2-Chloro-p-toluidine

HCID 12007CAS 615-65-6
Substructure searchFind similar structures

Basic information

Standard SMILES
Cc1ccc(N)c(Cl)c1
InChIKey
XGYLSRFSXKAYCR-UHFFFAOYSA-N
Molecular formula
C7H8ClN
Average molar mass
141.6 g/mol
Monoisotopic mass
141.03452694

Names & identifiers

Preferred name
2-Chloro-p-toluidine
IUPAC
2-chloro-4-methylaniline
English name
2-Chloro-4-methylaniline
Molecular formula
C7H8ClN
Molecular weight
141.6

Names & synonyms

2-Chloro-4-methylaniline615-65-62-CHLORO-P-TOLUIDINE4-Amino-3-chlorotolueneBenzenamine, 2-chloro-4-methyl-p-Toluidine, 2-chloro-4-Methyl-2-chloroaniline2-Chlor-4-toluidinNSC 601202-Chlor-4-toluidin [Czech]CCRIS 2887HSDB 2059
Show more names
oro-4-methyL2-chloro-p-toluidin2-chlor-4-toluidine2-CHLORO-4-TOLUIDINE2-Chloro-4-methylani
3-Chloro-4-aminotoluene1-amino-2-chloro-4-methylbenzeneEINECS 210-440-7K59ISJ2KO1BRN 0774514NSC-60120DTXSID30220833-12-00-02152 (Beilstein Handbook Reference)

Database identifiers

CAS
615-65-6
PubChem CID
12007
DTXSID
DTXSID3022083
UNII
K59ISJ2KO1
EC Number
210-440-7
Nikkaji
J48.073H

Properties

Computed structural properties

XLogP
1.9
Topological polar surface area
26 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
1
Rotatable bonds
0
Heavy atoms
9

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Amines, Aromatic
SpringerMaterials PropertiesOptical coefficient
Density1.151 @ 20 °C
SolubilitySLIGHTLY SOL IN WATER, ACETONE
Boiling Point219 °C @ 732 MM HG
Melting Point7 °C

Physicochemical properties

Melting point
7 °C · 7 °C (lit.)
Boiling point
223 · 223-225 °C (lit.)
Density
1.151 g/mL · 1.151 g/mL at 25 °C (lit.)
refractive index
20 · n20/D 1.575(lit.)
Flash point
211 °F · 211 °F
storage temp.
Keep in dark place,Inert atmosphere,Room temperature

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H302+H312+H332 (86.7%): Harmful if swallowed, in contact with skin or if inhaled [Warning Acute toxicity, oral; acute toxicity, dermal; acute toxicity, inhalation]

P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P321, P330, P332+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 45 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazards SummaryA mutagen and severe skin irritant; [RTECS] Emergency treatment: Methemoglobinemia; Chlorotoluidines may cause hemorrhagic cystitis; [HSDB] An irritant; May induce methemoglobinemia; [MSDSonline]
Hazard Classes and CategoriesAcute Tox. 4 (95.6%)

Toxicology

Adverse EffectsMethemoglobinemia - The presence of increased methemoglobin in the blood; the compound is classified as secondary toxic effect
Human Toxicity Excerpts · 3 items

THE TOLUIDINES (BOTH O- AND P-) MAY PRODUCE TRANSIENT HEMATURIA AS WELL AS METHEMOGLOBINEMIA AFTER HEAVY EXPOSURES, BUT CHLORO-DERIVATIVES ARE MORE POTENT IN THIS RESPECT, ESPECIALLY 5-CHLORO-O-TOLUIDINE... /TOLUIDINES/

THE CYSTITIS RELATED TO THESE ANILINE DERIVATIVES HAS NO RELATIONSHIP TO CARCINOGENIC AMINE-RELATED PROCESSES. /CHLOROTOLUIDINES/

...HEMATURIA MAY BE OBSERVED IN MEN HANDLING CHLOROTOLUIDINES. ...MAY BE A HEMORRHAGIC CYSTITIS WITH PAINFUL & FREQUENT MICTURITION. THIS ACUTE PROBLEM... NO LONG TERM SIGNIFICANCE & CLEARS...ON CESSATION... IF...PERSISTS, OTHER PATHOLOGICAL URINARY TRACE PHENOMENA MUST BE CONSIDERED. /CHLOROTOLUIDINES/

Non-Human Toxicity ExcerptsSEVERAL SUBSTITUTED ALKYL- & HALOANILINES WERE TESTED FOR THEIR ABILITY TO MUTATE SALMONELLA TYPHIMURIUM & TO DAMAGE DNA OF MAMMALIAN (CHINESE HAMSTER LUNG V79) CELLS. 4-METHYL-2-CHLOROANILINE WAS A STRONG MUTAGEN.
Non-Human Toxicity ValuesMUTATION/METABOLIC ACTIVATION SALMONELLA TYPHIMURIUM MUTATION DOSE 1 UMOL/PLATE

Safety data

F
8-9-23
PPE
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
wgk
3
tsca
TSCA listed
rtecs
XU5110000
ridadr
UN 3429 6.1/PG III (CHLOROTOLUIDINES, LIQUID)

Chemistry & industry

Pharmacology

Metabolism/MetabolitesFORMS 2,2'-DICHLORO-4,4'-DIMETHYLAZOBENZENE IN HORSERADISH. KNOWLES ET AL, J ECOL ENT 62: 411 (1969). /FROM TABLE/

Uses & manufacturing

Uses · 2 items

Used as an intermediate; [HSDB]

INTERMEDIATE

General Manufacturing InformationBenzenamine, 2-chloro-4-methyl-: ACTIVE
Applications · 3 items

Description2-Chloro-4-methylaniline was used in determination of aniline derivatives in environmental water samples using on-line combination of supported liquid membrane extraction and liquid chromatography. It was also used in determination of amines in environmental water samples by gas chromatography–mass spectrometry. It is an intermediate used to prepare reverse transcriptase inhibitors of HIV-1.

Uses2-Chloro-4-methylaniline is an intermediate used to prepare reverse transcriptase inhibitors of HIV-1.

Uses2-Chloro-4-methylaniline was used in determination of aniline derivatives in environmental water samples using on-line combination of supported liquid membrane extraction and liquid chromatography. It was also used in determination of amines in environmental water samples by gas chromatography–mass spectrometry.

Upstream & downstream products

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
常州帝通化工有限公司+86-0519-88298848 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
郑州阿尔法化工有限公司+86-18530059196 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

Related reactions

35 records
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Linked notes

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