Chrysanthemic Acid supplier | CasNO.10453-89-1

Name
2,2-DIMETHYL-3-(2-METHYLPROP-1-ENYL)CYCLOPROPANECARBOXYLIC ACID
EINECS 233-941-2
CAS No. 10453-89-1
Article Data71
CAS DataBase
Density 1.077g/cm3
Solubility
Melting Point 50-51 °C
Formula C10H16 O2
Boiling Point 246.4oC at 760 mmHg
Molecular Weight 168.236
Flash Point 119oC
Transport Information
Appearance
Safety A poison by intravenous route. Moderately toxic by ingestion. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating vapors.
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Chrysanthemummonocarboxylicacid (6CI);Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-(9CI);Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methylpropenyl)- (8CI);2,2-Dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylic acid;3,3-Dimethyl-2-(2-methyl-1-propenyl)cyclopropanecarboxylic acid;3-Isobutenyl-2,2-dimethylcyclopropanecarboxylic acid;Chrysanthemic acid;Chrysanthemumic acid;NSC 11779;
PSA 37.30000
LogP 2.30940

Synthetic route

: 5460-63-9
chrysanthemumic acid methyl ester

: 10453-89-1
chrysanthemumic acid

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In water at 110℃; for 6h;	99.5%

: dibromomethyl chrysanthemate

: 10453-89-1
chrysanthemumic acid

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In water at 120℃; for 10h;	99.5%

: 97-41-6
ethyl 2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylate

: 10453-89-1
chrysanthemumic acid

Conditions

Conditions	Yield
With water; sodium hydroxide In tetrahydrofuran; methanol at 80℃; Inert atmosphere;	91%
Stage #1: ethyl 2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylate With sodium hydroxide; water In tetrahydrofuran; methanol at 80℃; for 4h; Stage #2: With hydrogenchloride In water	90%
Stage #1: ethyl 2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylate With sodium hydroxide; water In tetrahydrofuran; methanol at 80℃; for 4h; Stage #2: With hydrogenchloride In water	90%
alkaline hydrolysis;
With sodium hydroxide In diethyl ether; ethanol; water

: 5617-92-5
chrysanthemol

: 10453-89-1
chrysanthemumic acid

Conditions

Conditions	Yield
With ruthenium trichloride; potassium hydroxide; potassium peroxomonosulphate for 7h; Ambient temperature;	66%

racemic 2,2-dimethyl-3-isobutenyl-cyclopropane carboxylic acid: racemic 2,2-dimethyl-3-isobutenyl-cyclopropane carboxylic acid

: 31896-10-3, 56287-78-6
N-(2,2,2-trichloro-1-piperazin-1-yl-ethyl)-formamide

: 10453-89-1
chrysanthemumic acid

Conditions

Conditions	Yield
With hydrogenchloride; sodium hydroxide In chloroform; water	53.6%

: 7427-85-2
(2,2-dimethyl-3-(2-methylprop-1-en-1-yl))cyclopropane-1-carbaldehyde

: 10453-89-1
chrysanthemumic acid

Conditions

Conditions	Yield
With sodium hydroxide; silver nitrate In water for 0.5h;	48%

(+)-2,2-dimethyl-3-isobutenyl-cyclopropane carboxylic acid [α]: (+)-2,2-dimethyl-3-isobutenyl-cyclopropane carboxylic acid [α]

: 31896-10-3, 56287-78-6
N-(2,2,2-trichloro-1-piperazin-1-yl-ethyl)-formamide

: 10453-89-1
chrysanthemumic acid

Conditions

Conditions	Yield
With hydrogenchloride; sodium hydroxide In water

: 4489-12-7, 4489-14-9, 26770-95-6, 28684-92-6, 34909-52-9, 51348-74-4, 53955-46-7, 56650-12-5, 14297-81-5
3-(2-methyl-1-propenyl)-2,2-dimethylcyclopropanecarbonyl chloride

: 10453-89-1
chrysanthemumic acid

Conditions

Conditions	Yield
With boron trichloride In toluene

: dichloroethyl chrysanthemate

: 10453-89-1
chrysanthemumic acid

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In water at 100℃; for 8h;

: 83282-91-1
2,3,5,6-tetrafluoro-4-(methoxymethyl)benzyl alcohol

: 10453-89-1
chrysanthemumic acid

A: 271241-14-6
2,3,5,6-tetrafluoro-4-(methoxymethyl)benzyl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate

