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3-Picolyl chloride hydrochloride
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Name

3-Picolyl chloride hydrochloride

 EINECS 230-150-4
CAS No. 6959-48-4 Density N/A
PSA 12.89000 LogP 2.62240
Solubility >=10 g/100 mL at 19 °C in water Melting Point 137-143 °C
Formula C6H6ClN.HCl Boiling Point 210 °C at 760 mmHg
Molecular Weight 164.034 Flash Point 100.5 °C
Transport Information UN 2811 Appearance White to pale brown solid
Safety 26-36-53-45 Risk Codes 22-36/37/38-45-20/21/22
Molecular Structure Molecular Structure of 6959-48-4 (3-Picolyl chloride hydrochloride) Hazard Symbols HarmfulXn, CorrosiveC, ToxicT
Synonyms

Pyridine,3-(chloromethyl)-, hydrochloride (8CI,9CI);(Pyridin-3-yl)methyl chloridehydrochloride;3-(Chloromethyl)pyridine hydrochloride;3-(Chloromethyl)pyridinemonohydrochloride;3-Picolyl chloride hydrochloride;3-Pyridylmethyl chloridehydrochloride;

Article Data 6

3-Picolyl chloride hydrochloride Synthetic route

108-99-6

3-Methylpyridine

6959-48-4

3-chloromethylpyridinium chloride

Conditions
ConditionsYield
Stage #1: 3-Methylpyridine With hydrogenchloride at 0℃; under 760.051 Torr; for 9h; Large scale;
Stage #2: With chlorine at 110 - 125℃; for 8h; Temperature; Large scale;		93.26%
Multi-step reaction with 4 steps
1: potassium permanganate / water / 0.5 h / 80 - 90 °C
2: sulfuric acid
3: aluminum (III) chloride; sodium tetrahydroborate / tetrahydrofuran; toluene / 0 - 5 °C
4: thionyl chloride
View Scheme
100-55-0

3-hydroxymethylpyridin

6959-48-4

3-chloromethylpyridinium chloride

Conditions
ConditionsYield
With thionyl chloride at 60℃; for 16h;86%
With thionyl chloride In chloroform at 0℃; Reflux;63.6%
With thionyl chloride26.9 mg
With thionyl chloride In methanol26.2 g
With thionyl chloride In dichloromethane at 0 - 60℃; for 1.25h;
500-22-1

3-pyridinecarboxaldehyde

6959-48-4

3-chloromethylpyridinium chloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium tetrahydroborate; methanol / 8 h / 0 - 20 °C
2: thionyl chloride / chloroform / 0 °C / Reflux
View Scheme
59-67-6

nicotinic acid

6959-48-4

3-chloromethylpyridinium chloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sulfuric acid
2: aluminum (III) chloride; sodium tetrahydroborate / tetrahydrofuran; toluene / 0 - 5 °C
3: thionyl chloride
View Scheme
6959-48-4

3-chloromethylpyridinium chloride

603-35-0

triphenylphosphine

79296-92-7

Triphenyl-3-pyridylmethylphosphonium chloride hydrochlorides

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 140℃; for 20h;100%
6959-48-4

3-chloromethylpyridinium chloride

71486-53-8

methyl 4-oxo-3-piperidinecarboxylate hydrochloride

1225498-23-6

methyl 4-oxo-1-(pyridin-3-ylmethyl)piperidine-3-carboxylate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; sodium iodide In acetonitrile at 80℃; for 1h;100%
With N-ethyl-N,N-diisopropylamine; sodium iodide In acetonitrile at 80℃; for 1h;
124-41-4

sodium methylate

6959-48-4

3-chloromethylpyridinium chloride

58418-62-5

3-(methoxymethyl)pyridine

Conditions
ConditionsYield
In methanol at 20℃; for 72h;99%
In dimethyl sulfoxide at 20℃; for 24h;64%
287392-70-5

2-(4-but-2-ynyloxy-phenylsulfonyl)-propionic acid ethyl ester

6959-48-4

3-chloromethylpyridinium chloride

2-(4-buty-2-nyloxy-phenylsulfonyl)-2-methyl-3-pyridin-3-yl propionic acid ethyl ester

Conditions
ConditionsYield
98%
141-52-6

sodium ethanolate

6959-48-4

3-chloromethylpyridinium chloride

58418-63-6

3-(ethoxymethyl)pyridine

Conditions
ConditionsYield
In dimethyl sulfoxide at 20℃;98%
In dimethyl sulfoxide at 20℃;98%

