HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Compound

Formanilide

HCID 7671
New noteNew reactionRequest quotes
Print preview
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
103-70-8
Standard SMILES
O=CNc1ccccc1
InChIKey
DYDNPESBYVVLBO-UHFFFAOYSA-N
Molecular formula
C7H7NO
Average molar mass
121.14 g/mol
Monoisotopic mass
121.05276384

Overview

Formanilide is a white crystalline solid. (NTP, 1992)

Names & identifiers

Preferred name
Formanilide
IUPAC
N-phenylformamide
English name
FORMANILIDE
Molecular formula
C7H7NO
Molecular weight
121.14

Names & synonyms

FormanilideN-PHENYLFORMAMIDE103-70-8N-FormylanilinePhenyl formamideFormylanilineCarbanilaldehydeFormamidobenzeneAniline, N-formyl-DTXSID30253382805XEA9CLNSC-8862
Show more names
AnilinoformaldehydeNSC 8862NSC 203239FormamilideFORMANILINE
DTXCID205338CHEBI:42416RefChem:830993203-136-0Formamide, N-phenyl-N-phenyl-formamidephenylformamideMFCD00003276

Database identifiers

CAS
103-70-8
PubChem CID
7671
DTXSID
DTXSID3025338
ChEMBL
CHEMBL1232659
ChEBI
CHEBI:42416
UNII
2805XEA9CL
EC Number
203-136-0
Nikkaji
J28.435A

Properties

Computed structural properties

XLogP
1.2
Topological polar surface area
29.1 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
1
Rotatable bonds
1
Heavy atoms
9
Formal charge
0
Complexity
86.9

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Other Aromatics (Nitrogen)
SpringerMaterials Properties15N nuclear magnetic resonance spectrum
LogP · 2 items

log Kow= 1.15

1.2

Density · 2 items

1.144 at 68 °F (NTP, 1992) - Denser than water; will sink

1.186 @ 50 °C

Viscosity1.65 mN/s/m @ 20 °C
Color/FormWhite crystals
Solubility · 3 items

10 to 50 mg/mL at 77 °F (NTP, 1992)

> 10% in benzene; > 10% in ether; > 10% ethanol

In water, 28.6 g/l @ 25 °C; 25.4 g/l @ 20 °C

Flash Pointgreater than 235 °F (NTP, 1992)
Boiling Point · 2 items

520 °F at 760 mmHg (NTP, 1992)

271 °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 · 5 items

This chemical does not meet GHS hazard criteria for 37.5% (3 of 8) of reports.

Warning

H302 (62.5%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 8 reports by companies from 3 notifications to the ECHA C&L Inventory.

Hazard information

Fire HazardsThis chemical is probably combustible. (NTP, 1992)
Health HazardsSYMPTOMS: Exposure to this chemical may cause cyanosis, headache, dizziness, confusion, decreased blood pressure, convulsions and coma. (NTP, 1992)
Hazards SummaryEmergency treatment: Symptomatic drug ingestion; [HSDB] Causes somnolence, muscle weakness, and respiratory stimulation in intravenous lethal-dose studies of dogs; [RTECS] May cause irritation; [Alfa Aesar MSDS] See N-Methylformamide.
Reactive GroupAmides and Imides
Reactivity Profile · 1 item

FORMANILIDE 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).

Air and Water ReactionsThis chemical may be sensitive to prolonged exposure to air. (NTP, 1992). Soluble in water.

Chemistry & industry

Pharmacology

Metabolism/Metabolites · 2 items

AGMENELLUM QUADRUPLICATUM STRAIN PR-6 & OSCILLATORIA SPECIES STRAIN JCM GROWN PHOTOAUTOTROPHICALLY IN PRESENCE OF ANILINE METABOLIZED ANILINE TO FORMANILIDE.

JERINA, DM, DALY, JW & WITKOP, B; BIOCHEMISTRY 10, (l971) YIELDS N-(P-HYDROXYPHENYL)FORMAMIDE IN LIVER: /FROM TABLE/

Uses & manufacturing

Uses · 4 items

Used for chemical synthesis and formerly as a local anesthetic, analgesic, and antipyretic; [HSDB]

Feedstock for chemical synthesis

Analgesic and antipyretic

MEDICATION

Methods of ManufacturingReview on methods of preparation: de Jonge et al, Rec Trav Chim 75, 5 (1956).
General Manufacturing InformationFormamide, N-phenyl-: ACTIVE
Applications · 2 items

UsesFormanilide was used to study the zero electron kinetic energy(ZEKE) spectra of cis- and trans-formanilide. It was used to investigate the gas-phase structures of the two isomers of the trans-formanilide-water complex by two-colour (1+1′) resonance enhanced multiphoton ionisation (REMPI) and ZEKE spectroscopy.

General DescriptionWhite crystalline solid.