B: n-propyl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate

Conditions

Conditions	Yield
Stage #1: 2,3,5,6-tetrafluoro-4-(methoxymethyl)benzyl alcohol With zircornium(IV) n-propoxide In propan-1-ol; xylene at 143 - 145℃; Stage #2: chrysanthemumic acid With 2,6-di-tert-butyl-4-methyl-phenol In propan-1-ol; xylene at 145 - 147℃; for 8h; Product distribution / selectivity;	A 97% B n/a

...Expand

: 10453-89-1
chrysanthemumic acid

: 74-88-4
methyl iodide

: 5460-63-9
chrysanthemumic acid methyl ester

Conditions

Conditions	Yield
With N-benzyl-N,N,N-triethylammonium chloride; sodium carbonate In acetone for 8h; Heating;	95%

: 13499-05-3
hafnium tetrachloride

: 10453-89-1
chrysanthemumic acid

: 13826-35-2
3-Phenoxybenzyl alcohol

: 26046-85-5, 51134-88-4, 51186-86-8, 51186-87-9, 51186-88-0, 66036-31-5, 74430-92-5, 74430-94-7, 26002-80-2
phenothrin

Conditions

Conditions	Yield
In 5,5-dimethyl-1,3-cyclohexadiene	86%

...Expand

: 551-45-1, 22373-75-7, 54225-47-7, 29605-88-7
allethrolone

: 10026-11-6
zirconium(IV) chloride

: 10453-89-1
chrysanthemumic acid

: 3972-20-1, 23453-09-0, 28434-00-6, 34624-48-1, 42534-61-2, 61009-23-2, 61009-24-3, 61009-25-4, 61009-26-5, 61009-27-6, 61046-09-1, 8003-34-7, 584-79-2
allethrin I

Conditions

Conditions	Yield
In 5,5-dimethyl-1,3-cyclohexadiene	85%

...Expand

: 4-(2-(2-pyridinyloxy)ethoxy)benzaldehyde oxime

: 10453-89-1
chrysanthemumic acid

: 4-(2-(2-pyridinyloxy)ethoxy)benzaldehyde-O-((2,2-dimethyl-3-(2-methyl-1-propen-1-yl)cyclopropyl)carbonyl)oxime

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane for 10h;	85%

: 10453-89-1
chrysanthemumic acid

: 70069-04-4
2-hydroxymethyl-18-crown-6

: (1,4,7,10,13,16-hexaoxacyclooctadecan-2-yl)methyl 2,2-dimethyl-3-(2'-methylpro-1-en-1-yl)cyclopropane-1-carboxylate

Conditions

Conditions	Yield
With dmap; silica gel; dicyclohexyl-carbodiimide at 20℃; for 24h; Steglich Esterification; Inert atmosphere;	83%

: 10453-89-1
chrysanthemumic acid

: 4489-12-7, 4489-14-9, 26770-95-6, 28684-92-6, 34909-52-9, 51348-74-4, 53955-46-7, 56650-12-5, 14297-81-5
3-(2-methyl-1-propenyl)-2,2-dimethylcyclopropanecarbonyl chloride

Conditions

Conditions	Yield
With oxalyl dichloride In dichloromethane at 20℃; for 6h;	81%
With oxalyl dichloride In dichloromethane at 20℃; for 6h;	81%
With thionyl chloride; Petroleum ether d-trans-chrysanthemum-oic acid-chloride;

: 83282-91-1
2,3,5,6-tetrafluoro-4-(methoxymethyl)benzyl alcohol

: 10453-89-1
chrysanthemumic acid

: 271241-14-6
2,3,5,6-tetrafluoro-4-(methoxymethyl)benzyl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate

Conditions

Conditions	Yield
In 5,5-dimethyl-1,3-cyclohexadiene	70%

: 83282-91-1
2,3,5,6-tetrafluoro-4-(methoxymethyl)benzyl alcohol

: 10026-11-6
zirconium(IV) chloride

: 10453-89-1
chrysanthemumic acid

: 271241-14-6
2,3,5,6-tetrafluoro-4-(methoxymethyl)benzyl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate

Conditions

Conditions	Yield
In 5,5-dimethyl-1,3-cyclohexadiene	68%

...Expand

: 1346660-49-8
4-(1-bromoallyl)-2-methoxyphenyl acetate

: 10453-89-1
chrysanthemumic acid

: 1346660-51-2
1-(3-methoxy-4-acetoxyphenyl)-2-propen-1-yl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate

Conditions

Conditions	Yield
Stage #1: chrysanthemumic acid With sodium hydroxide In water at 20℃; for 3h; Stage #2: 4-(1-bromoallyl)-2-methoxyphenyl acetate In tetrachloromethane; water for 15h; Reflux;	68%

