2,6-Difluorobenzoic acid

HCID 9796CAS 385-00-2

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

2,6-DIFLUOROBENZOIC ACID385-00-2Benzoic acid, 2,6-difluoro-95B9M9KUY5NSC-126584DTXSID7075391RefChem:83230DTXCID4039520206-856-3MFCD000024112,6-DifluorobenzoicacidBRN 0973774
Show more names
2,6-Difluorobenzoic2.6-DifluorobeAKOS BBS-00003807RARECHEM AL BO 0020DifluorobenzoicacidDifluorobenzoic aci6-Difluorobenzoic acid2,6-Difuorobenzoic acid2,6-difluorobonzoic acid
EINECS 206-856-32,6-difluoro benzoic acidNSC 126584AI3-63060NSC126584Benzoic acid,6-difluoro-2,6,-difluorobenzoic acid2,6-difluoro-benzoic acid

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

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Benzoic Acid Derivatives
PesticidesEnvironmental transformation -> Pesticide transformation products (metabolite, successor)
LogP1.59
Vapor Pressure0.02 [mmHg]
Physical DescriptionLight brown crystalline solid; [Aldrich MSDS]

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

Safety & regulation

GHS classification

GHS Classification · 4 items

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 · 4 items

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.

Hazards SummaryA skin and strong eye irritant; [Aldrich MSDS]
Hazard Classes and CategoriesSkin Irrit. 2 (100%)

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

Chemistry & industry

Uses & manufacturing

Use ClassificationEnvironmental transformation -> Pesticide transformation products (metabolite, successor)
General Manufacturing InformationBenzoic acid, 2,6-difluoro-: ACTIVE

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 · 1 item

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.

Suppliers50 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
宁太化工(山东)有限公司15314216173
爱斯特(成都)生物制药股份有限公司+86-28-85122536 85324413 · [email protected]
上海赫文斯化工有限公司15721252604 17321035817 · [email protected]

Related reactions

102 records

Linked notes

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