CAS No.10453-89-1,2,2-DIMETHYL-3-(2-METHYLPROP-1-ENYL)CYCLOPROPANECARBOXYLIC ACID Suppliers

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Basic Information

Molecular Structure:
CAS No.:	10453-89-1
Name:	2,2-DIMETHYL-3-(2-METHYLPROP-1-ENYL)CYCLOPROPANECARBOXYLIC ACID
Article Data:	71

Formula:	C10H16 O2
Molecular Weight:	168.236
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;
EINECS:	233-941-2
Density:	1.077g/cm3
Melting Point:	50-51 °C
Boiling Point:	246.4oC at 760 mmHg
Flash Point:	119oC
Safety:	A poison by intravenous route. Moderately toxic by ingestion. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating vapors.
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

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Chemistry

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:

Production

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

Consensus Reports

Reported in EPA TSCA Inventory.

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.