7-Tetrahydrobenzo[d]isoxazole-3-carbaldehyde
  • tert-Butyl-DL-alanine
  • 4-amino-N-[2-tert-butyl-1-(tetrahydro-2H-pyran-4-ylmethyl)-1H-benzimidazol-5-yl]-N-ethylbenzenesulfonamide
  • N-[3-(Aminooxy)propyl]-N-butyl-1-butanamine