2-Chloro-5-chloromethylpyridine supplier

Name
2-Chloro-5-chloromethylpyridine
EINECS -0
CAS No. 70258-18-3
Article Data36
CAS DataBase
Density 1.324 g/cm³
Solubility Insoluble in water.
Melting Point 37-42 °C(lit.)
Formula C₆H₅Cl₂N
Boiling Point 249.8 °C at 760 mmHg
Molecular Weight 162.018
Flash Point 129 °C
Transport Information UN 3261 8/PG 2
Appearance beige moist crystals
Safety 26-36/37/39-45-25-36-16
Risk Codes 22-34-36-10
Molecular Structure
Hazard Symbols C, Xi, F
Synonyms 2-Chloro-5-(chloromethyl)pyridine;Pyridine, 2-chloro-5-(chloromethyl)-;
PSA 12.89000
LogP 2.47380

Synthetic route

: 150807-86-6
2,-chloro-2-(chloromethyl)-4-cyanobutyraldehyde

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

Conditions

Conditions	Yield
With phosgene In toluene at 50℃; for 6h; Temperature;	97%
In chlorobenzene at 105 - 110℃; for 0.283333h; Temperature;	79.5%

: 109205-68-7
5-(hydroxymethyl)pyridin-2-ol

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

Conditions

Conditions	Yield
With phosphorus pentachloride In chloroform; water; trichlorophosphate	95%

: 18368-64-4
2-chloro-5-methylpyridine

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

Conditions

Conditions	Yield
With chlorine at 115 - 120℃; for 5.5h; Temperature;	93.5%
With chlorine at 120℃; under 3750.38 Torr; Temperature; Pressure; Green chemistry;	93.2%
With 2,2'-azobis(isobutyronitrile); chlorine In dichloromethane at 120℃; under 7500.75 - 15001.5 Torr; for 1h;	70%

: 2‑chloro‑2-chloromethyl-4-cyanobutyraldehyde

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

Conditions

Conditions	Yield
With phosgene In N,N-dimethyl-formamide; toluene at 20 - 30℃; for 4h; Temperature;	91.2%

: 69045-78-9
2-chloro-5-(Trichloromethyl)-pyridine

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

Conditions

Conditions	Yield
With ammonium hydroxide; 5%-palladium/activated carbon; hydrogen In acetic acid methyl ester; water at 55 - 60℃; under 6000.6 Torr; for 7h; Reagent/catalyst; Pressure; Solvent; Temperature; Autoclave;	88.6%

: 108-77-0
1,3,5-trichloro-2,4,6-triazine

: 150807-86-6
2,-chloro-2-(chloromethyl)-4-cyanobutyraldehyde

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

Conditions

Conditions	Yield
With N,N-dimethyl-formamide In toluene at 90 - 100℃; for 2.5h; Concentration; Temperature; Solvent; Reagent/catalyst;	85.8%

: C11H13ClOS

: 594-19-4
tert.-butyl lithium

: 444120-94-9
2-chloro-5-(4,4, 5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

A: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

B: C15H21BClNO2

C: 1693-83-0
1-Methyl-4-((R)-2-methyl-propane-2-sulfinyl)-benzene

Conditions

Conditions	Yield
With zinc(II) chloride In tetrahydrofuran; toluene; pentane at -78 - 20℃; for 22h; Inert atmosphere;	A 25% B 8% C 69%

...Expand

: 108-99-6
3-Methylpyridine

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

Conditions

Conditions	Yield
With chlorine at 250 - 282℃; for 0.25h; Reagent/catalyst; Inert atmosphere;	51%
Multi-step reaction with 3 steps 1: sodium amide / ethanol / 2.17 h / 66 °C / Reflux 2: methyl nitrite; hydrogenchloride / methanol / 5 h / 10 - 12 °C 3: methyl nitrite; hydrogenchloride / methanol / 5 h / 10 - 12 °C View Scheme

