N-(2-Chloroethyl)-N-ethylaniline

HCID 7093

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

N-(2-Chloroethyl)-N-ethylanilineBenzenamine, N-(2-chloroethyl)-N-ethyl-N-ETHYL-N-(2-CHLOROETHYL)ANILINEN-(2-Chloroethyl)-N-ethylbenzenamineHSDB 5276UNII-YRZ30ATK2GEINECS 202-159-3BRN 1073025DTXSID60526153-12-00-00263 (Beilstein Handbook Reference)N-ETHYL-N-(2-CHLOROETHYL)ANILINE [HSDB]RefChem:161707
Show more names
emery5770N-Chloroethyl-N-ethyethyl(chloroethyl)anilineN-Chlorethyl-N-ethylanilin4-chloro-n,n-diethyl-anilinN-CHLOROETHYL-N-ETHYLANILINEN-ETHYL-N-CHLOROETHYL ANILINE2-(n-ethylanilino)ethylchloride2-chloroethyl-ethyl-phenyl-amine
N(2Chloroethyl)Nethylaniline2(NEthylanilino)ethyl chlorideAniline, N(2chloroethyl)NethylDTXCID0031188N(2Chloroethyl)NethylbenzenamineBenzenamine, N(2chloroethyl)Nethyl202-159-3245-082-0

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

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Other Aromatics (Nitrogen)
Color/FormNEEDLES FROM ALCOHOL
SolubilitySOL IN HOT ALCOHOL
Boiling Point251-253 °C
DecompositionWhen heated to decomposition it emits toxic vapors of /Nitrogen Oxides and Hydrogen Chloride/.
Melting Point45.5-46.5 °C

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

Safety & regulation

GHS classification

GHS Classification · 4 items

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

Regulatory InformationChemical: Benzenamine, N-(2-chloroethyl)-N-ethyl-
Hazards SummaryEmergency treatment: Mustard gas; [HSDB] Corrosive to skin; [RTECS] See Nitrogen mustard (HN-1).
Hazard Classes and CategoriesAcute Tox. 3 (100%)

Safety & protection

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.

Toxicology

Adverse EffectsDermatotoxin - Skin burns.
TSCA Test Submissions · 2 items

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 · 2 items

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

Metabolism/MetabolitesN-ETHYL-N-(2-CHLOROETHYL)ANILINE IS A METABOLITE OF ALKOXYANILINE MUSTARDS IN MICROSOMAL SUSPENSIONS.

Uses & manufacturing

Uses · 2 items

A metabolite of alkoxyaniline mustards in microsomal suspensions; [HSDB]

N-ETHYL-N-(2-CHLOROETHYL)ANILINE IS A METABOLITE OF ALKOXYANILINE MUSTARDS IN MICROSOMAL SUSPENSIONS.

General Manufacturing InformationBenzenamine, N-(2-chloroethyl)-N-ethyl-: ACTIVE

Applications

UsesN-Chloroethyl-N-ethylaniline is used as an intermediate in the synthesis of dyes as an aniline organic compound.

Upstream & downstream products

Suppliers33 total

湖北蝶化新材料科技有限公司86-18372897-544 18995560451
郑州汇聚化工有限公司0371-53399770 18037166334 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
湖北兴琰新材料科技有限公司13129948835 · [email protected]
江苏艾康生物医药研发有限公司025-5885952 15955137747 · [email protected]

Related reactions

22 records

Compound notes

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