Basic information
- 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
Show more names
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
Density
1.304 at 68 °F (NTP, 1992) - Denser than water; will sink
1.328 g/cu cm at 25 °C
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
Melting Point
39 °F (NTP, 1992)
4 °C
Physical Description
2-fluorobenzoyl chloride is a colorless liquid. (NTP, 1992)
Colorless liquid; [CAMEO]
Physicochemical properties
- Melting point
- 4 °C · 4 °C (lit.)
- Boiling point
- 90 · 90-92 °C/15 mmHg (lit.)
- Density
- 1.328 g/mL · 1.328 g/mL at 25 °C (lit.)
- refractive index
- 20 · n20/D 1.536(lit.)
- Flash point
- 180 °F · 180 °F
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- Chloroform (Slightly)
- form
- Liquid
- Specific Gravity
- 1.328 · 1.328
- color
- Clear colorless to faintly colored
- Water Solubility
- Decomposition
- Sensitive
- Lachrymatory
- BRN
- 636864 · 636864
- InChI
- 1S/C7H4ClFO/c8-7(10)5-3-1-2-4-6(5)9/h1-4H
- InChIKey
- RAAGZOYMEQDCTD-UHFFFAOYSA-N
- SMILES
- Fc1ccccc1C(Cl)=O
- CAS DataBase Reference
- 393 · 393-52-2(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 4 H017N76S · Z4H017N76S
- NIST Chemistry Reference
- 2 · Benzoyl chloride, 2-fluoro-(393-52-2)
- EPA Substance Registry System
- o-Fluorobenzoyl chloride (393-52-2)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 5 · GHS05
- Signal word
- Danger
- Hazard statements
- 314 · H314
- Precautionary statements
- 280 · P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363-P405
- PPE
- Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
- Hazard Codes
- C
- Risk Statements
- 34 · 34-37-36/37-14
- Safety Statements
- 26 · 26-36/37/39-45-28A-27
- RIDADR
- 3265 · UN 3265 8/PG 2
- WGK Germany
- 3 · 3
- RTECS
- 6640000 · DM6640000
- F
- 10 · 10-19-21
- Hazard Note
- Corrosive/Lachrymatory
- TSCA
- TSCA listed
- HazardClass
- 8 · 8
- PackingGroup
- II
- HS Code
- 29163900 · 29163900
- Storage Class
- 8 A · 8A - Combustible corrosive hazardous materials
- Hazard Classifications
- 1 B · Skin Corr. 1B
- Hazardous Substances Data
- 393 · 393-52-2(Hazardous Substances Data)
- REACH Registrations
- Active
- Limited Quantities
- 1 L · 1.0 L (0.3 gallons) (liquid) or 1 Kg (2.2 lbs) (solid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
Safety & regulation
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
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]
Reactivity Profile
2-FLUOROBENZOYL CHLORIDE is sensitive to moisture. Incompatible with water, alcohol, bases (including amines) and with oxidizing agents (NTP, 1992). May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts [J. Haz. Mat., 1981, 4, 291].
Safety & protection
Fire Fighting
This compound is not very flammable but any fire involving this compound may produce dangerous vapors. You should evacuate the area. All firefighters should wear full-body protective clothing and use self-contained breathing apparatuses. You should extinguish any fires involving this chemical with a dry chemical, carbon dioxide, foam, or halon extinguisher. (NTP, 1992)
First Aid
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.
Nonfire Spill Response
SMALL SPILLS AND LEAKAGE: If you should spill this chemical, use absorbent paper to pick up all liquid spill material. Seal the absorbent paper, as well as any of your clothing which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Wash any surfaces you may have contaminated with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.
Disposal Methods
SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.
Toxicology
Safety data
- F
- 10-19-21
- PPE
- Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- DM6640000
- ridadr
- UN 3265 8/PG 2
- hs_code
- 29163900
- risk_code
- 34-37-36/37-14
- Signal word
- Danger
- Symbol(GHS)
- GHS05
- hazard_code
- C
- hazard_note
- Corrosive/Lachrymatory
- safety_code
- 26-36/37/39-45-28A-27
- hazard_class
- 8
- Storage Class
- 8A - Combustible corrosive hazardous materials
- packing_group
- II
- Hazard statements
- H314
- Limited Quantities
- 1.0 L (0.3 gallons) (liquid) or 1 Kg (2.2 lbs) (solid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
- REACH Registrations
- Active
- Hazard Classifications
- Skin Corr. 1B
- Precautionary statements
- P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363-P405
- Hazardous Substances Data
- 393-52-2(Hazardous Substances Data)
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
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/
Applications
Uses2-Fluorobenzoyl Chloride (cas# 393-52-2) is a compound useful in organic synthesis.
Uses2-Fluorobenzoyl chloride has been used in the preparation of 3-(N-Hydroxycarbamimidoyl)-benzoic acid methyl ester. It has been used to develop an hollow-fiber liquid phase microextraction with in situ derivatization method coupled with HPLC-UV for the determination of metformin hydrochloride in biological fluids.
General DescriptionColorless liquid.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
Related reactions
Linked notes
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