(S)-1-tert-butoxycarbonyl-2-tert-butylcarboxamide-4-benzyloxycarbonyl-piperazine

6959-48-4

3-chloromethylpyridinium chloride

4-pyridin-3-ylmethyl-piperazine-2-carboxylic acid tert-butylamide

Conditions
ConditionsYield
Stage #1: (S)-1-tert-butoxycarbonyl-2-tert-butylcarboxamide-4-benzyloxycarbonyl-piperazine With cyclohexa-1,4-diene; hydrogen; palladium on activated charcoal In ethyl acetate at 23℃; for 1h;
Stage #2: 3-chloromethylpyridinium chloride With triethylamine In N,N-dimethyl-formamide at 23℃; for 22h;
Stage #3: With triethylsilane; trifluoroacetic acid In dichloromethane at 23℃; for 20h; Further stages.;		97%

3-Picolyl chloride hydrochloride Chemical Properties

IUPAC:3-(chloromethyl)pyridine
CAS:6959-48-4
The Molecular formula of 3-(chloromethyl)-pyridinhydrochloride(6959-48-4):C6H7Cl2N
The Molecular Weight of 3-(chloromethyl)-pyridinhydrochloride(6959-48-4):164.03
Synonyms:3-(chloromethyl)-pyridinhydrochloride;3-chloromethyl-pyridinhydrochloride;3-pyridylmethylchloridehydrochloride;nci-c03838;3-(CHLOROMETHYL)PYRIDINE HYDROCHLORIDE;3-(CHLOROMETHYL)-PYRIDINIUM CHLORIDE;3-PICOLYL CHLORIDE HYDROCHLORIDE;3-Picolyl chloride HCl (65% in water)
EINECS:230-150-4
Melting Point:137-143oC(lit.)
Boiling Point:210oC at 760 mmHg
Flash Point:62oC
Water Solubility:>=10 g/100 mL at 19oC
Appearance:white to yellow powder
Vapour Pressure:0.285 mmHg at 25oC
Product Categories:blocks;Pyridines;Pyridine;Heterocycles;Pyridines, Pyrimidines, Purines and Pteredines;Pyridinium Compounds
Mol File:6959-48-4.mol

3-Picolyl chloride hydrochloride Uses

3-(chloromethyl)-pyridinhydrochloride(6959-48-4) is used as an important pharmaceutical intermediate and research chemical.

3-Picolyl chloride hydrochloride Toxicity Data With Reference

1.   

mmo-sat 333 µg/plate

   IARCCD    IARC Scientific Publications. 27 (1980),283.
2.   

mma-sat 33,300 ng/plate

   ENMUDM    Environmental Mutagenesis. 7 (Suppl 5)(1985),1.
3.   

mma-esc 1 mg/plate

   ENMUDM    Environmental Mutagenesis. 7 (Suppl 5)(1985),1.
4.   

otr-rat:emb 640 ng/plate

   JJATDK    JAT, Journal of Applied Toxicology. 1 (1981),190.
5.   

orl-rat LD50:316 mg/kg

   NCILB*    Progress Report for Contract No. NIH-NCI-E-C-72-3252, Submitted to the National Cancer Institute by Litton Bionetics, Inc. (Bethesda, MD) NIH-NCI-E-C-72-3252 .
6.   

orl-mus LD50:316 mg/kg

   NCILB*    Progress Report for Contract No. NIH-NCI-E-C-72-3252, Submitted to the National Cancer Institute by Litton Bionetics, Inc. (Bethesda, MD) NIH-NCI-E-C-72-3252 .

3-Picolyl chloride hydrochloride Consensus Reports

NCI Carcinogenesis Bioassay (gavage); Clear Evidence: mouse, rat NCITR*    National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-95 ,1978. . EPA Genetic Toxicology Program.

3-Picolyl chloride hydrochloride Safety Profile

Suspected carcinogen with experimental carcinogenic data. Poison by ingestion. Mutation data reported. When heated to decomposition it emits very toxic fumes of NOx and Cl−.

Safty informations about 3-(chloromethyl)-pyridinhydrochloride(6959-48-4):
Hazard Codes:Xn,C,T
Risk Statements:22-36/37/38-45-20/21/22
 22(Harmful if swallowed)
 36/37/38(Irritating to eyes, respiratory system and skin)
 45(May cause cancer)
 20/21/22(Harmful by inhalation, in contact with skin and if swallowed)
Safety Statements:26-36-53-45
 26(In case of contact with eyes, rinse immediately with plenty of water and seek medical advice)
 36(Wear suitable protective clothing)
 53(Avoid exposure - obtain special instruction before use)
 45(In case of accident or if you feel unwell, seek medical advice immediately (show label where possible))
RIDADR:2811
WGK Germany:3
RTECS:US7000000
F:3-10
HazardClass:8

3-Picolyl chloride hydrochloride Specification

Handling and Storage:
Storage:Store in a cool, dry place. Keep containers tightly closed. Store protected from moisture.
Handling:Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Do not get in eyes, on skin, or on clothing. Keep container tightly closed. Do not ingest or inhale. Use only in a chemical fume hood. Do not breathe dust.
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