3-(2,2-Dichlorovinyl)-2,2-dimethylcyclopropanecarbonyl chloride supplier

Name
3-(2,2-Dichlorovinyl)-2,2-dimethylcyclopropanecarbonyl chloride
EINECS 257-840-8
CAS No. 52314-67-7
Article Data22
CAS DataBase
Density 1.424 g/cm³
Solubility 123.2mg/L at 25℃
Melting Point
Formula C₈H₉Cl₃O
Boiling Point 242.4 °C at 760 mmHg
Molecular Weight 227.518
Flash Point 98.9 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 2,2-Dimethyl-3-(2,2-dichloroethenyl)cyclopropanecarbonylchloride;2,2-Dimethyl-3-(2,2-dichlorovinyl)cyclopropanecarbonyl chloride;3-(2,2-Dichloroethenyl)-2,2-dimethylcyclopropanecarbonyl chloride;3-(2,2-Dichlorovinyl)-2,2-dimethyl-1-cyclopropanecarbonyl chloride;3-(2,2-Dichlorovinyl)-2,2-dimethylcyclopropanecarbonyl chloride;
PSA 17.07000
LogP 3.34300

Synthetic route

: 55701-05-8
3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid

: 52314-67-7
permethric acid chloride

Conditions

Conditions	Yield
With phosgene; triethylamine at 100℃; for 2h;	96.1%
With thionyl chloride Heating;
With thionyl chloride Heating;

: 52315-07-8, 65731-83-1, 65731-84-2, 65732-07-2, 66290-20-8, 66290-21-9, 66841-24-5, 67375-30-8, 70982-01-3, 70982-02-4, 71697-59-1, 72204-43-4, 72204-44-5, 83860-31-5, 83860-32-6, 137430-99-0, 137432-55-4
(RS)-α-cyano-3-phenoxybenzyl (1RS,3RS;1RS,3SR)-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane carboxylate

: 52314-67-7
permethric acid chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 73.4 percent / 1 M aq. NaOH / tetrahydrofuran / 36 h / Heating 2: SOCl2 / Heating View Scheme

: 79-37-8
oxalyl dichloride

: 55701-05-8
3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid

: 52314-67-7
permethric acid chloride

ethyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane carboxylate ester: ethyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane carboxylate ester

: 55701-05-8
3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid

: 52314-67-7
permethric acid chloride

Conditions

Conditions	Yield
With potassium hydroxide; thionyl chloride In ethanol; dichloromethane; water; N,N-dimethyl-formamide

: 59609-49-3
ethyl 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate

: 55701-05-8
3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid

: 52314-67-7
permethric acid chloride

Conditions

Conditions	Yield
With potassium hydroxide; thionyl chloride In methanol; benzene

: 52314-67-7
permethric acid chloride

: 62-53-3
aniline

: N-phenyl-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxamide

Conditions

Conditions	Yield
With 1-methyl-1H-imidazole; N,N,N,N,-tetramethylethylenediamine; potassium carbonate In acetonitrile at 0 - 5℃; for 1h;	99%
With 1-methyl-1H-imidazole; N,N,N,N,-tetramethylethylenediamine; potassium carbonate In potassium hydroxide at 20 - 25℃; for 1.5h; pH=11.5; Schotten-Baumann-type reaction;	98%

: 52314-67-7
permethric acid chloride

: m-phenoxybenzaldehyde-13C6

: permethrin-13C6

Conditions

Conditions	Yield
Stage #1: m-phenoxybenzaldehyde-13C6 With sodium tetrahydroborate In d(4)-methanol for 0.0833333h; Stage #2: permethric acid chloride In d(4)-methanol at 60℃; under 2327.23 Torr; for 0.166667h; Microwave irradiation;	98.1%

: 52314-67-7
permethric acid chloride

: 83582-60-9
4-Hydroxy-4-(3-phenoxyphenyl)butyronitril

: 3-(2,2-Dichloro-vinyl)-2,2-dimethyl-cyclopropanecarboxylic acid 3-cyano-1-(3-phenoxy-phenyl)-propyl ester

Conditions

Conditions	Yield
With pyridine In toluene at 25℃;	98%

: 773837-37-9
sodium cyanide

: 52314-67-7
permethric acid chloride

: m-phenoxybenzaldehyde-D5

: (D5-)alpha-cypermethrin

Conditions

Conditions	Yield
In water-d2 at 40℃; under 2068.65 Torr; for 0.133333h; Microwave irradiation;	97.4%

...Expand

: 52314-67-7
permethric acid chloride

: 143-33-9
sodium cyanide

: 3-(Naphthalen-2-yloxy)-benzaldehyde

: 3-(2,2-Dichloro-vinyl)-2,2-dimethyl-cyclopropanecarboxylic acid cyano-[3-(naphthalen-2-yloxy)-phenyl]-methyl ester

