Basic information
- CAS
92-49-9- Standard SMILES
CCN(CCCl)c1ccccc1- InChIKey
DBDNQNARCHWMSP-UHFFFAOYSA-N- Molecular formula
- C10H14ClN
- Average molar mass
- 183.68 g/mol
- Monoisotopic mass
- 183.08147713
Names & identifiers
- Preferred name
- N-(2-Chloroethyl)-N-ethylaniline
- IUPAC
- N-(2-chloroethyl)-N-ethylaniline
- English name
- N-Chloroethyl-N-ethylaniline
- Molecular formula
- C10H14ClN
- Molecular weight
- 183.68
Names & synonyms
Show more names
Database identifiers
- CAS
92-49-9- PubChem CID
- 7093
- DTXSID
DTXSID6052615- UNII
- YRZ30ATK2G
- EC Number
- 202-159-3
- Nikkaji
- J29.601E
Properties
Computed structural properties
- XLogP
- 3.4
- Topological polar surface area
- 3.2 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 4
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 110
Experimental & physicochemical properties
Physicochemical properties
- Melting point
- 46 °C · 46°C
- Boiling point
- 302.39 °C · 302.39°C (rough estimate)
- Density
- 1.0821 · 1.0821 (rough estimate)
- refractive index
- 1.61 · 1.6100 (estimate)
- pka
- 5.52 · 5.52±0.50(Predicted)
- InChI
- InChI=1S/C10H14ClN/c1-2-12(9-8-11)10-6-4-3-5-7-10/h3-7H,2,8-9H2,1H3
- InChIKey
- DBDNQNARCHWMSP-UHFFFAOYSA-N
- SMILES
- C1(N(CCCl)CC)=CC=CC=C1
- CAS DataBase Reference
- 92 · 92-49-9(CAS DataBase Reference)
- FDA UNII
- 30 ATK2G · YRZ30ATK2G
- EPA Substance Registry System
- N-Ethyl-N-(2-chloroethyl)aniline (92-49-9)
- Symbol(GHS)
- 6 · GHS06
- Signal word
- Danger
- Hazard statements
- 311 · H311-H301
- Precautionary statements
- 280 · P280-P302+P352-P312-P322-P361-P363-P405-P501-P264-P270-P301+P310-P321-P330-P405-P501
- TSCA
- TSCA listed
- Hazardous Substances Data
- 92 · 92-49-9(Hazardous Substances Data)
Safety & regulation
GHS classification
GHS Classification
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P262, P264, P270, P280, P301+P316, P302+P352, P316, P321, P330, P361+P364, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 37 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Safety & protection
Disposal Methods
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.
Toxicology
TSCA Test Submissions
N-(2-chloroethyl)-N-ethylaniline was evaluated for acute dermal toxicity in 4 groups of 4 New Zealand White rabbits (sex not indicated) administered 0.100, 0.215, 0.464, and 1.00 ml/kg bw doses of the test substance to the abdominal skin under occlusive conditions. The skin of 2 rabbits in each group was abraded prior to application of the test substance. Animals were observed for 14 days following treatment. The use of controls was not reported. Mortalities included one at both the 0.215 ml/kg and 0.464 ml/kg levels, and 4 at the 1.00 ml/kg level. The LD50 (and 95% confidence limits) were determined by the moving average method to be 464 ml/kg (0.270 - 0.799). Clinical signs included depression and nasal discharge at the 0.100 and 0.215 levels; hunched posture, emaciation, and half closed eyes at the 0.215 l ml/kg level. Additional signs observed at 0.464 ml/kg level included wheezing, diarrhea, excessive salivation, hyperactivity, and exceptionally blue eyes. The single high dose rabbit that survived long enough for observation displayed the additional signs of depressed righting and placement reflexes and labored respiration. Signs of dermal irritation were seen in all treatment groups. Gross necropsy of rabbits that died revealed congested lungs at all levels; congested kidneys at the two highest dose levels; and autolysis, pale livers and stomachs which fell apart when handled at the highest dose.
N-(2-chloroethyl)-N-ethylaniline ( CAS # 92-49-9) was evaluated for acute dermal toxicity in 4 male albino rabbits (strain not indicated) exposed to the test substance under occlusive conditions at a dose level of 200 mg/kg body weight for 24 hours. The skin of 2 rabbits was abraded prior to application of the test substance. The use of controls was not reported. All animals died within 24 hrs. No LD50 was determined and no clinical signs were reported. Gross necropsy revealed organs of the thorax and abdomen to be normal.
Non-Human Toxicity Excerpts
ETHYLPHENYL-2-CHLOROETHYLAMINE, A MONOFUNCTIONAL MUSTARD WAS TESTED IN VIVO AGAINST WALKER CARCINOMA 259 IN RATS AND FOUND TO BE INACTIVE.
Poison by intraperitoneal and skin contact routes. Moderately toxic by ingestion.
Safety data
- tsca
- TSCA listed
- Signal word
- Danger
- Symbol(GHS)
- GHS06
- Hazard statements
- H311-H301
- Precautionary statements
- P280-P302+P352-P312-P322-P361-P363-P405-P501-P264-P270-P301+P310-P321-P330-P405-P501
- Hazardous Substances Data
- 92-49-9(Hazardous Substances Data)
Chemistry & industry
Pharmacology
Uses & manufacturing
Uses
A metabolite of alkoxyaniline mustards in microsomal suspensions; [HSDB]
N-ETHYL-N-(2-CHLOROETHYL)ANILINE IS A METABOLITE OF ALKOXYANILINE MUSTARDS IN MICROSOMAL SUSPENSIONS.
Applications
UsesN-Chloroethyl-N-ethylaniline is used as an intermediate in the synthesis of dyes as an aniline organic compound.
Upstream & downstream products
Upstream raw materials
Suppliers33 total
Related reactions
Compound notes
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