: 21543-49-7
2-Chloro-5-hydroxymethylpyridine

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

Conditions

Conditions	Yield
With thionyl chloride In dichloromethane for 3h;
With thionyl chloride In chloroform
With pyridine; thionyl chloride

: 73781-91-6
6-Chloronicotinic acid methyl ester

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: DIBAL-H / tetrahydrofuran; hexane / 1 h / 0 °C 2: SOCl2 / CH2Cl2 / 3 h View Scheme
Multi-step reaction with 2 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 - 20 °C 2: thionyl chloride / dichloromethane / 2 h View Scheme
Multi-step reaction with 2 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere 2: thionyl chloride / dichloromethane / 2 h / Inert atmosphere View Scheme

: 82674-16-6
2-chloro-5-chloromethylpyridine chydrochloride

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

Conditions

Conditions	Yield
With sodium hydrogencarbonate In dichloromethane; water

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

Conditions

Conditions	Yield
With phosphorus pentachloride; trichlorophosphate
Multi-step reaction with 2 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 0 °C / Reflux 2: thionyl chloride / dichloromethane / 1 h / Reflux View Scheme
Multi-step reaction with 2 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 0 - 20 °C / Reflux 2: thionyl chloride / dichloromethane / 1 h / 20 °C / Reflux View Scheme

: 150807-86-6
2,-chloro-2-(chloromethyl)-4-cyanobutyraldehyde

: 10026-13-8, 874483-75-7
phosphorus pentachloride

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

Conditions

Conditions	Yield
With sodium hydrogencarbonate In hydrogenchloride; N,N-dimethyl-formamide

: 150807-87-7
4-chloro-4-chloromethyl-5-oxopentamide

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

Conditions

Conditions	Yield
In N,N-dimethyl-formamide

: 79-37-8
oxalyl dichloride

: 175424-74-5
2-chloro-5-acetaminomethylpyridine

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

Conditions

Conditions	Yield
In N-methyl-acetamide; acetonitrile

: 58584-63-7
(6-methoxypyridin-3-yl)methanol

: 761-65-9
N,N-dibutylformamide

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

Conditions

Conditions	Yield
With nitrogen; sodium carbonate In water; toluene

: 109205-68-7
5-(hydroxymethyl)-1,2-dihydropyridin-2-one

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

Conditions

Conditions	Yield
With phosphorus pentachloride; sodium carbonate; trichlorophosphate In ethyl acetate

: 133735-66-7
2-methoxy-5-bis-(methoxy)methyl-pyridine

: 10026-13-8, 874483-75-7
phosphorus pentachloride

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

Conditions

Conditions	Yield
With sodium hydroxide; trichlorophosphate

: 21543-49-7
2-Chloro-5-hydroxymethylpyridine

: 107-06-2
1,2-dichloro-ethane

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

Conditions

Conditions	Yield
With thionyl chloride; sodium bicarbonate In chloroform; water

: 234109-28-5
2-((6-chloropyridin-3-yl)oxy)acetic acid

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: methanol / 16 h / 20 °C / Inert atmosphere 2: triphenylphosphine; tetrachloromethane / acetonitrile / 12 h / 20 °C / Inert atmosphere View Scheme

: 1603-41-4
(5-methyl-pyridin-2-yl)amine

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: methyl nitrite; hydrogenchloride / methanol / 5 h / 10 - 12 °C 2: methyl nitrite; hydrogenchloride / methanol / 5 h / 10 - 12 °C View Scheme

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

: 107-15-3
ethylenediamine

: 101990-44-7
N'-((6-chloropyridin-3-yl)methyl)ethane-1,2-diamine

Conditions

Conditions	Yield
	100%
	100%
With sodium hydroxide In acetonitrile at 20℃; for 24h;	99%

: 123-75-1
pyrrolidine

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

: 230617-66-0
2-chloro-5-(pyrrolidin-1-ylmethyl)pyridine

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile for 3.5h; Reflux;	100%
With potassium carbonate In acetonitrile Heating;	96%

