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2-Picolyl chloride hydrochloride

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Name

2-Picolyl chloride hydrochloride

EINECS 230-149-9
CAS No. 6959-47-3 Density 0.944 g/cm3
PSA 12.89000 LogP 2.62240
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 Molecular Structure of 6959-47-3 (2-(Chloromethyl)pyridine hydrochloride) Hazard Symbols HarmfulXn, CorrosiveC
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;

Article Data 11

2-Picolyl chloride hydrochloride Synthetic route

586-98-1

2-Hydroxymethylpyridine

6959-47-3

2-chloromethylpyridine hydrochloride

Conditions
ConditionsYield
With thionyl chloride100%
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
ConditionsYield
A 51%
B n/a
109-06-8

α-picoline

6959-47-3

2-chloromethylpyridine hydrochloride

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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%

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: C6H7Cl2
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: CCorrosive,XnHarmful
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

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