Basic information
- CAS
32685-16-8- Standard SMILES
O=C(NO)c1ccccc1- InChIKey
VDEUYMSGMPQMIK-UHFFFAOYSA-N- Molecular formula
- C7H7NO2
- Average molar mass
- 137.14 g/mol
- Monoisotopic mass
- 137.04767847
Names & identifiers
- Preferred name
- Benzohydroxamic acid
- IUPAC
- N-hydroxybenzamide
- English name
- Benzohydroxamic acid
- Molecular formula
- C7H7NO2
- Molecular weight
- 137.14
Names & synonyms
Show more names
Database identifiers
- CAS
32685-16-8、495-18-1- PubChem CID
- 10313
- DTXSID
DTXSID7025421- ChEMBL
CHEMBL16300- UNII
- K8YW73872D
- EC Number
- 207-797-6
- Nikkaji
- J1.560A
Properties
Computed structural properties
- XLogP
- 0.3
- Topological polar surface area
- 49.3 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 1
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 119
Experimental & physicochemical properties
Melting Point
259 to 266 °F (NTP, 1992)
128
Physicochemical properties
- Melting point
- 126 · 126-130 °C(lit.)
- Boiling point
- 251.96 °C · 251.96°C (rough estimate)
- Density
- 1.2528 · 1.2528 (rough estimate)
- refractive index
- 1.503 · 1.5030 (estimate)
- storage temp.
- 2 · 2-8°C
- solubility
- Soluble in alcohol. Slightly soluble in ether. Insoluble in benzene.
- pka
- 1 · pK1: 8.89(0) (20°C)
- form
- Solid
- color
- Rhombic tablets
- Water Solubility
- 22 g/L · 22 g/L (6 ºC)
- BRN
- 1907585 · 1907585
- Stability
- Moisture and Temperature Sensitive
- InChI
- 1S/C7H7NO2/c9-7(8-10)6-4-2-1-3-5-6/h1-5,10H,(H,8,9)
- InChIKey
- VDEUYMSGMPQMIK-UHFFFAOYSA-N
- SMILES
- ONC(=O)c1ccccc1
- CAS DataBase Reference
- 495 · 495-18-1(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 8 YW73872D · K8YW73872D
- NIST Chemistry Reference
- Benzamide, n-hydroxy-(495-18-1)
- EPA Substance Registry System
- Benzohydroxamic acid (495-18-1)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07,GHS08
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335-H341
- Precautionary statements
- 201 · P201-P261-P305+P351+P338-P405-P501a-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
- PPE
- 95 · Eyeshields, Gloves, type N95 (US)
- Hazard Codes
- Xn
- Risk Statements
- 68 · 68-40-20/21/22
- Safety Statements
- 45 · 45-36/37-36-22
- WGK Germany
- 3 · 3
- RTECS
- 9650000 · DF9650000
- TSCA
- TSCA listed
- HS Code
- 29280090 · 29280090
- Storage Class
- 11 · 11 - Combustible Solids
- Toxicity
- 500 mg/kg · LD orl-rat: >500 mg/kg NCNSA6 5,26,53
- REACH Registrations
- Inactive
Safety & regulation
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation];H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H335 (97%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation];H341 (97%): Suspected of causing genetic defects [Warning Germ cell mutagenicity]
P203, P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P318, 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 33 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Regulatory Information
Chemical: Benzamide, N-hydroxy-
Status: No longer Valid Update: 18-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/24948
Benzamide, N-hydroxy-: Does not have an individual approval but may be used under an appropriate group standard
Reactivity Profile
N-HYDROXYBENZAMIDE is an amide. Amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx).
Safety & protection
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.;SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment.;INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing.;INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)
Nonfire Spill Response
SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces 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.;STORAGE PRECAUTIONS: You should store this material in a refrigerator. (NTP, 1992)
Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)
Regulatory information
Regulatory Information
Chemical: Benzamide, N-hydroxy-
Status: No longer Valid Update: 18-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/24948
Benzamide, N-hydroxy-: Does not have an individual approval but may be used under an appropriate group standard
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- DF9650000
- hs_code
- 29280090
- Toxicity
- LD orl-rat: >500 mg/kg NCNSA6 5,26,53
- risk_code
- 68-40-20/21/22
- Signal word
- Warning
- Symbol(GHS)
- GHS07,GHS08
- hazard_code
- Xn
- safety_code
- 45-36/37-36-22
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319-H335-H341
- REACH Registrations
- Inactive
- Precautionary statements
- P201-P261-P305+P351+P338-P405-P501a-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
Chemistry & industry
Uses & manufacturing
Applications
UsesBenzhydroxamic acid is used as precursor in the synthesis of novel mono-anionic and di-anionic hydroxamato complexes by reacting with BiPh3 and Bi(O(t)Bu)3, which has anti-bacterial activity against helicobacter pylori. It is used in the photometric determination of trace amounts of vanadium in alloy steels by making mixed-ligand vanadium chelates with ammonium thiocyanate. It is also involved in the palladium catalyzed synthesis of benzisoxazolones.
UsesBenzhydroxamic acid may be employed for the Pd-catalyzed synthesis of benzisoxazolones.
General DescriptionRhombic crystals or light beige solid.
Preparation methods
PreparationTo a rapidly stirred suspension of 19.6 gm (0.35 mole) of powdered anhydrous potassium hydroxide in 120 ml of pyridine, maintained at 0-5°C, is a added a solution of 13.9 gm (0.2 mole) of hydroxylamine hydrochloride in 100 ml of pyridine. While maintaining the reaction temperature at 0-5°C, 15 gm (0.1 mole) of ethyl benzoate is added. Vigorous stirring is continued at room temperature for 6 hr. Then the solids are filtered off. The solids are washed with cold water to remove inorganic coproducts. The remainder, recrystallized from aqueous ethanol, represents a 94% yield of potassium benzohydroxamate. This salt is triturated with cold 0.01 TV hydrochloric acid. From this mixture, by the usual procedures, 12.5 gm (91% overall) of benzohydroxamic acid is isolated, m.p. 131°C (from aqueous alcohol).
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
Related reactions
Compound notes
Loading…