2-Picolyl chloride hydrochloride supplier

Name
2-(Chloromethyl)pyridine hydrochloride
EINECS 230-149-9
CAS No. 6959-47-3
Article Data11
CAS DataBase
Density 0.944 g/cm³
Solubility >=10 g/100 mL at 22 °C in water
Melting Point 120-124 °C(lit.)
Formula C₆H₇Cl₂N
Boiling Point 187.3 °C at 760 mmHg
Molecular Weight 164.034
Flash Point 83.7 °C
Transport Information UN 3261 8/PG 3
Appearance White to pale brown solid
Safety 26-36/37/39-45-36
Risk Codes 22-34-4-36/37/38-20/21/22
Molecular Structure
Hazard Symbols Xn, C
Synonyms 2-(Chloromethyl) pyridine, hydrochloride;2-(Chloromethyl)pyridine HCl;2-(Chloromethyl)pyridine, hydrochloride;2-Pyridylmethylchloride hydrochloride;Pyridine, 2-(chloromethyl)-, hydrochloride;2-(Chloromethyl)pyridinium chloride;Picolyl chloride hydrochloride;
PSA 12.89000
LogP 2.62240

Synthetic route

: 586-98-1
2-Hydroxymethylpyridine

: 6959-47-3
2-chloromethylpyridine hydrochloride

Conditions

Conditions	Yield
With thionyl chloride	100%
With thionyl chloride for 16h; Reflux;	93%
With thionyl chloride In dichloromethane at 0℃; for 1h;	93%

: 586-98-1
2-Hydroxymethylpyridine

A: 378797-57-0
2-(1-indenylmethyl)pyridine

B: 6959-47-3
2-chloromethylpyridine hydrochloride

Conditions

Conditions	Yield
	A 51% B n/a

: 109-06-8
α-picoline

: 6959-47-3
2-chloromethylpyridine hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride; trichloroisocyanuric acid; N,N-dimethyl-formamide 1.) CHCl3, 2 h, heating; 2.) CHCl3; Yield given. Multistep reaction;
Multi-step reaction with 3 steps 1: acetic acid; dihydrogen peroxide / 10 h / 70 °C 2: acetic acid 3: thionyl chloride / methanol View Scheme

: 109-06-8
α-picoline

: 87-90-1
trichloroisocyanuric acid

: 6959-47-3
2-chloromethylpyridine hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride; sodium hydroxide; chlorine In N-methyl-acetamide; chloroform; acetone

: 6959-47-3
2-chloromethylpyridine hydrochloride

: 139584-72-8
syn-distal-25,27-bis<(2-pyridylmethyl)oxy>-26,28-dihydroxycalix<4>arene

: 123207-93-2, 139683-32-2, 139683-33-3, 139584-73-9
25,26,27,28-tetrakis<(2-pyridylmethyl)oxy>calix<4>arene

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 70℃; for 16h;	100%

: 6959-47-3
2-chloromethylpyridine hydrochloride

: 603-35-0
triphenylphosphine

: 38700-15-1
Triphenyl-2-pyridylmethylphosphonium chloride hydrochloride

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 140℃; for 20h;	100%

: 6959-47-3
2-chloromethylpyridine hydrochloride

: 91-60-1
2-Naphthalenethiol

: 132065-22-6
2-(2-naphthylthiomethyl)pyridine

Conditions

Conditions	Yield
With sodium hydroxide at 4℃; for 10h;	100%

: 6959-47-3
2-chloromethylpyridine hydrochloride

: 4730-54-5
1,4,7-triazacyclononane

: 102851-50-3
1,4,7-tris(pyridin-2-ylmethyl)-1,4,7-triazacyclononane

Conditions

Conditions	Yield
With sodium hydroxide; hexadecylamine hydrochloride In water at 20℃; for 24h; Condensation;	100%
With sodium carbonate In acetonitrile at 20℃; for 120h;	83%
With triethylamine; sodium iodide In ethanol for 12h; Heating;	55%
With N-ethyl-N,N-diisopropylamine In acetonitrile at 80℃; for 2h; Inert atmosphere;

: 807614-00-2
(CH3)3COC(O)ONH(CH2)2NH2

: 6959-47-3
2-chloromethylpyridine hydrochloride

: C19H26N4O3

Conditions

Conditions	Yield
With sodium carbonate In ethanol for 24h; Heating / reflux;	100%

: 6959-47-3
2-chloromethylpyridine hydrochloride

: 5-[(1R)-2-amino-1-methylethoxy]-N-[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]quinazolin-4-amine