Upstream & downstream products

Downstream products

4-Aminobenzotrifluoridephthalogen auxiliary agent BSMphthalogen auxiliary BSK

Related reactions

75 records
New reaction record
HRID 7263 reaction equation
HRID 7263As reactantuspto-grants-2006_08
HRID 27670 reaction equation
HRID 27670As productAs reactantuspto-grants-1980_09
HRID 65489 reaction equation
HRID 65489As reactantuspto-grants-1986_09
HRID 127815 reaction equation
HRID 127815As reactantuspto-grants-1981_03
HRID 170542 reaction equation
HRID 170542As productAs reactantTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 176853 reaction equation
HRID 176853As reactantTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
HRID 189308 reaction equation
HRID 189308As reactantTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
HRID 224914 reaction equation
HRID 224914As reactantuspto-grants-1980_11
Page 1 of 10

Compound notes

Loading…

On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
More actions
New noteNew reactionRequest quotes
Decomposition
When heated to decomposition it emits toxic fumes of /nitrogen oxides/.
Melting Point · 2 items

115.9 to 117.5 °F (NTP, 1992)

46.6-47.5 °C

Vapor Pressure · 2 items

0.00357 [mmHg]

3.57X10-3 mm Hg @ 25 °C

Physicochemical properties

Melting point
46 · 46-48 °C(lit.)
Boiling point
166 °C14 · 166 °C14 mm Hg(lit.)
Density
1.144 g/mL · 1.144 g/mL at 25 °C(lit.)
refractive index
1.5908 · 1.5908 (estimate)
Flash point
230 °F · >230 °F
storage temp.
2 · Sealed in dry,2-8°C
solubility
25.4 g/L · water: soluble25.4g/L at 20°C
form
Crystals
pka
15 · 15.00±0.70(Predicted)
Specific Gravity
1.144 · 1.144
color
White to pale grayish-beige
Water Solubility
25.4 g/L · water: soluble 25.4g/L at20°Cwater: soluble 28.6g/L at25°C
Merck
14 · 14,4238
BRN
906934 · 906934
Henry's Law Constant
1.2 · 1.2×103 mol/(m3Pa) at 25℃, HSDB (2015)
Stability
Stable. Combustible. Incompatible with strong oxidizing agents.
InChI
1S/C7H7NO/c9-6-8-7-4-2-1-3-5-7/h1-6H,(H,8,9)
InChIKey
DYDNPESBYVVLBO-UHFFFAOYSA-N
SMILES
O=CNc1ccccc1
CAS DataBase Reference
103 · 103-70-8(CAS DataBase Reference)
EWG's Food Scores
1 · 1
FDA UNII
2805 XEA9CL · 2805XEA9CL
EPA Substance Registry System
Formanilide (103-70-8)
UNSPSC Code
12352100 · 12352100
NACRES
22 · NA.22
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
302 · H302
Precautionary statements
280 f-P264-P270-P301+P312+P330-P501 · P280f-P264-P270-P301+P312+P330-P501
PPE
95 · Eyeshields, Gloves, type N95 (US)
Risk Statements
22 · 22
Safety Statements
22 · 22-24/25
WGK Germany
2 · 2
RTECS
1780000 · BY1780000
F
8 · 8
TSCA
TSCA listed
HS Code
29242990 · 29242990
Storage Class
11 · 11 - Combustible Solids
Hazardous Substances Data
103 · 103-70-8(Hazardous Substances Data)
Toxic Combustion ProductsWhen heated to decomposition it emits toxic fumes of /nitrogen oxides/.
Hazard Classes and CategoriesAcute Tox. 4 (62.5%)

Safety & protection

Fire FightingFires involving this chemical can be controlled with a dry chemical, carbon dioxide, foam or Halon extinguisher. (NTP, 1992)
First Aid · 1 item

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 · 1 item

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 strong 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 · 1 item

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Personal Protective Equipment (PPE) · 1 item

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)

Toxicology

Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 100(SRC), determined from an measured log Kow of 1.15(2) and a regression-derived equation(3), indicates that N- phenylformamide is expected to have high mobility in soil(SRC). Volatilization of N-phenylformamide from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 8.45X10-9 atm-cu m/mole(SRC), using a fragment constant estimation method(4). N-Phenylformamide is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 3.57X10-3 mm Hg(5). N-Phenylformamide, present at 20 mg/l in water, eliminated 100% of dissolved organic carbon in 4 weeks using the modified OECD screening test(6). Therefore, this compound may biodegrade in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 100(SRC), determined from a log Kow of 1.15(2) and a regression-derived equation(3), indicates that N-phenylformamide is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 8.45X10-9 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 2(SRC), from its log Kow(2) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is low(SRC). N-Phenylformamide is expected to undergo slow chemical hydrolysis(7). The hydrolysis half-life in water at 55 °C and pH 5-9 has been estimated to be on the order of 29-146 days(7). N-Phenylformamide, present at 20 mg/l, eliminated 100% of dissolved organic carbon in 4 weeks using the modified OECD screening test(8). Therefore, this compound is expected to biodegrade in the environment(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), N-phenylformamide, which has a vapor pressure of 3.57X10-3 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere(SRC). Vapor-phase N-phenylformamide is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 9 hours(SRC), calculated from its rate constant of 43X10-12 cu cm/molecule-sec at 25 °C(SRC) determined using a structure estimation method(3).

