3-Methoxybenzaldehyde
Basic information
- CAS
591-31-1- Standard SMILES
COc1cccc(C=O)c1- InChIKey
WMPDAIZRQDCGFH-UHFFFAOYSA-N- Molecular formula
- C8H8O2
- Average molar mass
- 136.15 g/mol
- Monoisotopic mass
- 136.05242949
Overview
3-methoxybenzaldehyde is a member of the class of benzaldehydes in which the hydrogen at position 3 of benzaldehyde has been replaced by a methoxy group. It has a role as a Brassica napus metabolite. It is a member of benzaldehydes and a monomethoxybenzene.
Names & identifiers
- Preferred name
- 3-Methoxybenzaldehyde
- IUPAC
- 3-methoxybenzaldehyde
- English name
- 3-Methoxybenzaldehyde
- Molecular formula
- C8H8O2
- Molecular weight
- 136.15
Names & synonyms
3-Methoxybenzaldehyde591-31-13-AnisaldehydeBenzaldehyde, 3-methoxy-MetamethoxybenzaldehydeDTXSID50444478ZAO7S0IVHNSC-43794DTXCID3024447CHEBI:136805RefChem:94623209-712-8
Show more names
3-methoxy-benzaldehydm-AnisaLANISALDEHYDE,3-META-ANISALDEHYD
M-ANISALDEHYDEm-Methoxybenzaldehyde3-Methoxy-benzaldehydeMFCD00003361META-ANISALDEHYDEm-anisaldeyde3-methoxybenzaldehde3-methoxybenzaldhyde
Database identifiers
- CAS
591-31-1- PubChem CID
- 11569
- DTXSID
DTXSID5044447- ChEMBL
CHEMBL22585- ChEBI
CHEBI:136805- UNII
- 8ZAO7S0IVH
- EC Number
- 209-712-8
- Nikkaji
- J6.757A
Properties
Computed structural properties
- XLogP
- 1.8
- Topological polar surface area
- 26.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 112
Experimental & physicochemical properties
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
LogP
1.710
1.71
Flavoring AgentsEU Flavoring substances
Boiling Point143.00 °C. @ 50.00 mm Hg
Physical DescriptionLiquid
Physicochemical properties
- Melting point
- 187 °C · 187 °C
- Boiling point
- 143 °C50 · 143 °C50 mm Hg(lit.)
- Density
- 1.117 g/mL · 1.117 g/mL at 20 °C(lit.)
- vapor pressure
- 1.3 hPa · 1.3 hPa (73 °C)
- refractive index
- 20 · n20/D 1.553(lit.)
- FLAVIS Number
- 5.158 · 05.158 | 3-Methoxybenzaldehyde
- Flash point
- 230 °F · >230 °F
- storage temp.
- 30 °C · Store below +30°C.
- solubility
- Chloroform, Methanol (Slightly)
- form
- Liquid
- color
- Clear pale yellow to yellow
- Specific Gravity
- 1.118 · 1.118
- Odor
- 100 % · at 100.00%. anisic
- biological source
- synthetic
- Water Solubility
- insoluble
- Sensitive
- Air Sensitive
- BRN
- 606013 · 606013
- Henry's Law Constant
- 5.1 · 5.1×100 mol/(m3Pa) at 25℃, Ji et al. (2008)
- InChI
- 1S/C8H8O2/c1-10-8-4-2-3-7(5-8)6-9/h2-6H,1H3
- InChIKey
- WMPDAIZRQDCGFH-UHFFFAOYSA-N
- SMILES
- [H]C(=O)c1cccc(OC)c1
- LogP
- 1.71 · 1.710
- CAS DataBase Reference
- 591 · 591-31-1(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 8 ZAO7S0IVH · 8ZAO7S0IVH
- NIST Chemistry Reference
- 3 · Benzaldehyde, 3-methoxy-(591-31-1)
- EPA Substance Registry System
- 3 · Benzaldehyde, 3-methoxy- (591-31-1)
- UNSPSC Code
- 12352114 · 12352114
- 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
- Eyeshields, Gloves, type ABEK (EN14387) respirator filter
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38-36/38
- Safety Statements
- 26 · 26-36-37/39
- WGK Germany
- 3 · 3
- RTECS
- 2605000 · BZ2605000
- F
- 9 · 9-23
- Autoignition Temperature
- 225 °C · 225 °C
- TSCA
- TSCA listed
- HazardClass
- IRRITANT
- HS Code
- 29124900 · 29124900
- Storage Class
- 10 · 10 - Combustible liquids
- Hazard Classifications
- 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3
- Toxicity
- 1 mmol/L · sce-hmn:lyms 1 mmol/L MUREAV 206,17,88
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
This chemical does not meet GHS hazard criteria for 6% (5 of 84) of reports.
Warning
H315 (94%): 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 84 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Benzaldehyde, 3-methoxy-
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
Benzaldehyde, 3-methoxy-: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationEvaluation - Chemicals not considered for in depth evaluation - Not commercially active in Australia
Hazard Classes and CategoriesSkin Irrit. 2 (94%)
Safety data
- F
- 9-23
- PPE
- Eyeshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- BZ2605000
- hs_code
- 29124900
- Toxicity
- sce-hmn:lyms 1 mmol/L MUREAV 206,17,88
- risk_code
- 36/37/38-36/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36-37/39
- hazard_class
- IRRITANT
- Storage Class
- 10 - Combustible liquids
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- Autoignition Temperature
- 225 °C
- Precautionary statements
- P261-P264-P271-P280-P302+P352-P305+P351+P338
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Uses & manufacturing
General Manufacturing InformationBenzaldehyde, 3-methoxy-: INACTIVE
Applications
Uses3-Methoxybenzaldehyde is used to prepare 3-(3-methoxy-phenyl)-1-phenyl-propenone by reaction with benzldehyde. It is used as an eluent for mono-13C isotopomers of vanillin in normal phase silica gel chromatography. It acts as an inhibitor of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) metabolism.
General Descriptionm-Anisaldehyde has significant antifungal activity against Candida sp., including the azole-resistant strains.
Preparation methods
Preparation3-Methoxybenzaldehyde is obtained by the reaction of m-hydroxybenzaldehyde and dimethyl sulfate.
Upstream & downstream products
Upstream raw materials
Downstream products
Additional notes
DefinitionChEBI: 3-methoxybenzaldehyde is a member of the class of benzaldehydes in which the hydrogen at position 3 of benzaldehyde has been replaced by a methoxy group. It has a role as a Brassica napus metabolite. It is a member of benzaldehydes and a monomethoxybenzene.
Related reactions
367 records
Compound notes
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