Basic information
- Standard SMILES
O=C(O)c1c(F)cccc1F- InChIKey
ONOTYLMNTZNAQZ-UHFFFAOYSA-N- Molecular formula
- C7H4F2O2
- Average molar mass
- 158.1 g/mol
- Monoisotopic mass
- 158.01793581
Overview
structure given in first source
Names & identifiers
- Preferred name
- 2,6-Difluorobenzoic acid
- IUPAC
- 2,6-difluorobenzoic acid
- English name
- 2,6-Difluorobenzoic acid
- Molecular formula
- C7H4F2O2
- Molecular weight
- 158.1
Names & synonyms
Show more names
Database identifiers
- CAS
385-00-2- PubChem CID
- 9796
- DTXSID
DTXSID7075391- UNII
- 95B9M9KUY5
- EC Number
- 206-856-3
- Nikkaji
- J83.346K
Properties
Computed structural properties
- XLogP
- 1.6
- Topological polar surface area
- 37.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 1
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 151
Experimental & physicochemical properties
Physicochemical properties
- Melting point
- 157 · 157-161 °C (lit.)
- Boiling point
- 72 · 72-77°C 13mm
- Density
- 1.3486 · 1.3486 (estimate)
- Flash point
- 72 · 72-77°C/13mm
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- soluble in Methanol
- form
- powder to crystal
- pka
- 2.34 · 2.34±0.10(Predicted)
- color
- White to Light yellow to Light orange
- Water Solubility
- soluble
- BRN
- 973774 · 973774
- InChI
- 1S/C7H4F2O2/c8-4-2-1-3-5(9)6(4)7(10)11/h1-3H,(H,10,11)
- InChIKey
- ONOTYLMNTZNAQZ-UHFFFAOYSA-N
- SMILES
- OC(=O)c1c(F)cccc1F
- CAS DataBase Reference
- 385 · 385-00-2(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 95 B9M9KUY5 · 95B9M9KUY5
- NIST Chemistry Reference
- 2 · 2,6-Difluorobenzoic acid(385-00-2)
- EPA Substance Registry System
- 2 · 2,6-Difluorobenzoic acid (385-00-2)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319
- Precautionary statements
- 264 · P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Gloves
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38-37/38-36
- Safety Statements
- 26 · 26-36-37/39
- WGK Germany
- 3 · 3
- RTECS
- 8559000 · DG8559000
- TSCA
- TSCA listed
- HazardClass
- IRRITANT
- HS Code
- 29163900 · 29163900
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 2 Skin · Eye Irrit. 2Skin Irrit. 2
- REACH Registrations
- Active
Safety & regulation
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)
Aggregated GHS information provided per 52 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Benzoic acid, 2,6-difluoro-
PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.
Status: Active Update: 10-04-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/24004
2,6-Difluorobenzoic acid: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- DG8559000
- hs_code
- 29163900
- risk_code
- 36/37/38-37/38-36
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36-37/39
- hazard_class
- IRRITANT
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319
- REACH Registrations
- Active
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2
- Precautionary statements
- P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313
Chemistry & industry
Uses & manufacturing
Applications
Uses2,6-Difluorobenzoic acid has been used in the synthesis of 2,6-difluoro-N-(3-methoxy-1H-pyrazolo[3,4-b]pyridine-5-yl)-3-(propylsulfonamidio)benzamide and methyl 2,6-difluorobenzoate.
General Description2,6-Difluorobenzoic acid is the major degradation product of diflubenzuron.
Preparation methods
PreparationThe synthesis process of 2,6-difluorobenzoic acid (DFBA) involves using 2,6-dichlorobenzonitrile (DCBN) and potassium fluoride as raw materials, and N,N-dimethylamide (DMF) as solvent. The intermediate 2,6-difluorobenzonitrile is synthesized by fluorination under the catalysis of polyether catalyst A. The intermediate is then hydrolyzed under alkaline conditions to obtain 2,6-difluorobenzoic acid. Experimental results show that the optimal reaction conditions are: a mass concentration of 2,6-dichlorobenzonitrile in N,N-dimethylamide of 0-38 g/mL, a potassium fluoride concentration 2.3-2.4 times that of 2,6-dichlorobenzonitrile, a reaction time of 10 h, and a maximum yield of 93.5%. In the synthesis of 2,6-difluorobenzoic acid, using 20% NaOH as the medium and a reaction time of 9 h, the yield is ≥92%. This process offers high yield, low waste emissions, and cost savings, making it a promising candidate for industrial application.
Upstream & downstream products
Downstream products
Suppliers50 total
Related reactions
Linked notes
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