Basic information
- CAS
3453-33-6- Standard SMILES
COc1ccc2cc(C=O)ccc2c1- InChIKey
VZBLASFLFFMMCM-UHFFFAOYSA-N- Molecular formula
- C12H10O2
- Average molar mass
- 186.21 g/mol
- Monoisotopic mass
- 186.06807956
Overview
used for fluorometric assays for isozymes of human alcohol dehydrogenase; structure given in first source
Names & identifiers
- Preferred name
- 6-Methoxy-2-naphthaldehyde
- IUPAC
- 6-methoxynaphthalene-2-carbaldehyde
- English name
- 6-Methoxy-2-naphthaldehyde
- Molecular formula
- C12H10O2
- Molecular weight
- 186.21
Names & synonyms
6-Methoxy-2-naphthaldehyde3453-33-66-Methoxy-2-naphthalaldehyde6-methoxy-2-naphthalenecarboxaldehydeDTXSID3057721MONAL-629244L5L5ZYDTXCID40315106m-2n-aldehydeRefChem:543621222-377-26-Methoxynaphthalene-2-carbaldehyde
Show more names
TIMTEC-BB SBB010060Mitotane Impurity 17LABOTEST-BB LT01147524ASINEX-REAG BAS 076630256-Methoxy-2-Naphtaldehyde6-Methoxy-2-Naphthaidehyde
6-methoxy-naphthalene-2-carbaldehydeMFCD00081152UNII-9244L5L5ZY2-Naphthalenecarboxaldehyde, 6-methoxy-6-methoxy-2-napthaldehyde2-formyl-6-methoxynaphthalene6-Methoxy-2-naphthaldehyde, 98%CS-W016900
Database identifiers
- CAS
3453-33-6- PubChem CID
- 76991
- DTXSID
DTXSID3057721- ChEMBL
CHEMBL3561749- UNII
- 9244L5L5ZY
- EC Number
- 222-377-2
- Nikkaji
- J216.127C
Properties
Computed structural properties
- XLogP
- 2.9
- Topological polar surface area
- 26.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 202
Experimental & physicochemical properties
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
Physicochemical properties
- Melting point
- 81 · 81-84 °C(lit.)
- Boiling point
- 196 °C · 196 °C / 10mmHg
- Density
- 1.169 · 1.169±0.06 g/cm3(Predicted)
- vapor pressure
- 0.022 Pa · 0.022Pa at 25℃
- storage temp.
- 2 · under inert gas (nitrogen or Argon) at 2-8°C
- solubility
- Chloroform (Slightly), Methanol (Slightly, Sonicated)
- form
- powder to crystal
- color
- White to Light yellow to Light orange
- Water Solubility
- 150.1 mg/L · 150.1mg/L at 25℃
- Sensitive
- Air Sensitive
- BRN
- 1945989 · 1945989
- InChI
- InChI=1S/C12H10O2/c1-14-12-5-4-10-6-9(8-13)2-3-11(10)7-12/h2-8H,1H3
- InChIKey
- VZBLASFLFFMMCM-UHFFFAOYSA-N
- SMILES
- C1=C2C(C=C(OC)C=C2)=CC=C1C=O
- LogP
- 2.97 at · 2.97 at 25℃
- CAS DataBase Reference
- 3453 · 3453-33-6(CAS DataBase Reference)
- FDA UNII
- 9244 L5L5ZY · 9244L5L5ZY
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335
- Precautionary statements
- 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
- target organs
- Respiratory system
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Gloves
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 26 · 26-36-24/25-37/39
- WGK Germany
- 3 · 3
- HazardClass
- IRRITANT
- HS Code
- 29124990 · 29124990
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 6.7% (3 of 45) of reports.
Warning
H315 (93.3%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 45 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationStatus: Active Update: 05-03-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/20360
Hazard Classes and CategoriesSkin Irrit. 2 (93.3%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- hs_code
- 29124990
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36-24/25-37/39
- hazard_class
- IRRITANT
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- REACH Registrations
- Active
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P261-P264-P271-P280-P302+P352-P305+P351+P338
Chemistry & industry
Applications
Uses6-Methoxy-2-naphthaldehyde is used as a diagnostic reagent in tumor studies involving aldehyde dehydrogenase enzymes. In addition it is used in organic synthesis reactions forming fluorescent substrates for inhibition studies relating to hypertension and vascular inflammation. It is also used as intermediate of Nabumetone.
Uses6-Methoxy-2-naphthaldehyde may be used in the preparation of the following 4-(6-methoxy-2-naphthyl)butan-2-one related compounds:4-(6-methoxy-2-naphthyl)but-3-en-2-one4-(6-methoxy-2-naphthyl)-3-methylbutan-2-one5-(6-methoxy-2-naphthyl)pentan-3-oneIt may also be used in the synthesis of the following chalcone derivatives:(2E)-1-(2-hydroxyphenyl)-3-(6-methoxy-2-naphthyl)prop-2-en-1-one(2E)-1-(2-chloropyridin-4-yl)-3-(6-methoxy-2-naphthyl)prop-2-en-1-one(2E)-3-(6-methoxy-2-naphthyl)-1-pyridin-4-ylprop-2-en-1-one(2E)-1-(2,4-dichlorophenyl)-3-(6-methoxy-2-naphthyl)prop-2-en-1-one
General Description6-Methoxy-2-naphthaldehyde can be prepared by reacting 2-bromo 6-methoxy naphthalene with triethylorthoformate via Grignard reaction. Its crystals belong to the orthorhombic space group, P212121 and shows excellent NLO (non-linear optical) property.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
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Related reactions
49 records
Compound notes
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