: 3-(4-t-butylphenyl)-N-2,2-trimethylpropylamine

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

: 374075-54-4
N-[3-(4-t-butylphenyl)-2,2-dimethylpropyl]-6-chloro-N-methyl-3-pyridylmethylamine

Conditions

Conditions	Yield
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 50℃; for 8h;	100%

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

: (S)-2-methyl-1-((2-nitrophenyl)sulfonyl)piperazine

: (S)-4-((6-chloropyridin-3-yl)methyl)-2-methyl-1-((2-nitrophenyl)sulfonyl)piperazine

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 60℃; for 5.5h; Inert atmosphere;	100%

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

: 74199-09-0, 79236-92-3
cis-13-1,4,7,10-tetraazatetracyclo<5.5.2.04,14010,13>tetradecane

: 2a,6a-bis[(6-chloropyridin-3-yl)methyl]decahydro-4a,8a-dizaz-2a,6a-diazoniacyclopenta[fg]acenaphthene diiodide

Conditions

Conditions	Yield
With sodium iodide In acetonitrile at 92℃; for 20 - 60h;	99%

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

: 74-89-5
methylamine

: 120739-62-0
1-(6-chloropyridin-3-yl)-N-methylmethanamine

Conditions

Conditions	Yield
Stage #1: methylamine In toluene at -5 - 5℃; Large scale; Stage #2: 2-chloro-5-(chloromethyl)pyridine In toluene at -5 - 2℃; Large scale;	98.5%
In water at 62℃; under 1650.17 Torr; for 1h; Temperature; Pressure;	97.7%
In water at 60℃; for 6h;	95.6%

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

: 31249-95-3
Kryptofix 21

: 7,13-bis[(6-chloropyridin-3-yl)methyl]-1,4,10-trioxa-7,13-diazacyclopentadecane

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In acetonitrile Reflux;	98%

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

: 23978-55-4
1,4,10,13-tetraoxa-7,16-diazacyclooctadecane

: 7,16-bis[(6-chloropyridin-3-yl)methyl]-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In acetonitrile Reflux;	98%

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

: 1178819-40-3
N-(2,2-difluoroethyl)prop-2-en-1-amine

: 1375635-65-6
N-[(6-chloropyridin-3-yl)methyl]-N-(2,2-difluoroethyl)prop-2-en-1-amine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine at 70℃; for 16h;	97.9%

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

: 2-cyanomethylidene-1,3-thiazolidine

: thiacloprid

Conditions

Conditions	Yield
With N,N,N',N'-tetramethylguanidine In dichloromethane at 10 - 45℃; for 15h; Temperature; Solvent; Reagent/catalyst; Large scale; Green chemistry;	97.6%

: 96-50-4
2-thiazolylamine

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

: 147670-59-5
3-(6-chloro-pyridin-3-ylmethyl)-3H-thiazol-2-ylideneamine

Conditions

Conditions	Yield
In isopropyl alcohol for 40h; Heating;	97%

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

: 124-40-3
dimethyl amine

: 54864-83-4
N,N-dimethyl-6-chloro-nicotinamide

Conditions

Conditions	Yield
In tetrahydrofuran; dichloromethane at 0 - 20℃;	97%

: 187235-08-1
(S)‐2‐nitro‐6,7‐dihydro‐5H‐imidazo[2,1‐b][1,3]oxazin‐6‐ol

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

: 1257426-57-5
(6S)-6-[(6-chloro-3-pyridinyl)methoxy]-2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 5 - 20℃;	97%
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 5 - 20℃; for 16h;	97%
With sodium hydride In N,N-dimethyl-formamide at 5 - 20℃;

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

: 143-33-9
sodium cyanide

: 39891-09-3
(6-chloro-pyridin-3-yl)-acetonitrile

Conditions

Conditions	Yield
In ethanol; water at 0 - 100℃; for 20h;	96%
With potassium iodide In ethanol; water at 85℃; for 5h;	45.6%
In ethanol; water for 10h; Heating;

