1-Chloromethylnaphthalene

HCID 6845CAS 35255-58-4

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Basic information

Standard SMILES: ClCc1cccc2ccccc12
InChIKey: XMWGTKZEDLCVIG-UHFFFAOYSA-N
Molecular formula: C11H9Cl
Average molar mass: 176.64 g/mol
Monoisotopic mass: 176.039278

Names & identifiers

Preferred name: 1-Chloromethylnaphthalene
IUPAC: 1-(chloromethyl)naphthalene
English name: 1-Chloromethyl naphthalene
Molecular formula: C11H9Cl
Molecular weight: 176.64

Names & synonyms

1-Chloromethylnaphthalene1-Cl-me-naphthaleneRefChem:4275091-CMN1-(CHLOROMETHYL)NAPHTHALENE86-52-21-Chloromethyl naphthaleneNaphthalene, 1-(chloromethyl)-1-Naphthylmethyl chloride(Chloromethyl)naphthalene1-Menaphthyl chloride35255-58-4

Show more names

1-menaphthylchlorideJACS-86-52-2AKOS BBS-00004040-Menaphthylchloride1-Chloromethyl naphtNaftifine Impurity 5Naftifine Impurity 7

Naphthalene, 1-chloromethyl-1-(Chlormethyl)naftalen1-(chloromethyl)naphtaleneNSC 84731-(chloromethyl)-naphthalene.alpha.-(Chloromethyl)naphthaleneMFCD000040421-Chloromethyl-naphthalene

Database identifiers

CAS: 35255-58-4、86-52-2
PubChem CID: 6845
DTXSID: DTXSID5058939
UNII: KD3RZ3R8C4
EC Number: 201-678-2、252-469-8
Nikkaji: J32.568F

Properties

Computed structural properties

XLogP: 3.7
Topological polar surface area: 0 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 0
Rotatable bonds: 1
Heavy atoms: 12
Formal charge: 0
Complexity: 144

Physicochemical properties

Melting point: 32 °C · 32 °C(lit.)
Boiling point: 291 °C · 291 °C
Density: 1.18 g/mL · 1.18 g/mL at 25 °C(lit.)
refractive index: 20 · n20/D 1.635(lit.)
Flash point: 230 °F · >230 °F
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: Chloroform, Ethyl Acetate (Slightly), Methanol (Sparingly)
form: Liquid After Melting
Specific Gravity: 1.18 · 1.18
color: deep brown
Water Solubility: Insoluble in water.
Sensitive: Moisture Sensitive
BRN: 636885 · 636885
InChI: 1S/C11H9Cl/c12-8-10-6-3-5-9-4-1-2-7-11(9)10/h1-7H,8H2
InChIKey: XMWGTKZEDLCVIG-UHFFFAOYSA-N
SMILES: ClCc1cccc2ccccc12
LogP: 3.97 at · 3.97 at 20℃
CAS DataBase Reference: 86 · 86-52-2(CAS DataBase Reference)
FDA UNII: 3 RZ3R8C4 · KD3RZ3R8C4
NIST Chemistry Reference: 1 · Naphthalene, 1-(chloromethyl)-(86-52-2)
EPA Substance Registry System: 1 · Naphthalene, 1-(chloromethyl)- (86-52-2)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 5 · GHS05,GHS07
Signal word: Danger
Hazard statements: 302 · H302+H312-H314
Precautionary statements: 260 · P260-P270-P280-P301+P312-P303+P361+P353-P305+P351+P338
PPE: 3 · Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Hazard Codes: C,Xn
Risk Statements: 21 · 21/22-34-36/37/38-36-20/21/22
Safety Statements: 26 · 26-36/37/39-45-60-20-27
RIDADR: 3261 · UN 3261 8/PG 2
WGK Germany: 3 · 3
RTECS: 2800000 · QJ2800000
TSCA: TSCA listed
HazardClass: 8 · 8
PackingGroup: III
HS Code: 29036990 · 29036990
Storage Class: 8 A · 8A - Combustible corrosive hazardous materials
Hazard Classifications: 4 DermalAcute · Acute Tox. 4 DermalAcute Tox. 4 OralEye Dam. 1Skin Corr. 1B
REACH Registrations: Active
Limited Quantities: 1 L · 1.0 L (0.3 gallons) (liquid) or 1 Kg (2.2 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)

Safety & regulation

Safety data

PPE: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
wgk: 3
tsca: TSCA listed
rtecs: QJ2800000
ridadr: UN 3261 8/PG 2
hs_code: 29036990
risk_code: 21/22-34-36/37/38-36-20/21/22
Signal word: Danger
Symbol(GHS): GHS05,GHS07
hazard_code: C,Xn
safety_code: 26-36/37/39-45-60-20-27
hazard_class: 8
Storage Class: 8A - Combustible corrosive hazardous materials
packing_group: III
Hazard statements: H302+H312-H314
Limited Quantities: 1.0 L (0.3 gallons) (liquid) or 1 Kg (2.2 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
REACH Registrations: Active
Hazard Classifications: Acute Tox. 4 DermalAcute Tox. 4 OralEye Dam. 1Skin Corr. 1B
Precautionary statements: P260-P270-P280-P301+P312-P303+P361+P353-P305+P351+P338

Chemistry & industry

Applications · 2 items

Uses1-(Chloromethyl)naphthalene is a key material for synthesis dye pigment and as fluorescent brightening agent. It is employed in synthetic resin and medicine. Palladium-catalyzed nucleophilic dearomatization of chloromethyl naphthalene derivatives produce ortho- or para-substituted carbocycles in satisfactory to excellent yields.

General DescriptionKinetics and dissociation mechanism of 1-(chloromethyl)naphthalene following 266nm photoexcitation has been studied. Intermolecular nucleophilic dearomatization of 1-chloromethyl naphthalene with various activated methylene compounds has been investigated.