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| CAS No.: | 86-52-2 |
|---|---|
| Name: | 1-Chloromethyl naphthalene |
| Article Data: | 74 |
| Molecular Structure: | |
|
|
|
| Formula: | C11H9Cl |
| Molecular Weight: | 176.645 |
| Synonyms: | 1-(Chloromethyl)naphthalene;1-Naphthalenylmethyl chloride;1-Naphthalylmethyl chloride;1-Naphthylmethylchloride;a-(Chloromethyl)naphthalene;a-Naphthylmethyl chloride; |
| EINECS: | 201-678-2 |
| Density: | 1.167 g/cm3 |
| Melting Point: | 32 °C(lit.) |
| Boiling Point: | 291.5 °C at 760 mmHg |
| Flash Point: | 129.9 °C |
| Solubility: | Insoluble in water. |
| Appearance: | Solid |
| Hazard Symbols: |
 C,  Xn
|
| Risk Codes: | 21/22-34-36/37/38-36-20/21/22 |
| Safety: | 26-36/37/39-45-60-20-27 |
| Transport Information: | UN 3261 8/PG 2 |
| PSA: | 0.00000 |
| LogP: | 3.57860 |
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| Conditions | Yield |
|---|---|
| With thionyl chloride In toluene for 12h; | 98% |
| With thionyl chloride In chloroform at 5 - 30℃; | 98.4% |
| With pyridine; thionyl chloride In diethyl ether at -5 - 25℃; for 12h; | 98% |
- 33250-32-7
1-(dimethoxymethyl)naphthalene
- 86-52-2
1-Chloromethylnaphthalene
| Conditions | Yield |
|---|---|
| With triethylsilane; acetyl chloride; tin(ll) chloride In dichloromethane at 0℃; for 2h; | 92% |
| Conditions | Yield |
|---|---|
| With bis(tri-ortho-tolylphosphine)palladium(0); dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine In toluene at 130℃; for 20h; Inert atmosphere; Glovebox; | 92% |
- 4780-79-4
1-naphthalene methanol
- 98-07-7
Benzotrichlorid
A
- 98-87-3
benzylidene dichloride
B
- 86-52-2
1-Chloromethylnaphthalene
| Conditions | Yield |
|---|---|
| With TOP; phenylsilane In neat (no solvent) at 100℃; for 24h; Appel Halogenation; Inert atmosphere; | A n/a B 81% |
- 113688-53-2
1-tributylstannyl-methylnaphthalene
A
- 86-55-5
1-naphthalenecarboxylic acid
B
- 4780-79-4
1-naphthalene methanol
C
- 66-77-3
1-naphthaldehyde
D
- 86-52-2
1-Chloromethylnaphthalene
| Conditions | Yield |
|---|---|
| With C2H2Cl2F3O2V; oxygen In tert-butyl alcohol at 50℃; for 24h; | A 38% B n/a C 58% D n/a |
| With C2H2Cl2F3O2V; oxygen In tert-butyl alcohol at 50℃; for 24h; | A 28% B 5% C 58% D 4% |
| Conditions | Yield |
|---|---|
| With hydrogenchloride; phosphoric acid; acetic acid In water for 6h; Reflux; | 56% |
| With hydrogenchloride; zinc(II) chloride; Petroleum ether | |
| With hydrogenchloride at 60 - 65℃; |
| Conditions | Yield |
|---|---|
| With N-chloro-succinimide; barium(II) chloride at 102℃; under 2625.26 Torr; for 0.0666667h; Microwave irradiation; Darkness; chemoselective reaction; | A 45% B 18% |
| With aluminum oxide; iron(III) chloride Irradiation; Title compound not separated from byproducts; | |
| With aluminum oxide; iron(III) chloride Irradiation; Title compound not separated from byproducts; |
- 75-09-2
dichloromethane
- 61767-59-7
(naphthalene-1,8-diyl)dilithium
A
- 91-20-3
naphthalene
B
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1,1'-cis-ethene-1,2-diyl-bis-naphthalene
C
- 1233-36-9
(E)-1,2-bis(1-naphthyl)ethene
D
- 24973-91-9
1H-Cyclobutanaphthalene