Conditions

Conditions	Yield
Stage #1: 4-({5-[(1R)-2-amino-1-methylethoxy]quinazolin-4-yl}amino)-2-chlorophenol With benzaldehyde In DMF (N,N-dimethyl-formamide) for 0.333333h; Stage #2: 2-chloromethylpyridine hydrochloride With potassium carbonate; 18-crown-6 ether In DMF (N,N-dimethyl-formamide) for 16h; Stage #3: With hydrogenchloride In water	100%

: 1571-75-1
1-phenyl-1,1-bis(4-hydroxyphenyl)ethane

: 6959-47-3
2-chloromethylpyridine hydrochloride

: 1020725-66-9
C32H28N2O2

Conditions

Conditions	Yield
With sodium hydroxide; tetra(n-butyl)ammonium hydroxide In benzene at 80℃; for 48h;	98.1%

: 873-55-2
sodium benzenesulfonate

: 6959-47-3
2-chloromethylpyridine hydrochloride

: 1620-50-4
2-<(phenylsulfonyl)methyl>pyridine

Conditions

Conditions	Yield
With tetra-n-propylammonium bromide; 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 80℃; for 24h;	98%
With tetra-n-propylammonium bromide; 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile for 16h; Reflux;	89%
With tetra-n-propylammonium bromide; 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile for 16h; Reflux;	89%

: 6959-47-3
2-chloromethylpyridine hydrochloride

: 123207-98-7
syn-proximal-25,26-bis<(2-pyridylmethyl)oxy>-27,28-dihydroxycalix<4>arene

: 123207-99-8
25,26,27-tris<(2-pyridylmethyl)oxy>-28-hydroxycalix<4>arene

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 70℃; for 6h;	98%

: 619-08-9
2-chloro-4-nitrophenol

: 6959-47-3
2-chloromethylpyridine hydrochloride

: 179687-79-7
2-((2-chloro-4-nitrophenoxy)methyl)pyridine

Conditions

Conditions	Yield
Stage #1: 2-chloromethylpyridine hydrochloride With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: 2-chloro-4-nitrophenol With potassium iodide In N,N-dimethyl-formamide at 60℃; for 12h;	98%
With potassium carbonate; sodium iodide In acetonitrile Reflux;	74%
With potassium carbonate In N,N-dimethyl-formamide at 95℃;	63%

: methyl 14-[(1R*,2S*)-2-fluoro-cyclohexyl]-3-hydroxy-6-isopropyl-5,6,7,8-tetrahydro-indolo[2,1-a][2,5]benzodiazocine-11-carboxylate

: 6959-47-3
2-chloromethylpyridine hydrochloride

: methyl 14-[(1R*,2S*)-2-fluoro-cyclohexyl]-3-(pyridin-2-ylmethoxy)-6-isopropyl-5,6,7,8-tetrahydro-indolo[2,1-a][2,5]benzodiazocine-11-carboxylate

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 0℃; for 5h;	98%

: ethyl 4-[(4-fluorophenyl)sulfonyl]piperidine-4-carboxylate hydrochloride

: 6959-47-3
2-chloromethylpyridine hydrochloride

: 1243734-67-9
C20H23FN2O4S

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 40℃; for 24h;	98%

: 6959-47-3
2-chloromethylpyridine hydrochloride

: 57260-71-6
1-t-Butoxycarbonylpiperazine

: 77278-93-4
1-(tert-butoxycarbonyl)-4-((2-pyridyl)methyl)piperazine

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 16h;	98%

: 225666-36-4
5-(4-chlorophenyl)-6-[4-(methylthio)phenyl]-2H-pyridazin-3-one

: 6959-47-3
2-chloromethylpyridine hydrochloride

: 5-(4-chlorophenyl)-6-[4-(methylthio)phenyl]-2-(pyridin-2-ylmethyl)-2H-pyridazin-3-onePotassium carbonate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 12h;	97.5%

: 6959-47-3
2-chloromethylpyridine hydrochloride

: (Z)-5-(4-ethoxybenzylidene)thiazolidine-2,4-dione

: 1438409-40-5
(Z)-5-(4-ethoxybenzylidene)-3-(pyridin-2-ylmethyl)thiazolidine-2,4-dione

Conditions

Conditions	Yield
Stage #1: (Z)-5-(4-ethoxybenzylidene)thiazolidine-2,4-dione With potassium carbonate; sodium iodide In N,N-dimethyl-formamide at 0℃; for 0.333333h; Stage #2: 2-chloromethylpyridine hydrochloride In N,N-dimethyl-formamide at 20℃;	97.5%

: 6959-47-3
2-chloromethylpyridine hydrochloride

: 17356-08-0
thiourea

: 1822-49-7
2-(2-pyridylmethyl)isothiourea dihydrochloride

Conditions

Conditions	Yield
In ethanol for 1.5h; Heating;	97%
In methanol for 0.166667h; Ambient temperature;	77%