Conditions

Conditions	Yield
With tetrabutylammomium bromide In water; toluene at 25℃; for 6h;	97%

...Expand

: 81629-64-3
α-Azido-β-methylbutansaeure-methylester

: 52314-67-7
permethric acid chloride

: 2-{[3-(2,2-Dichloro-vinyl)-2,2-dimethyl-cyclopropanecarbonyl]-amino}-3-methyl-but-2-enoic acid methyl ester

Conditions

Conditions	Yield
With hydroquinone; sodium perrhenate In ethyl acetate at 80℃; for 4h;	96%

: 52314-67-7
permethric acid chloride

: 39515-51-0
3-Phenoxybenzaldehyde

: 52315-07-8
cypermethrine

Conditions

Conditions	Yield
In tetrahydrofuran; dichloromethane; water	95.5%
With sodium hydroxide In diethylene glycol dimethyl ether; water	90%
With sodium hydroxide In tetrahydrofuran; water
In cyclohexane; water

: 52314-67-7
permethric acid chloride

: 143-33-9
sodium cyanide

: 3-(naphthalen-1-yloxy)benzaldehyde

: 3-(2,2-Dichloro-vinyl)-2,2-dimethyl-cyclopropanecarboxylic acid cyano-[3-(naphthalen-1-yloxy)-phenyl]-methyl ester

Conditions

Conditions	Yield
With tetrabutylammomium bromide In water; toluene at 25℃; for 6h;	95%

...Expand

: 52314-67-7
permethric acid chloride

: 143-33-9
sodium cyanide

: 3-[4-(4-Trifluoromethyl-phenoxy)-phenoxy]-benzaldehyde

: 3-(2,2-Dichloro-vinyl)-2,2-dimethyl-cyclopropanecarboxylic acid cyano-{3-[4-(4-trifluoromethyl-phenoxy)-phenoxy]-phenyl}-methyl ester

Conditions

Conditions	Yield
With tetrabutylammomium bromide In water; toluene at 25℃; for 6h;	94%

...Expand

: 52314-67-7
permethric acid chloride

: 77087-18-4
1-ethynyl-2-methyl-2-penten-1-yl alcohol

: 1-ethynyl-2-methyl-2-pentenyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate

Conditions

Conditions	Yield
With 1-methyl-1H-imidazole; N,N,N,N,-tetramethylethylenediamine; potassium carbonate In acetonitrile at 0 - 25℃; for 2h;	94%
With 1-methyl-1H-imidazole; N,N,N,N,-tetramethylethylenediamine; potassium carbonate In potassium hydroxide at 20 - 25℃; for 1.5h; pH=11.5; Schotten-Baumann-type reaction;	93%

: 773837-37-9
sodium cyanide

: 52314-67-7
permethric acid chloride

: 39515-51-0
3-Phenoxybenzaldehyde

: 52315-07-8
cypermethrine

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane at 35 - 40℃; for 4h;	93.1%

...Expand

: 52314-67-7
permethric acid chloride

: 143-33-9
sodium cyanide

: 83582-80-3
3-(1-Oxo-Δ3-phospholen-1-yloxy)benzaldehyd

: 3-(2,2-Dichlorvinyl)-2,2-dimethylcyclopropan-1-carbonsaeure-1'-cyan-3-(1-oxo-Δ3-phospholen-1-yloxy)benzylester

Conditions

Conditions	Yield
With tetrabutylammomium bromide In water; toluene at 25℃; for 6h;	93%

...Expand

: 52314-67-7
permethric acid chloride

: 103999-80-0
2-Azido-3-phenylpropionsaeure-methylester

: (Z)-2-{[3-(2,2-Dichloro-vinyl)-2,2-dimethyl-cyclopropanecarbonyl]-amino}-3-phenyl-acrylic acid methyl ester

Conditions

Conditions	Yield
With N,N-dimethyl-formamide; hydroquinone; sodium perrhenate In acetonitrile for 15h; Ambient temperature;	93%

: 52314-67-7
permethric acid chloride

: 13826-35-2
3-Phenoxybenzyl alcohol

: 52645-53-1
permethrin

Conditions

Conditions	Yield
With 1-methyl-1H-imidazole; N,N,N,N,-tetramethylethylenediamine; potassium carbonate In potassium hydroxide at 20 - 25℃; for 1.5h; pH=11.5; Schotten-Baumann-type reaction;	93%
With 1-methyl-1H-imidazole; N,N,N,N,-tetramethylethylenediamine; potassium carbonate In acetonitrile at 0 - 25℃; for 2h;	92%

