1-Chloromethylnaphthalene
Basic information
- CAS
35255-58-4- Standard SMILES
ClCc1cccc2ccccc12- InChIKey
XMWGTKZEDLCVIG-UHFFFAOYSA-N- Molecular formula
- C11H9Cl
- Average molar mass
- 176.64 g/mol
- Monoisotopic mass
- 176.039278
Overview
causes erythema multiforme-like eruption; structure in first source
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)naftalenNSC 84731-(chloromethyl)-naphthalene.alpha.-(Chloromethyl)naphthaleneMFCD000040421-Chloromethyl-naphthaleneKD3RZ3R8C4
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 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 0
- Rotatable bonds
- 1
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 144
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Naphthalenes
SpringerMaterials PropertiesBoiling point
Physical DescriptionPale yellow solid with a pungent odor; mp = 31-33 deg C; [Alfa Aesar MSDS]
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
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P260, P264, P264+P265, P270, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P362+P364, P363, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 56 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Naphthalene, 1-(chloromethyl)-
Naphthalene, 1-(chloromethyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Naphthalene, 1-(chloromethyl)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
REACH registered substance: 1-(chloromethyl)naphthalene (EC: 201-678-2)
1-(Chloromethyl) naphthalene: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
Causes lachrymation, diarrhea, and increased body temperature in dermal lethal-dose studies of rats; [RTECS] Causes burns and lachrymation; Inhalation may cause corrosive injuries to upper respiratory tract and lungs; Harmful by ingestion and skin absorption; [Alfa Aesar MSDS]
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Toxicology
Adverse EffectsDermatotoxin - Skin burns.
Chemistry & industry
Uses & manufacturing
U.S. Production2023: <50,000 lb
General Manufacturing InformationNaphthalene, 1-(chloromethyl)-: ACTIVE
Applications
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.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
130 records
Compound notes
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