Effluent ConcentrationsN-Phenylformamide has been detected, but not quantified, in US wastewater treatment effluent(1).
Soil Adsorption/Mobility · 1 item

The Koc of N-phenylformamide is estimated as 100(SRC), using a log Kow of 1.15(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that N-phenylformamide is expected to have high mobility in soil(SRC).

Artificial Pollution Sources · 1 item

N-Phenylformamide's production and use as a feedstock for chemical synthesis(1) may result in its release to the environment through various waste streams(SRC). N-Phenylformamide's production and former use as an analgesic and antipyretic(2) may have resulted in its release to the environment through various waste streams(SRC). N-Phenylformamide has been detected, but not quantified, in US wastewater treatment effluent(3).

Environmental BiodegradationAEROBIC: In a modified OECD screening test with N-phenylformamide, present at 20 mg/l, 100% of dissolved organic carbon was removed in 4 weeks(1). Therefore, this compound is expected to biodegrade in the environment(SRC).
Environmental Bioconcentration · 1 item

An estimated BCF of 2 was calculated for N-phenylformamide(SRC), using a log Kow of 1.15(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).

Volatilization from Water/Soil · 1 item

The Henry's Law constant for N-phenylformamide is estimated as 8.45X10-9 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that N-phenylformamide is expected to be essentially nonvolatile from water surfaces(2). N-Phenylformamide is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 3.57X10-3 mm Hg(3).

Non-Human Toxicity ExcerptsPoison by ingestion & intravenous routes.
Environmental Abiotic Degradation · 1 item

The rate constant for the vapor-phase reaction of N- phenylformamide with photochemically-produced hydroxyl radicals has been estimated as 43X10-12 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 9 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). N-Phenylformamide is expected to undergo slow chemical hydrolysis(2). The hydrolysis half-life in water at 55 °C and pH 5-9 has been estimated to be on the order of 29-146 days(2).

Probable Routes of Human ExposureOccupational exposure to N-phenylformamide may have occurred through inhalation and dermal contact with this compound at workplaces where N- phenylformamide was produced or used. (SRC)
Environmental Fate/Exposure Summary · 1 item

N-Phenylformamide's production and use as a feedstock for chemical synthesis may result in its release to the environment through various waste streams. N-Phenylformamide's production and former use as an analgesic and antipyretic may have resulted in its release to the environment through various waste streams. If released to air, a vapor pressure of 3.57X10-3 mm Hg at 25 °C indicates N-phenylformamide will exist solely as a vapor in the ambient atmosphere. Vapor-phase N-phenylformamide will be degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals; the half-life for this reaction in air is estimated to be 9 hours. If released to soil, N-phenylformamide is expected to have high mobility based upon an estimated Koc of 100. Volatilization from moist soil surfaces is not expected to be an important fate process based upon an estimated Henry's Law constant of 8.45X10-9 atm-cu m/mole. If released into water, N-phenylformamide is not expected to adsorb to suspended solids and sediment based upon the estimated Koc. N-Phenylformamide, present at 20 mg/l in water, eliminated 100% of dissolved organic carbon in 4 weeks using the modified OECD screening test. Therefore, this compound may be expected to biodegrade in the environment. Volatilization from water surfaces is not expected to be an important fate process based upon this compound's estimated Henry's Law constant. An estimated BCF of 2 suggests the potential for bioconcentration in aquatic organisms is low. N-Phenylformamide is expected to undergo slow chemical hydrolysis; its hydrolysis half-life in water ranges from 29-146 days. Occupational exposure to N-phenylformamide may have occurred through inhalation and dermal contact with this compound at workplaces where N-phenylformamide was produced or used. (SRC)

Safety data

F
8
PPE
Eyeshields, Gloves, type N95 (US)
wgk
2
tsca
TSCA listed
rtecs
BY1780000
hs_code
29242990
risk_code
22
Signal word
Warning
Symbol(GHS)
GHS07
safety_code
22-24/25
Storage Class
11 - Combustible Solids
Hazard statements
H302
Precautionary statements
P280f-P264-P270-P301+P312+P330-P501
Hazardous Substances Data
103-70-8(Hazardous Substances Data)
4-Aminodiphenylamine
N-Methylformanilide
(2,4-dichlorophenyl)imidocarbonyl dichloride
Methoxymethyldiphenylamine
Phenyl isocyanide dichloride
N-Boc aniline
Ethyl N-phenylformimidate
3-Methoxydiphenylamine
4-Hydroxy-2,6-dimethoxybenzaldehyde
Quinazoline
Benzenesulfonyl chloride, 4-(formylamino)-

Additional notes

DefinitionChEBI: A member of the class of formamides that is formamide in which one of the amino hydrogens is replaced by a phenyl group.