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Name	Perilla ketone	EINECS	N/A
CAS No.	553-84-4	Density	0.976g/cm³
PSA	30.21000	LogP	2.89850
Solubility	N/A	Melting Point	N/A
Formula	C10H14 O2	Boiling Point	224.4°Cat760mmHg
Molecular Weight	166.22	Flash Point	96.8°C
Transport Information	N/A	Appearance	N/A
Safety	Poison by intravenous and intraperitoneal routes. A potent pulmonary edemagenic agent (experimental). May also be hazardous to humans. A flammable liquid. When heated to decomposition it emits acrid smoke and irritating fumes.	Risk Codes	N/A
Molecular Structure		Hazard Symbols	N/A
Synonyms	1-Pentanone,1-(3-furyl)-4-methyl- (6CI,7CI,8CI); 1-(3-Furyl)-4-methyl-1-pentanone;3-(4-Methylpentanoyl)furan; NSC 348407; Perilla ketone	Article Data	8

Perilla ketone Synthetic route

: 26214-65-3
furan-3-carbonyl chloride

: isopentylmanganese chloride

: 553-84-4
Perillaketone

Conditions

Conditions	Yield
With copper(l) chloride In tetrahydrofuran -10 deg C to r.t., then 20 min;	94%

: 38136-29-7
4-methylvaleroyl chloride

: 87453-06-3
tributyl(furan-3-yl)stannane

: 553-84-4
Perillaketone

Conditions

Conditions	Yield
bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran for 12h; Ambient temperature;	74%

: 26214-65-3
furan-3-carbonyl chloride

: 35061-27-9
diisopentyl cadmium

: 553-84-4
Perillaketone

Conditions

Conditions	Yield
With benzene

: (furan-3-carbonyl)-isobutyl-malonic acid diethyl ester

: 553-84-4
Perillaketone

Conditions

Conditions	Yield
With sulfuric acid; acetic acid

: 38136-29-7
4-methylvaleroyl chloride

: 53101-93-2
3-furyllithium

: 553-84-4
Perillaketone

Conditions

Conditions	Yield
With manganese chloride bis(lithium chloride); iron(III)-acetylacetonate 1) THF, -80 deg C, 30 min, 2) -70 deg C, 30 min; Yield given. Multistep reaction;

: 4885-02-3
Dichloromethyl methyl ether

: 109529-24-0
(3-furyl)(3-methylbutyl)(isopropoxy)borane

: 553-84-4
Perillaketone

Conditions

Conditions	Yield
With dihydrogen peroxide; lithium tert-butoxide 1.) diethyl ether, r.t., 1 h, 2.) diethyl ether, pH 8 phosphate buffer, 12 h; Yield given. Multistep reaction;

: 1025878-40-3
1-(1-Ethoxy-1-furan-3-yl-4-methyl-pentyl)-1H-benzotriazole

: 553-84-4
Perillaketone

Conditions

Conditions	Yield
With hydrogenchloride In tetrahydrofuran Ambient temperature; Yield given;

: 498-60-2
furan-3-carboxaldehyde

: 553-84-4
Perillaketone

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 71 percent / H2SO4 / ethanol; tetrahydrofuran / 3 h / Ambient temperature 2: n-BuLi / tetrahydrofuran; cyclohexane / 1.) -78 deg C, 2.) -78 deg C, 2 min 3: aq. HCl / tetrahydrofuran / Ambient temperature View Scheme

: 172265-13-3
3-<(Benzotriazol-1-yl)ethoxymethyl>furan

: 553-84-4
Perillaketone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: n-BuLi / tetrahydrofuran; cyclohexane / 1.) -78 deg C, 2.) -78 deg C, 2 min 2: aq. HCl / tetrahydrofuran / Ambient temperature View Scheme

: 107-82-4
i-pentyl bromide

: 553-84-4
Perillaketone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: n-BuLi / tetrahydrofuran; cyclohexane / 1.) -78 deg C, 2.) -78 deg C, 2 min 2: aq. HCl / tetrahydrofuran / Ambient temperature View Scheme

Perilla ketone Chemical Properties

Name of Substance: Perilla ketone
CAS Registry Number: 553-84-4
Synonyms: 1-(3-Furanyl)-4-methyl-1-pentanone ; 1-(3-Furyl)-4-methyl-1-pentanone ; 1-Pentanone, 1-(3-furyl)-4-methyl- ; 5-17-09-00480 (Beilstein Handbook Reference) ; BRN 0114624 ; NSC 348407 ; Perilla ketone ; Purple mint plant extract ; beta-Furyl isoamyl ketone
IUPAC Name: 1-furan-3-yl-4-methylpentan-1-one
Molecular Weight: 166.21696 [g/mol]
Molecular Formula: C₁₀H₁₄O₂
XLogP3: 2.8
H-Bond Acceptor: 2
Surface Tension: 31.4 dyne/cm
Density: 0.976 g/cm³
Flash Point: 96.8 °C
Enthalpy of Vaporization: 46.09 kJ/mol
Boiling Point: 224.4 °C at 760 mmHg
Vapour Pressure: 0.0914 mmHg at 25°C
Following is the molecular structure of Perilla ketone (CAS NO.553-84-4) is:

Perilla ketone Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
dog	LD50	intravenous	106mg/kg (106mg/kg)	LUNGS, THORAX, OR RESPIRATION: CHRONIC PULMONARY EDEMA	Journal of Animal Science. Vol. 60, Pg. 248, 1985.
domestic animals - goat/sheep	LDLo	intravenous	10mg/kg (10mg/kg)		Toxicology and Applied Pharmacology. Vol. 45, Pg. 300, 1978.
hamster	LD50	intraperitoneal	13700ug/kg (13.7mg/kg)	LUNGS, THORAX, OR RESPIRATION: CHRONIC PULMONARY EDEMA	Journal of Animal Science. Vol. 60, Pg. 248, 1985.
mouse	LD50	intraperitoneal	2500ug/kg (2.5mg/kg)		Science. Vol. 197, Pg. 573, 1977.
rabbit	LD50	intravenous	14mg/kg (14mg/kg)	LUNGS, THORAX, OR RESPIRATION: CHRONIC PULMONARY EDEMA	Journal of Animal Science. Vol. 60, Pg. 248, 1985.
rat	LD50	intraperitoneal	10mg/kg (10mg/kg)		Science. Vol. 197, Pg. 573, 1977.

Perilla ketone Safety Profile

Poison by intravenous and intraperitoneal routes. A potent pulmonary edemagenic agent (experimental). May also be hazardous to humans. A flammable liquid. When heated to decomposition it emits acrid smoke and irritating fumes.

Perilla ketone Standards and Recommendations

DOT Classification: 3; Label: Flammable Liquid

Perilla ketone Specification

Perilla ketone (CAS NO.553-84-4) is a natural terpenoid. It is a colorless oil that is sensitive to oxygen, becoming colored upon standing.Also it is present in the leaves and seeds of purple mint (Perilla frutescens), which is toxic to some animals. When cattle and horses consume purple mint when grazing in fields in which it grows, it causes pulmonary edema leading to a condition sometimes called perilla mint toxicosis.

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