CAS 1583-67-1 3-Fluorophthalic acid (HCID 345381)

Names & identifiers

Preferred name: 3-Fluorophthalic acid
IUPAC: 3-fluorophthalic acid
English name: 3-Fluorophthalic acid
Molecular formula: C8H5FO4
Molecular weight: 184.12

Names & synonyms

3-Fluorophthalic acid1583-67-1BBCQSMSCEJBIRD-UHFFFAOYSA-RefChem:93972216-433-5BBCQSMSCEJBIRD-UHFFFAOYSA-NEINECS 216-433-5InChI=1/C8H5FO4/c9-5-3-1-2-4(7(10)11)6(5)8(12)13/h1-3H,(H,10,11)(H,12,13)NSC 4029993-Fluoro-1,2-benzenedicarboxylic acid1,2-Benzenedicarboxylic acid, 3-fluoro-3-fluorobenzene-1,2-dicarboxylic acid

Show more names

3-Fluorophthalic3-Fluorphthalsure3-Fluorophthatic acid3-Fluorophthalicacid98%3-Fluorophthalic acid 98%3-Fluorophthalic acid, 98% 5GR

MFCD00039524NSC402999Phthalic acid, 3-fluoro-NSC-4029993-Fluorophthalic acid, 98%AKOS005206827AC-9811PS-6605

Database identifiers

CAS: 1583-67-1
PubChem CID: 345381
DTXSID: DTXSID60935884
ChEMBL: CHEMBL1161937
UNII: 5N469ZY8M2
EC Number: 216-433-5
Nikkaji: J206.823K

Properties

Computed structural properties

XLogP: 1
Topological polar surface area: 74.6 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 5
Rotatable bonds: 2
Heavy atoms: 13
Formal charge: 0
Complexity: 228

Experimental & physicochemical properties

SpringerMaterials Properties13C nuclear magnetic resonance spectrum

Physicochemical properties

Melting point: 175 · 175-177 °C (lit.)
Boiling point: 367.9 · 367.9±27.0 °C(Predicted)
Density: 1.4111 · 1.4111 (estimate)
storage temp.: 30 °C · Store below +30°C.
Water Solubility: Soluble in water
form: powder to crystal
pka: 2.32 · 2.32±0.10(Predicted)
color: White to Light yellow
BRN: 2616684 · 2616684
InChI: InChI=1S/C8H5FO4/c9-5-3-1-2-4(7(10)11)6(5)8(12)13/h1-3H,(H,10,11)(H,12,13)
InChIKey: BBCQSMSCEJBIRD-UHFFFAOYSA-N
SMILES: C1(C(O)=O)=CC=CC(F)=C1C(O)=O
CAS DataBase Reference: 1583 · 1583-67-1(CAS DataBase Reference)
FDA UNII: 5 N469ZY8M2 · 5N469ZY8M2
NIST Chemistry Reference: 3 · 3-Fluorophthalic acid(1583-67-1)
UNSPSC Code: 12352106 · 12352106
NACRES: 23 · NA.23
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 · 26-37/39
WGK Germany: 3 · 3
HazardClass: IRRITANT
HS Code: 29173990 · 29173990
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

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 47 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
hs_code: 29173990
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-37/39
hazard_class: IRRITANT
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications

Uses3-Fluorophthalic acid is a widely used chemical and pharmaceutical intermediate, such as being used in the preparation of third-generation quinolone antibacterial drugs.

Preparation methods · 1 item

Preparation(I) Starting with 2,6-difluorobenzonitrile, it is amination-treated in an aprotic solvent to give 2-amino-6-fluorobenzonitrile; (II) 2-amino-6-fluorobenzonitrile is first diazotized and then reacted with liquid HBr to give 2-bromo-6-fluorobenzonitrile; (III) 2-bromo-6-fluorobenzonitrile is cyanided in an aprotic solvent to give 3-fluorophthalonitrile; (IV) 3-fluorophthalonitrile is hydrolyzed in an aqueous solution of an inorganic acid to give 3-fluorophthalic acid.