: 52314-67-7
permethric acid chloride

: 897445-61-3
(R,S)-α-cyano-3-phenoxyphenylacetonitrile

A: 110-86-1
pyridine

B: 55701-05-8
3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid

Conditions

Conditions	Yield
With pyridine; sodium carbonate In hydrogenchloride; water; toluene	A n/a B 92.8%

...Expand

: 52314-67-7
permethric acid chloride

: 143-33-9
sodium cyanide

: 3-[4-(4-Isopropyl-phenoxy)-phenoxy]-benzaldehyde

: 3-(2,2-Dichloro-vinyl)-2,2-dimethyl-cyclopropanecarboxylic acid cyano-{3-[4-(4-isopropyl-phenoxy)-phenoxy]-phenyl}-methyl ester

Conditions

Conditions	Yield
With tetrabutylammomium bromide In water; toluene at 25℃; for 6h;	92%

...Expand

: 52314-67-7
permethric acid chloride

: 143-33-9
sodium cyanide

: 3-[4-(2-Isopropyl-phenoxy)-phenoxy]-benzaldehyde

: 3-(2,2-Dichloro-vinyl)-2,2-dimethyl-cyclopropanecarboxylic acid cyano-{3-[4-(2-isopropyl-phenoxy)-phenoxy]-phenyl}-methyl ester

Conditions

Conditions	Yield
With tetrabutylammomium bromide In water; toluene at 25℃; for 6h;	92%

...Expand

: 68359-57-9
4-fluoro-3-phenoxybenzaldehyde

: 52314-67-7
permethric acid chloride

: 7757-82-6
sodium sulfate

: 68359-33-1
3'-phenoxy-4'-fluoro-benzyl 2,2-dimethyl-3-(2,2-dichlorovinyl)-cyclopropane-carboxylate

Conditions

Conditions	Yield
In water; ethyl acetate	91.5%

...Expand

: 3-(2,2-dibromovinyl)-benzaldehyde

: 52314-67-7
permethric acid chloride

: 3-(2,2-Dibromovinyl)-α-cyanobenzyl 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate

Conditions

Conditions	Yield
With potassium cyanide; N-benzyl-N,N,N-triethylammonium chloride In water	91%

: 3-(p-methylbenzyl)-1-pyrrolylmethanol

: 52314-67-7
permethric acid chloride

: 70721-66-3
3-(p-methylbenzyl)-1-pyrrolylmethyl 2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropanecarboxylate

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran	91%

: 3-(4-chlorophenoxy)-α-ethynylbenzyl alcohol

: 52314-67-7
permethric acid chloride

: 3-(4-chlorophenoxy)-α-ethynylbenzyl 2,2-dimethyl-3-(2,2-dichlorovinyl) cyclopropanecarboxylate

Conditions

Conditions	Yield
With pyridine In benzene	90%

: 52314-67-7
permethric acid chloride

: 83582-64-3
2-Methyl-2-nitro-1-(3-phenoxyphenyl)propanol

: 3-(2,2-Dichloro-vinyl)-2,2-dimethyl-cyclopropanecarboxylic acid 2-methyl-2-nitro-1-(3-phenoxy-phenyl)-propyl ester

Conditions

Conditions	Yield
With pyridine In toluene at 25℃;	88%

: 52314-67-7
permethric acid chloride

: 1617-72-7, 5713-24-6, 125225-35-6, 137173-47-8
allobetulin

: allobetulin 3-O-permethrate

Conditions

Conditions	Yield
With tributyl-amine In pyridine at 20℃; for 6h;	87%

: 52314-67-7
permethric acid chloride

: 2-Azidobutansaeure-methylester

: (Z)-2-{[3-(2,2-Dichloro-vinyl)-2,2-dimethyl-cyclopropanecarbonyl]-amino}-but-2-enoic acid methyl ester

Conditions

Conditions	Yield
With N,N-dimethyl-formamide; hydroquinone; sodium perrhenate In acetonitrile for 30h; Ambient temperature;	86%

: 52314-67-7
permethric acid chloride

: dimethyl-1-(2,2-dichlorocyclopropyl)-1-hydroxymethylphosphonate

: 144917-30-6
3-(2,2-Dichloro-vinyl)-2,2-dimethyl-cyclopropanecarboxylic acid (2,2-dichloro-cyclopropyl)-(dimethoxy-phosphoryl)-methyl ester

Conditions

Conditions	Yield
With pyridine In toluene 1.) 20 deg C, 30 min, 2.) from 60 to 70 deg C, 1 h;	86%

: 52314-67-7
permethric acid chloride

: 55339-64-5
2,4-dimethyl-3-trimethylsilyloxy-2-pentene

: 1-[3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropyl]-2,2,4-trimethylpentane-1,3-dione

