2-Fluorobenzoyl chloride
Basic information
- CAS
393-52-2- Standard SMILES
O=C(Cl)c1ccccc1F- InChIKey
RAAGZOYMEQDCTD-UHFFFAOYSA-N- Molecular formula
- C7H4ClFO
- Average molar mass
- 158.56 g/mol
- Monoisotopic mass
- 157.99347065
Overview
2-fluorobenzoyl chloride is a colorless liquid. (NTP, 1992)
Names & identifiers
- Preferred name
- 2-Fluorobenzoyl chloride
- IUPAC
- 2-fluorobenzoyl chloride
- English name
- 2-Fluorobenzoyl chloride
- Molecular formula
- C7H4ClFO
- Molecular weight
- 158.56
Names & synonyms
2-FLUOROBENZOYL CHLORIDEo-Fluorobenzoyl chlorideBenzoyl chloride, 2-fluoro-Benzoyl chloride, o-fluoro-CCRIS 5914DTXSID3025330HSDB 4261EINECS 206-887-2NSC 88304UNII-Z4H017N76SBRN 0636864Z4H017N76S
Show more names
SKL751uorobenzoyL2-Fluorobenzoylo-FluorobenzoylAKOS BBS-00003920Ataluren impurity D2-Fluorobenzoyl chlo2-Fluorbenzoylchlorid
NSC-88304ortho-Fluorobenzoyl chlorideDTXCID005330RAAGZOYMEQDCTD-UHFFFAOYSA-EC 206-887-24-09-00-00951 (Beilstein Handbook Reference)2-FLUOROBENZENECARBONYL CHLORIDE2-FLUOROBENZOYL CHLORIDE [HSDB]
Database identifiers
- CAS
393-52-2- PubChem CID
- 9808
- DTXSID
DTXSID3025330- ChEMBL
CHEMBL1606202- UNII
- Z4H017N76S
- EC Number
- 206-887-2
- Nikkaji
- J44B
Properties
Computed structural properties
- XLogP
- 2.8
- Topological polar surface area
- 17.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 1
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 138
Experimental & physicochemical properties
Chemical ClassesToxic Gases & Vapors -> Acid Halides
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
Density
1.304 at 68 °F (NTP, 1992) - Denser than water; will sink
1.328 g/cu cm at 25 °C
Color/FormLiquid
SolubilityDecomposes (NTP, 1992)
Flash Point
180 °F (NTP, 1992)
180 °F
Boiling Point
403 °F at 760 mmHg (NTP, 1992)
206 °C
Boiling point = 90-92 °C at 15 mm Hg
DecompositionWhen heated to decomposition it emits toxic fumes of /hydrogen chloride and hydrogen flouride/.
Melting Point
39 °F (NTP, 1992)
4 °C
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
Danger
H290 (66.9%): May be corrosive to metals [Warning Corrosive to Metals]
P234, P260, P261, P264, P264+P265, P271, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P319, P321, P363, P390, P403+P233, P405, P406, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 157 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Status: Active Update: 23-05-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/26418
2-Fluorobenzoyl chloride: Does not have an individual approval but may be used under an appropriate group standard
DOT LabelCorrosive
Fire HazardsThis chemical is combustible. (NTP, 1992)
Health HazardsSYMPTOMS: Symptoms of exposure to this compound may include strong irritation of the skin, eyes and mucous membranes, lachrymation and corrosion of tissues.
Hazards Summary
A strong skin, eye, and mucous membrane irritant; A corrosive substance that causes lacrimation; [CAMEO] Corrosive; Causes burns; Reacts violently with water; May cause chemical pneumonitis after inhalation of high concentrations; [MSDSonline]
Reactive GroupAcyl Halides, Sulfonyl Halides, and Chloroformates
Reactivity AlertsWater-Reactive
Chemistry & industry
Uses & manufacturing
Uses
Used to make flunitrazepam, a hypnotic drug; [HSDB]
Chem intermediate for flunitrazepam, a hypnotic drug
U.S. Exports
(1977) No Data
(1979) No Data
U.S. Imports
(1977) 4.00X10+6 GRAMS (PRINCPL CUSTMS DISTS)
(1978) 5.00X10+6 GRAMS (PRINCPL CUSTMS DISTS)
U.S. Production
(1977) No Data
(1979) No Data
Consumption PatternsEssentially 100% as a chemical intermediate
Methods of ManufacturingReaction of 2-fluorobenzoic acid with thionyl chloride
General Manufacturing Information
Benzoyl chloride, 2-fluoro-: ACTIVE
Rohypnol is legally manufactured by Hoffmann-LaRoche outside the U.S. ... Much of the concern surrounding Rohypnol is its abuse as a "date rape" drug. ... It has been used throughout the United States by high school and college students, street gang members, rave and nightclub attendees, drug addicts, and alcohol abusers. ... Rohypnol is not approved for manufacture or sale within the United States. ... As a result of the 1971 United Nations Convention on Psychotropic Substances, the United States placed Rohypnol under Schedule IV of the Controlled Substances Act in 1984. Rohypnol is not approved for manufacture or sale within the United States. ... By March 1995, the United Nations Commission on Narcotic Drugs had transferred Rohypnol from a Schedule IV to a Schedule III drug. ... In response to Rohypnol abuse and use of the drug to facilitate sexual assaults, the U.S. Congress passed the Drug Induced Rape Prevention and Punishment Act, effective October 13, 1996. ... In 1997, penalties for possession, trafficking, and distribution of Rohypnol were further increased by the U.S. Sentencing Commission's Federal Sentencing Guidelines to those of a Schedule I substance because of growing abuse of the drug. /Flunitrazepam/
Related reactions
457 records
Compound notes
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