: 1346660-48-7
4-(1-bromoallyl)-1-ethoxy-2-methoxybenzene

: 10453-89-1
chrysanthemumic acid

: 1346660-50-1
1-(3-methoxy-4-ethoxyphenyl)-2-propen-1-yl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate

Conditions

Conditions	Yield
Stage #1: chrysanthemumic acid With sodium hydroxide In water at 20℃; for 3h; Stage #2: 4-(1-bromoallyl)-1-ethoxy-2-methoxybenzene In tetrachloromethane; water for 15h; Reflux;	63%

: 551-45-1, 22373-75-7, 54225-47-7, 29605-88-7
allethrolone

: 10453-89-1
chrysanthemumic acid

: 3972-20-1, 23453-09-0, 28434-00-6, 34624-48-1, 42534-61-2, 61009-23-2, 61009-24-3, 61009-25-4, 61009-26-5, 61009-27-6, 61046-09-1, 8003-34-7, 584-79-2
allethrin I

Conditions

Conditions	Yield
In 5,5-dimethyl-1,3-cyclohexadiene	62%

: 10453-89-1
chrysanthemumic acid

: 3569-47-9
(+/-)-cis- and trans-2,2-dimethyl-3-isobutylcyclopropanecarboxylic acid

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In ethanol under 1900 Torr; for 6h;	52%
With ethanol; colloid; palladium Hydrogenation;
With diethyl ether; platinum Hydrogenation;

: 40125-53-9
2-bromo-5-oxo-2,5-dihydrofuran

: 10453-89-1
chrysanthemumic acid

: 80314-52-9
2,2-Dimethyl-3-(2-methyl-propenyl)-cyclopropanecarboxylic acid 5-oxo-2,5-dihydro-furan-2-yl ester

Conditions

Conditions	Yield
With sodium hydrogencarbonate In N,N-dimethyl-formamide Ambient temperature; overnight;	48%

: 10453-89-1
chrysanthemumic acid

: 14087-70-8, 14087-71-9, 18689-27-5, 22841-82-3
4,4,7,7-tetramethyl-3-oxabicyclo<4.1.0>heptan-2-one

Conditions

Conditions	Yield
With zinc(II) chloride In various solvent(s) at 80℃; for 19h;	41%

: 10453-89-1
chrysanthemumic acid

A: 2259-14-5
(1S,3S)-trans-chrysanthemic acid

B: 4638-92-0
(1R,3R)-trans-chrysanthemic acid

C: 26771-11-9
(1R)-cis-chrysanthemic acid

D: 26771-06-2
(-)-cis-chrysanthemic acid

Conditions

Conditions	Yield
Stage #1: chrysanthemumic acid With Tentagel resin Solid phase reaction; Stage #2: With lipase enzyme In tetrahydrofuran; tert-butyl alcohol at 30℃; for 8h; pH=7.8; resolution of racemate;	A n/a B 40% C n/a D n/a

...Expand

: 56-23-5
tetrachloromethane

: 10453-89-1
chrysanthemumic acid

A: 936-87-8
(1S,2R)-3,3-Dimethyl-cyclopropane-1,2-dicarboxylic acid

B: 67-64-1
acetone

Conditions

Conditions	Yield
bei der Ozonspaltung; dl-cis-chrysanthemum-oic acid;

...Expand

: 10453-89-1
chrysanthemumic acid

: 14297-82-6, 85081-19-2, 108742-16-1
chrysanthemumic acid-anhydride

Conditions

Conditions	Yield
With acetic anhydride
Multi-step reaction with 2 steps 1: petroleum ether; thionyl chloride 2: diethyl ether View Scheme

: 60785-40-2
dimethylvinyl ethynyl carbinol

: 10453-89-1
chrysanthemumic acid

: 54406-47-2
2,2-Dimethyl-3-(2-methyl-propenyl)-cyclopropanecarboxylic acid 1-ethynyl-3-methyl-but-2-enyl ester

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In benzene

: 86014-97-3
4-ethyl-oct-4-en-1-yn-3-ol

: 10453-89-1
chrysanthemumic acid

: 54406-49-4
2,2-Dimethyl-3-(2-methyl-propenyl)-cyclopropanecarboxylic acid (Z)-2-ethyl-1-ethynyl-hex-2-enyl ester

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In benzene

: 62679-53-2
hexa-1,4-diyn-3-ol

: 10453-89-1
chrysanthemumic acid

: 54406-68-7
2,2-Dimethyl-3-(2-methyl-propenyl)-cyclopropanecarboxylic acid 1-ethynyl-but-2-ynyl ester