: 6959-47-3
2-chloromethylpyridine hydrochloride

: 75415-03-1
2-(1H-pyrazol-3-yl)pyridine

: 546142-85-2
2-(3-(2'-pyridyl)pyrazol-1-ylmethyl)pyridine

Conditions

Conditions	Yield
With sodium hydroxide; tetra(n-butyl)ammonium hydroxide; water In benzene for 8h; Heating;	97%

: 6959-47-3
2-chloromethylpyridine hydrochloride

: 118511-81-2
1-(4-piperidinyl)-1H-indole

: 594827-31-3
1-(1-(pyridin-2-ylmethyl)piperidin-4-yl)-1H-indole

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20 - 50℃; for 5h;	97%

2-Picolyl chloride hydrochloride Chemical Properties

IUPAC Name: 2-(Chloromethyl)pyridine hydrochloride
Synonyms of 2-(Chloromethyl)pyridine hydrochloride (CAS NO.6959-47-3): 2-(Chloromethyl) pyridine, hydrochloride ; 2-(Chloromethyl)pyridine HCl ; 2-(Chloromethyl)pyridine, hydrochloride ; 2-Picolyl chloride hydrochloride ; 2-Pyridylmethylchloride hydrochloride ; AI3-52602 ; CCRIS 139 ; EINECS 230-149-9 ; HSDB 4120 ; NCI-C03907 ; NSC 66481 ; Picolyl chloride hydrochloride ; 2-(Chloromethyl)pyridine hydrochloride ; 2-(Chloromethyl)pyridinium chloride ; Pyridine, 2-(chloromethyl)-, hydrochloride ; Pyridine, 2-chloromethyl-, hydrochloride ;
CAS NO: 6959-47-3
Molecular Formula: C₆H₇Cl₂N
Molecular Weight: 164.0325
H bond acceptors: 1
H bond donors: 0
Freely Rotating Bonds: 1
Polar Surface Area: 12.89 Å²
Flash Point: 83.7 °C
Enthalpy of Vaporization: 40.62 kJ/mol
Boiling Point: 187.3 °C at 760 mmHg
Vapour Pressure: 0.873 mmHg at 25°C
Molecular Structure:

2-Picolyl chloride hydrochloride Uses

2-(Chloromethyl)pyridine hydrochloride (CAS NO.6959-47-3) is plant growth regulator-ol intermediate;It is also a Chlorpheniramine pharmaceutical intermediate.

2-Picolyl chloride hydrochloride Production

2-(Chloromethyl)pyridine hydrochloride (CAS NO.6959-47-3) preparation method is 2 - methyl-pyridine and carbon tetrachloride mixture, add anhydrous sodium carbonate, heating, when heated to 58 ~ 60 ℃, irradiation start the chlorine, the temperature maintained at 60 ~ 65 ℃in the light, the GC reaction end by controlled, after re-distillation solvent removal, and hydrochloric acid salt obtained products.

2-Picolyl chloride hydrochloride Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	oral	316mg/kg (316mg/kg)		Progress Report for Contract No. NIH-NCI-E-C-72-3252, Submitted to the National Cancer Institute by Litton Bionetics, Inc. Vol. NCI-E-C-72-3252, Pg. 1973,
rat	LD50	oral	316mg/kg (316mg/kg)		Progress Report for Contract No. NIH-NCI-E-C-72-3252, Submitted to the National Cancer Institute by Litton Bionetics, Inc. Vol. NCI-E-C-72-3252, Pg. 1973,

2-Picolyl chloride hydrochloride Consensus Reports

NCI Carcinogenesis Bioassay (gavage); No Evidence: mouse, rat NCITR* National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-178 ,197.

2-Picolyl chloride hydrochloride Safety Profile

Hazard Codes: C Corrosive ,Xn Harmful
Risk Statements: 22-34-4-36/37/38-20/21/22
R22: Harmful if swallowed. R34: Causes burns. R4: Forms very sensitive explosive metallic compounds. R36/37/38: Irritating to eyes, respiratory system and skin. R20/21/22: Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-36/37/39-45
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.)
RIDADR: UN 3261 8/PG 3
WGK Germany: 3
RTECS: US6825000
F: 3-10
Hazard Note: Corrosive
HazardClass: 8
PackingGroup: III

Product Name

2-(Chloromethyl)pyridine hydrochloride

Synthetic route

2-Picolyl chloride hydrochloride Chemical Properties

2-Picolyl chloride hydrochloride Uses

2-Picolyl chloride hydrochloride Production

2-Picolyl chloride hydrochloride Toxicity Data With Reference

2-Picolyl chloride hydrochloride Consensus Reports

2-Picolyl chloride hydrochloride Safety Profile

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