Basic information
- CAS
533-17-5- Standard SMILES
CC(=O)Nc1ccccc1Cl- InChIKey
KNVQTRVKSOEHPU-UHFFFAOYSA-N- Molecular formula
- C8H8ClNO
- Average molar mass
- 169.61 g/mol
- Monoisotopic mass
- 169.02944156
Overview
O-Chloroacetanilide is an anilide.
Names & identifiers
- Preferred name
- o-Chloroacetanilide
- IUPAC
- N-(2-chlorophenyl)acetamide
- English name
- 2'-Chloroacetanilide
- Molecular formula
- C8H8ClNO
- Molecular weight
- 169.61
Names & synonyms
2'-ChloroacetanilideN-(2-Chlorophenyl)acetamideO-CHLOROACETANILIDEAcetamide, N-(2-chlorophenyl)-2'-Chloro acetanilideUNII-20C42PA69YHSDB 140820C42PA69YNSC-8455EINECS 208-555-2NSC 40562NSC-40562
Show more names
2-CHLOROACETANILIDEo-Chloracetanilide2-Chloro-N-acetanilideAcetanilide, 2'-chloro-N-Acetyl-o-chloroanilineAVO 2-Chloroacetanilide2'-Chloroacetanilide >2-Chloroacetanilide, 98+%
Acetic acid, amide, N-(2-chlorophenyl)-ACETANILIDE, O-CHLORO-DTXSID2060200KNVQTRVKSOEHPU-UHFFFAOYSA-2'ChloroacetanilideAcetanilide, 2'chloroRefChem:167161N(2Chlorophenyl)acetamide
Database identifiers
- CAS
533-17-5- PubChem CID
- 10777
- DTXSID
DTXSID2060200- ChEBI
CHEBI:35087- UNII
- 20C42PA69Y
- EC Number
- 208-555-2
- Nikkaji
- J6.999J
Properties
Computed structural properties
- XLogP
- 1.3
- Topological polar surface area
- 29.1 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 1
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 149
Experimental & physicochemical properties
Chemical ClassesNitrogen Compounds -> Other Aromatics (Nitrogen)
SpringerMaterials PropertiesFusion temperature
LogP1.35
Color/FormNEEDLES FROM DIL ACETIC ACID
Solubility
PRACTICALLY INSOL IN WATER, ALKALIES; SOL IN ALCOHOL
MORE SOL IN BENZENE THAN P-CHLOROACETANILIDE
VERY SOL IN ETHER, HOT BENZENE
Melting Point88 °C
Vapor Pressure0.0000963 [mmHg]
Refractive IndexINDEX OF REFRACTION (95% ETHANOL): 240 NM (LOG E= 4.02)
Physical DescriptionSolid; [HSDB] Brown crystalline powder; [Alfa Aesar MSDS]
Other Experimental PropertiesSUBLIMES AT ABOUT 50-60 °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
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 43 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazards SummaryA skin and strong eye irritant; [Alfa Aesar MSDS] See p-Chloroacetanilide.
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29242998
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- hazard_note
- Irritant
- safety_code
- 26-37/39
- Hazard statements
- H335-H315-H319
- Precautionary statements
- P261-P280a-P304+P340-P305+P351+P338-P405-P501a-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
- Hazardous Substances Data
- 533-17-5(Hazardous Substances Data)
Chemistry & industry
Pharmacology
Metabolism/MetabolitesYIELDS O-CHLOROANILINE IN THE RAT. BRAY HG ET AL; BIOCHEM J 47: 483 (1950). /FROM TABLE/
Uses & manufacturing
Uses
Used as chemical intermediate; [HSDB]
CHEMICAL INTERMEDIATE
U.S. Exports
(1972) No Data
(1975) No Data
U.S. Imports
(1972) No Data
(1975) No Data
U.S. Production
(1972) No Data
(1975) No Data
Methods of Manufacturing...FROM O-CHLOROANILINE & ACETIC ANHYDRIDE: ROBERTS ET AL, J ORG CHEM 24: 654 (1959). COMMERCIAL PREPN: ANDERSON; YOUNG, BARBARO, US PATENTS 2,617,794 & 2,691,010; 2,708,667 (1952, 1954, & 1955, ALL TO AM CYANAMID).
General Manufacturing Information
Acetamide, N-(2-chlorophenyl)-: ACTIVE
SUBLIMES AT ABOUT 50-60 °C, & CAN BE REMOVED FROM MIXTURE WITH CORRESPONDING P-ISOMER IN THIS MANNER...
Applications
Uses2''-Chloroacetanilide
Upstream & downstream products
Upstream raw materials
Related reactions
2 records
Compound notes
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