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

: 5-(azidomethyl)-2-chloro-pyridine

Conditions

Conditions	Yield
With sodium azide In ethanol for 6h; Reflux;	95%
With sodium azide In ethanol Reflux;	95%
With sodium azide In ethanol Heating;
With sodium azide In ethanol Reflux;
With sodium azide In ethanol Reflux;

: 100-60-7
N-methylcyclohexylamine

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

: 764715-44-8
(6-chloro-pyridin-3-ylmethyl)-cyclohexyl-methyl-amine

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 80℃; for 20h;	95%

: 1023301-84-9
tert-butyl 2,7-diazaspiro[3.5]nonane-7-carboxylate hydrochloride

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

: tert-butyl 2-((6-chloropyridin-3-yl)methyl)-2,7-diazaspiro[3.5]nonane-7-carboxylate

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 70℃; for 16h;	95%

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

: 201162-53-0
tert-butyl (1R,5S)-3,8-diazabicyclo[3.2.1]octane-3-carboxylate

: tert-butyl 8-[(6-chloropyridin-3-yl)methyl]-3,8-diazabicyclo[3.2.1]octane-3-carboxylate

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 70℃; for 16h;	95%

: 504-29-0
2-aminopyridine

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

: 383-63-1
ethyl trifluoroacetate,

: 1363400-41-2
N-[1-[(6-chloro-3-pyridinyl)methyl]-2(1H)-pyridinylidene]-2,2,2-trifluoro-acetamide

Conditions

Conditions	Yield
Stage #1: 2-aminopyridine; ethyl trifluoroacetate, With sodium methylate In methanol; N,N-dimethyl-formamide at 20 - 25℃; for 1h; Stage #2: 2-chloro-5-(chloromethyl)pyridine In N,N-dimethyl-formamide at 60℃; for 3.25h; Temperature; Solvent; Reagent/catalyst;	94.7%
Stage #1: 2-aminopyridine; ethyl trifluoroacetate, In N,N-dimethyl-formamide; toluene at 60 - 65℃; for 8h; Stage #2: 2-chloro-5-(chloromethyl)pyridine With potassium carbonate In N,N-dimethyl-formamide; toluene at 60 - 65℃; for 15h; Solvent;	81.2%

...Expand

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

: 5188-07-8
sodium thiomethoxide

: 1021870-94-9
2-chloro-5-[(methylthio)methyl]-pyridine

Conditions

Conditions	Yield
In ethanol	94%
In ethanol at 20℃;	94%
In methanol at 50℃; for 20h; Solvent; Temperature;

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

: 140-89-6
potassium ethyl xanthogenate

: 1092444-77-3
S-[(6-chloropyridin-3-yl)methyl] O-ethyl carbonodithioate

Conditions

Conditions	Yield
In acetone Inert atmosphere;	94%
In acetone at 23℃; for 16h; Inert atmosphere; stereoselective reaction;	94%

: 5308-25-8
4-ethylpiperazine

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

: 1180132-17-5
5-((4-ethylpiperazin-1-yl)methyl)-6-methylpyridin-2-amine

Conditions

Conditions	Yield
at 60 - 70℃; for 2h; Time; Green chemistry;	94%

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

: 1074-82-4
potassium phtalimide

: 120739-60-8
((2-chloro-5-pyridinyl)methyl)isoindol-1,3-dione

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 20℃; for 5h;	93.3%
In N,N-dimethyl-formamide at 20℃;	19.5 g

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

: 113697-57-7
5-(ethoxycarbonyl)-4-(4-methoxyphenyl)-6-methyl-3,4-dihydropyrimidin-2(1H)-thione

: 1313193-59-7
ethyl 1-[1-(6-chloropyridin-3-yl-methyl)-2-(6-chloropyridin-3-yl-methylthio)-6-(4-methoxyphenyl)-4-methyl-1,6-dihydropyrimidin-5-yl]carboxylate