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In benzene

: 59095-52-2, 133398-16-0, 133398-15-9, 10138-60-0
hex-4-en-1-yn-3-ol

: 10453-89-1
chrysanthemumic acid

: 54406-45-0
2,2-Dimethyl-3-(2-methyl-propenyl)-cyclopropanecarboxylic acid (Z)-1-ethynyl-but-2-enyl ester

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In benzene

: 860252-68-2
4-methyl-hex-4-en-1-yn-3-ol

: 10453-89-1
chrysanthemumic acid

: 54406-46-1
2,2-Dimethyl-3-(2-methyl-propenyl)-cyclopropanecarboxylic acid (Z)-1-ethynyl-2-methyl-but-2-enyl ester

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In benzene

: 62679-55-4
nona-1,4-diyn-3-ol

: 10453-89-1
chrysanthemumic acid

: 54406-71-2
2,2-Dimethyl-3-(2-methyl-propenyl)-cyclopropanecarboxylic acid 1-ethynyl-hept-2-ynyl ester

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In benzene

Chrysanthemic Acid Chemical Properties

Chemistry informtion about Chrysanthemic Acid (CAS NO.10453-89-1) is:
IUPAC Name: 2,2-Dimethyl-3-(2-Methylprop-1-Enyl)Cyclopropane-1-Carboxylic Acid
Synonyms: 2,2-Dimethyl-3-(2-Methyl-1-Propenyl)-Cyclopropanecarboxylicaci ; 2,2-Dimethyl-3-(2-Methylpropenyl)-Cyclopropanecarboxylicaci ; Chrysanthemumicacid ; Chrysanthemummonocarboxylicacidmixedisomers ; Chrysanthemum Monocarboxylic Acid ; Chrysanthemic Acid ; Cis/Trans-Chrysanthemic Acid ; 2,2-Dimethyl-3-(2-Methylprop-1-Enyl)Cyclopropanecarboxylic Acid
MF: C₁₀H₁₆O₂
MW: 168.23
EINECS: 233-941-2
Density: 1.077 g/cm³
Flash Point: 119 °C
Boiling Point: 246.4 °C at 760 mmHg
Vapour Pressure: 0.0088 mmHg at 25°C
Enthalpy of Vaporization: 53.25 kJ/mol
Following is the molecular structure of Chrysanthemic Acid (CAS NO.10453-89-1) is:

Chrysanthemic Acid Production

Raw materials: isobutylene --> 1-hexene --> isobutyryl chloride --> ethyl chrysanthemumate --> 3-methyl-1-butene --> diazoacetic acid --> estrone(rg) --> 1-heptene --> orthoacetic acid

Chrysanthemic Acid Toxicity Data With Reference

1.	cyt-mus-ihl 1248 mg/m3	GISAAA Gigiena i Sanitariya. 51 (1)(1986),16.
2.	orl-rat LD50:2500 mg/kg	GISAAA Gigiena i Sanitariya. 51 (1)(1986),16.
3.	ihl-rat LC:>400 mg/m3	GTPZAB Gigiena Truda i Professionalnye Zabolevaniia. Labor Hygiene and Occupational Diseases. 31 (7)(1987),53.
4.	orl-mus LD50:1250 mg/kg	GISAAA Gigiena i Sanitariya. 51 (1)(1986),16.
5.	ihl-mus LC:>400 mg/m3	GTPZAB Gigiena Truda i Professionalnye Zabolevaniia. Labor Hygiene and Occupational Diseases. 31 (7)(1987),53.
6.	skn-mus LD50:>5 g/kg	GISAAA Gigiena i Sanitariya. 51 (1)(1986),16.
7.	ipr-mus LD50:150 mg/kg	NTIS** National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD691-490 .
8.	ivn-mus LD50:56 mg/kg	CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#00083 .
9.	orl-gpg LD50:2500 mg/kg	GISAAA Gigiena i Sanitariya. 51 (1)(1986),16.

Chrysanthemic Acid Consensus Reports

Reported in EPA TSCA Inventory.

Chrysanthemic Acid Safety Profile

A poison by intravenous route. Moderately toxic by ingestion. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating vapors.

Product Name

2,2-DIMETHYL-3-(2-METHYLPROP-1-ENYL)CYCLOPROPANECARBOXYLIC ACID

Synthetic route

Chrysanthemic Acid Chemical Properties

Chrysanthemic Acid Production

Chrysanthemic Acid Toxicity Data With Reference

Chrysanthemic Acid Consensus Reports

Chrysanthemic Acid Safety Profile

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