E
- 86-52-2
1-Chloromethylnaphthalene
F
- 208-96-8
acenaphthylene
| Conditions | Yield |
|---|---|
| With N,N,N,N,-tetramethylethylenediamine In diethyl ether at -100 - -60℃; Product distribution; Mechanism; var. of temp., further with CD2Cl2; | A 42% B n/a C n/a D 21% E n/a F n/a |
- 56-23-5
tetrachloromethane
- 90-12-0
1-Methylnaphthalene
A
- 17180-26-6
bis-chloromethylnaphthalene
B
- 86-52-2
1-Chloromethylnaphthalene
| Conditions | Yield |
|---|---|
| at 250℃; under 52505.3 Torr; for 7h; Inert atmosphere; | A 37% B 36% |
| Conditions | Yield |
|---|---|
| With tetrachloromethane at 250℃; for 7h; Inert atmosphere; Autoclave; | A 37% B 36% |
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Chemistry
Molecular Structure of 1-Chloromethyl naphthalene (CAS NO.86-52-2):
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IUPAC Name: 1-(chloromethyl)naphthalene
Empirical Formula: C11H9Cl
Molecular Weight: 176.6422
H bond acceptors: 0
H bond donors: 0
Freely Rotating Bonds: 1
Polar Surface Area: 0Å2
Index of Refraction: 1.63
Molar Refractivity: 53.86 cm3
Molar Volume: 151.2 cm3
Surface Tension: 42.5 dyne/cm
Density: 1.167 g/cm3
Flash Point: 129.9 °C
Enthalpy of Vaporization: 50.97 kJ/mol
Boiling Point: 291.5 °C at 760 mmHg
Vapour Pressure: 0.00339 mmHg at 25°C
EINECS: 201-678-2
Melting point: 32 °C(lit.)
Storage temp: Refrigerator
InChI
InChI=1/C11H9Cl/c12-8-10-6-3-5-9-4-1-2-7-11(9)10/h1-7H,8H2
Smiles
c12c(cccc1CCl)cccc2
Product Categories: Naphthalene derivatives; API intermediates; Naphthalene series
Toxicity Data With Reference
| 1. | orl-rat LD50:890 mg/kg | IHFCAY Industrial Hygiene Foundation of America, Chemical and Toxicological Series, Bulletin. 6 (1967),1. | ||
| 2. | skn-rbt LD50:2000 mg/kg | IHFCAY Industrial Hygiene Foundation of America, Chemical and Toxicological Series, Bulletin. 6 (1967),1. |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
Moderately toxic by ingestion and skin contact. See also CHLORINATED HYDROCARBONS, AROMATIC. Combustible when exposed to heat or flame. To fight fire, use dry chemical, spray or mist, CO2. When heated to decomposition it emits toxic fumes of Cl−.
The Hazard Codes of 1-Chloromethyl naphthalene (CAS NO.86-52-2): 
C, 
Xn
HazardClass: 8
The Risk Statements information:
34: Causes burns
20/21: Harmful by inhalation and in contact with skin
20/21/22: Harmful by inhalation, in contact with skin and if swallowed
36/37/38: Irritating to eyes, respiratory system and skin
The Safety Statements information:
20: When using, do not eat or drink
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
27: Take off immediately all contaminated clothing
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
60: This material and/or its container must be disposed of as hazardous waste
36/37/39: Wear suitable protective clothing, gloves and eye/face protection
RIDADR: UN 3261 8/PG 2
WGK Germany: 3
Specification
1-Chloromethyl naphthalene , with CAS number of 86-52-2, can be called 1-(Chloromethyl)naphthalene ; 1-Naphthalenylmethyl chloride ; 1-Naphthylmethylchloride ; a-Naphthylmethyl chloride .
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