Conditions

Conditions	Yield
With pentafluorophenylammonium triflate In dichloromethane at 60℃; for 1.5h;	85%

: 52314-67-7
permethric acid chloride

: 81629-62-1
α-Azidohexansaeure-methylester

: (Z)-2-{[3-(2,2-Dichloro-vinyl)-2,2-dimethyl-cyclopropanecarbonyl]-amino}-hex-2-enoic acid methyl ester

Conditions

Conditions	Yield
With N,N-dimethyl-formamide; hydroquinone; sodium perrhenate In acetonitrile for 15h; Ambient temperature;	84%

: 52314-67-7
permethric acid chloride

: 83582-66-5
2-(1-Hydroxy-1-(3-phenoxyphenyl)methyl)pyridin

: 3-(2,2-Dichloro-vinyl)-2,2-dimethyl-cyclopropanecarboxylic acid (3-phenoxy-phenyl)-pyridin-2-yl-methyl ester

Conditions

Conditions	Yield
With pyridine In toluene at 25℃;	84%

: 52314-67-7
permethric acid chloride

: 143-33-9
sodium cyanide

: 3-[4-(2-Chloro-phenoxy)-phenoxy]-benzaldehyde

: 3-(2,2-Dichloro-vinyl)-2,2-dimethyl-cyclopropanecarboxylic acid {3-[4-(2-chloro-phenoxy)-phenoxy]-phenyl}-cyano-methyl ester

Conditions

Conditions	Yield
With tetrabutylammomium bromide In water; toluene at 25℃; for 6h;	83%

...Expand

3-(2,2-Dichlorovinyl)-2,2-dimethylcyclopropanecarbonyl chloride Specification

The CAS register number of Cyclopropanecarbonylchloride, 3-(2,2-dichloroethenyl)-2,2-dimethyl- is 52314-67-7. It also can be called as 2,2-Dimethyl-3-(2,2-dichloroethenyl)cyclopropanecarbonylchloride and the IUPAC name about this chemical is 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride. The molecular formula about this chemical is C₈H₉Cl₃O and the molecular weight is 227.52.

Physical properties about Cyclopropanecarbonylchloride, 3-(2,2-dichloroethenyl)-2,2-dimethyl- are: (1)ACD/LogP: 3.27; (2)ACD/LogD (pH 5.5): 3.27; (3)ACD/LogD (pH 7.4): 3.27; (4)ACD/BCF (pH 5.5): 181.28; (5)ACD/BCF (pH 7.4): 181.28; (6)ACD/KOC (pH 5.5): 1439.24; (7)ACD/KOC (pH 7.4): 1439.24; (8)#H bond acceptors: 1; (9)#Freely Rotating Bonds: 2; (10)Polar Surface Area: 17.07Å²; (11)Index of Refraction: 1.58; (12)Molar Refractivity: 53.23 cm³; (13)Molar Volume: 159.7 cm³; (14) Polarizability: 21.1x10^-24cm³; (15)Surface Tension: 47.2 dyne/cm; (16)Enthalpy of Vaporization: 47.93 kJ/mol; (17)Boiling Point: 242.4 °C at 760 mmHg; (18)Vapour Pressure: 0.0341 mmHg at 25°C.

Uses of Cyclopropanecarbonylchloride, 3-(2,2-dichloroethenyl)-2,2-dimethyl-: it can be used to produce 3-(2,2-dichloro-vinyl)-2,2-dimethyl-cyclopropanecarboxylic acid 1-benzo[1,3]dioxol-5-yl-2,2,2-trichloro-ethyl ester with 1-benzo[1,3]dioxol-5-yl-2,2,2-trichloro-ethanol at temperature of 20 ℃. This reaction will need reagent pyridine and solvent benzene with reaction time of 12 hours. The yield is about 73.9%.

You can still convert the following datas into molecular structure:
(1)SMILES: Cl/C(Cl)=C/C1C(C(Cl)=O)C1(C)C
(2)InChI: InChI=1/C8H9Cl3O/c1-8(2)4(3-5(9)10)6(8)7(11)12/h3-4,6H,1-2H3
(3)InChIKey: CHLAOFANYRDCPD-UHFFFAOYAV
(4)Std. InChI: InChI=1S/C8H9Cl3O/c1-8(2)4(3-5(9)10)6(8)7(11)12/h3-4,6H,1-2H3
(5)Std. InChIKey: CHLAOFANYRDCPD-UHFFFAOYSA-N

Product Name

3-(2,2-Dichlorovinyl)-2,2-dimethylcyclopropanecarbonyl chloride

Synthetic route

3-(2,2-Dichlorovinyl)-2,2-dimethylcyclopropanecarbonyl chloride Specification

Related Products

Hot Products