Basic information
- CAS
2011-06-5- Standard SMILES
COc1cccc(C=O)c1OCc1ccccc1- InChIKey
KXBGOVZWCRLLOR-UHFFFAOYSA-N- Molecular formula
- C15H14O3
- Average molar mass
- 242.27 g/mol
- Monoisotopic mass
- 242.09429431
Names & identifiers
- Preferred name
- 2-(Benzyloxy)-3-methoxybenzaldehyde
- IUPAC
- 3-methoxy-2-phenylmethoxybenzaldehyde
- English name
- 2-(BENZYLOXY)-3-METHOXYBENZALDEHYDE
- Molecular formula
- C15H14O3
- Molecular weight
- 242.27
Names & synonyms
2-(benzyloxy)-3-methoxybenzaldehyde2011-06-5DTXSID10361452RefChem:459761DTXCID70312501814-314-82-Benzyloxy-3-methoxybenzaldehyde3-methoxy-2-phenylmethoxybenzaldehydeMFCD00202674Benzaldehyde, 3-methoxy-2-(phenylmethoxy)-2-Benzyloxy-3-methoxy-benzaldehydeBenzaldehyde, 2-(benzyloxy)-3-methoxy-
Show more names
AKOS B004238OTAVA-BB BB70188020062-BENZYLOXY-3-METHYLBENZALDEHYDE-(BENZYLOXY)-3-METHOXYBENZALDEHYDE3-Methoxy-2-(benzyloxy)benzaldehyde2-Benzyloxy-3-methoxybenzaldehyde,98%
3-methoxy-2-(phenylmethoxy)benzaldehyde2-(benzyloxy)-3-methoxybenzenecarbaldehydebenzyl-o-vanillinOprea1_162681Oprea1_847891SCHEMBL1125006benzyloxy-3-methoxy benzaldehydeKXBGOVZWCRLLOR-UHFFFAOYSA-N
Database identifiers
- CAS
2011-06-5- PubChem CID
- 1268087
- DTXSID
DTXSID10361452
Properties
Computed structural properties
- XLogP
- 2.8
- Topological polar surface area
- 35.5 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 5
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 248
Physicochemical properties
- Melting point
- 44 · 44-46 °C(lit.)
- Boiling point
- 190 · 190-195 °C(Press: 3 Torr)
- Density
- 1.154 · 1.154±0.06 g/cm3(Predicted)
- form
- solid
- InChI
- 1S/C15H14O3/c1-17-14-9-5-8-13(10-16)15(14)18-11-12-6-3-2-4-7-12/h2-10H,11H2,1H3
- InChIKey
- KXBGOVZWCRLLOR-UHFFFAOYSA-N
- SMILES
- COc1cccc(C=O)c1OCc2ccccc2
- CAS DataBase Reference
- 2011 · 2011-06-5
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H335-H319
- Precautionary statements
- 261 · P261-P264-P271-P280-P302+P352-P304+P340+P312-P305+P351+P338-P332+P313-P337+P313-P362-P403+P233-P405-P501
- PPE
- 95 · Eyeshields, Gloves, type N95 (US)
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
Warning
H315 (100%): 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)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- hs_code
- 29124900
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- hazard_class
- IRRITANT
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H335-H319
- Precautionary statements
- P261-P264-P271-P280-P302+P352-P304+P340+P312-P305+P351+P338-P332+P313-P337+P313-P362-P403+P233-P405-P501
Chemistry & industry
Applications
Uses2-Benzyloxy-3-methoxybenzaldehyde (benzyl-o-vanillin) can be prepared from the reaction of o-vanillin with benzyl bromide in acetone (solvent) and K2CO3 (base) in the presence of tetra-n-butylammonium iodide (catalyst). The dihedral angle between the two benzene rings in 2-benzyloxy-3-methoxybenzaldehyde crystal is 23.33 (6)°. Crystal structure suggests that all O atoms are involved in intra and intermolecular C-HO interactions. It has been reported as key reagent for the synthesis of new anticancer drugs. It is an important pharmacophore in drug discovery. It exhibits anti-proliferative activity in HL60 leukemia cancer cells.
General Description2-Benzyloxy-3-methoxybenzaldehyde (benzyl-o-vanillin) can be prepared from the reaction of o-vanillin with benzyl bromide in acetone (solvent) and K2CO3 (base) in the presence of tetra-n-butylammonium iodide (catalyst). The dihedral angle between the two benzene rings in 2-benzyloxy-3-methoxybenzaldehyde crystal is 23.33 (6)°. Crystal structure suggests that all O atoms are involved in intra and intermolecular C-HO interactions. It has been reported as key reagent for the synthesis of new anticancer drugs. It is an important pharmacophore in drug discovery. It exhibits anti-proliferative activity in HL60 leukemia cancer cells.
Suppliers26 total
安徽合诺生物科技有限公司0555-2761852
Aladdin Scientific[email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
上海瀚鸿科技股份有限公司021-54306202 13764082696 · [email protected]
安徽合诺生物科技有限公司18455579438
Related reactions
24 records
Compound notes
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