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃;	93%

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

: 556-88-7
nitroguanidine

: 107-15-3
ethylenediamine

: 105827-78-9
1-(6-chloronicotinyl)-2-nitroiminoimidazoline

Conditions

Conditions	Yield
With hydrogenchloride In ethanol; water at 50℃; for 3h; pH=4 - 5; Reagent/catalyst; Temperature; pH-value; Ionic liquid;	93%

...Expand

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

: 5652-84-6
methyl N-cyanoacetimidate

: 74-89-5
methylamine

: acetamiprid

Conditions

Conditions	Yield
Stage #1: 2-chloro-5-(chloromethyl)pyridine; methylamine In toluene at 3 - 25℃; for 6h; Large scale; Stage #2: methyl N-cyanoacetimidate With ethanol In toluene at 35℃; for 4h; Temperature; Large scale;	93%

...Expand

: potassium cyanide

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

: 39891-09-3
(6-chloro-pyridin-3-yl)-acetonitrile

Conditions

Conditions	Yield
In ethanol; water at 50℃; for 20h;	92%

2-Chloro-5-chloromethylpyridine Chemical Properties

Molecular structure of 2-Chloro-5-chloromethylpyridine (CAS NO.70258-18-3) is:

Product Name: 2-Chloro-5-chloromethylpyridine
CAS Registry Number: 70258-18-3
IUPAC Name: 2-Chloro-5-(chloromethyl)pyridine
Molecular Weight: 162.0166 [g/mol]
Molecular Formula: C₆H₅Cl₂N
XLogP3-AA: 2.2
H-Bond Donor: 0
H-Bond Acceptor: 1
Melting Point: 37-42 °C(lit.)
Surface Tension: 42.6 dyne/cm
Density: 1.324 g/cm³
Flash Point: 129 °C
Enthalpy of Vaporization: 46.73 kJ/mol
Boiling Point: 249.8 °C at 760 mmHg
Vapour Pressure: 0.0356 mmHg at 25°C
Product Categories: Halometyl; Pyridine; Pyridine series; Methyl Halides; Pyridines; Chloropyridines; Halopyridines; Methyl Halides; C6Heterocyclic Building Blocks; Halogenated Heterocycles; Heterocyclic Building Blocks

2-Chloro-5-chloromethylpyridine Uses

2-Chloro-5-chloromethylpyridine (CAS NO.70258-18-3) is the intermediates of the pesticide Imidacloprid and Acetamiprid.

2-Chloro-5-chloromethylpyridine Safety Profile

Safty information about 2-Chloro-5-chloromethylpyridine (CAS NO.70258-18-3) is:
Hazard Codes: Corrosive C, Irritant Xi,F
Risk Statements: 22-34-36-10
R22:Harmful if swallowed.
R34:Causes burns.
R36:Irritating to eyes.
R10:Flammable.
Safety Statements: 26-36/37/39-45-25-36-16
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S25:Avoid contact with eyes.
S36:Wear suitable protective clothing.
S16:Keep away from sources of ignition.
RIDADR: UN 3261 8/PG 2
WGK Germany: 3
Hazard Note: Corrosive/Harmful
HazardClass: LACHRYMATOR, CORROSIVE
PackingGroup: II

2-Chloro-5-chloromethylpyridine Specification

2-Chloro-5-chloromethylpyridine , its cas register number is 70258-18-3. It also can be called 2-Chloro-5-(chloromethyl)pyridine ; Pyridine, 2-chloro-5-(chloromethyl)- .It is a beige moist crystals.

Product Name

2-Chloro-5-chloromethylpyridine

Synthetic route

2-Chloro-5-chloromethylpyridine Chemical Properties

2-Chloro-5-chloromethylpyridine Uses

2-Chloro-5-chloromethylpyridine Safety Profile

2-Chloro-5-chloromethylpyridine Specification

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