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| CAS No.: | 6959-47-3 |
|---|---|
| Name: | 2-(Chloromethyl)pyridine hydrochloride |
| Article Data: | 11 |
| Cas Database | |
| Molecular Structure: | |
|
|
|
| Formula: | C6H7Cl2N |
| Molecular Weight: | 164.034 |
| 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; |
| EINECS: | 230-149-9 |
| Density: | 0.944 g/cm3 |
| Melting Point: | 120-124 °C(lit.) |
| Boiling Point: | 187.3 °C at 760 mmHg |
| Flash Point: | 83.7 °C |
| Solubility: | >=10 g/100 mL at 22 °C in water |
| Appearance: | White to pale brown solid |
| Hazard Symbols: |
 Xn,  C
|
| Risk Codes: | 22-34-4-36/37/38-20/21/22 |
| Safety: | 26-36/37/39-45-36 |
| Transport Information: | UN 3261 8/PG 3 |
| PSA: | 12.89000 |
| LogP: | 2.62240 |
- 69594-75-8b-D-Xylopyranoside,6-bromo-2-naphthalenyl (9CI)
- 6959-48-4Pyridine,3-(chloromethyl)-, hydrochloride (1:1)
- 695-95-4Cyclobutanecarboxylicacid, 3-oxo-, methyl ester
- 695-96-5Phenol,2-bromo-4-chloro-
- 6959-66-62(1H)-Pyrimidinethione,4-methyl-, hydrochloride (1:1)
- 6959-71-3Propanenitrile, 3-butoxy-
- 6959-79-1Thymidine, 5'-thio-, 3',5'-diacetate (7CI,8CI,9CI)
- 6959-83-7Methanimidic acid, N-(4,6-dichloro-5-pyrimidinyl)-, ethylester
- 695-98-7Pyridine,2,3,5-trimethyl-
- 695-99-82,5-Cyclohexadiene-1,4-dione,2-chloro-
| 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 | Yield |
|---|---|
| A 51% B n/a |
| 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 |
| 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 | 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 | 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 | 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 | 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; |
| Conditions | Yield |
|---|---|
| With sodium carbonate In ethanol for 24h; Heating / reflux; | 100% |
- 6959-47-3
2-chloromethylpyridine hydrochloride
| 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% |
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Chemistry
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: .png)
Uses
2-(Chloromethyl)pyridine hydrochloride (CAS NO.6959-47-3) is plant growth regulator-ol intermediate;It is also a Chlorpheniramine pharmaceutical intermediate.
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.
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, |
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.
Safety Profile
Hazard Codes: C
,Xn
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