2-Chloro-p-Phenylenediamine

HCID 11998

Basic information

CAS
615-66-7
Standard SMILES
Nc1ccc(N)c(Cl)c1
InChIKey
MGLZGLAFFOMWPB-UHFFFAOYSA-N
Molecular formula
C6H7ClN2
Average molar mass
142.58 g/mol
Monoisotopic mass
142.0297759

Overview

2-chloro-1,4-phenylenediamine is a diamine that is 1,4-phenylenediamine substituted at position 2 by a chloro group. It has a role as a dye. It is a diamine and a member of monochlorobenzenes. It is functionally related to a 1,4-phenylenediamine. It is a conjugate base of a 2-chloro-1,4-phenylenediaminium.

Names & identifiers

Preferred name
2-Chloro-p-Phenylenediamine
IUPAC
2-chlorobenzene-1,4-diamine
English name
2-Chloro-1,4-diaminobenzene
Molecular formula
C6H7ClN2
Molecular weight
142.59

Names & synonyms

615-66-72-Chloro-1,4-diaminobenzene1,4-Benzenediamine, 2-chloro-Ursol Brown O2-Chloro-1,4-phenylenediamine2-CHLORO-P-PHENYLENEDIAMINE3-Chloro-4-aminoaniline1,4-Diamino-2-chlorobenzene2-Chloro-1,4-benzenediamineo-Chloro-p-phenylenediamine2-Chloro-4-phenylenediaminep-Phenylenediamine, 2-chloro-
Show more names
ci76065c.i.76065ursolbrownoTIMTEC-BB SBB0075753-chlor-p-fenylendiamin2-chlor-p-fenylendiamin4-Amino-2-chloroaniline2-chloro-4-benzenediamine2-chloro-p-phenylenediamin
C.I. 760653-Chloro-p-fenylendiaminW949BCC82RCI 76065DTXSID3043944CHEBI:76598RefChem:470353DTXCID1023944

Database identifiers

CAS
615-66-7
PubChem CID
11998
DTXSID
DTXSID3043944
ChEMBL
CHEMBL1619318
ChEBI
CHEBI:76598
UNII
W949BCC82R
EC Number
210-441-2
Nikkaji
J7.028I

Properties

Computed structural properties

XLogP
1.6
Topological polar surface area
52 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
2
Rotatable bonds
0
Heavy atoms
9

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Amines, Aromatic
Cosmetics · 2 items

Cosmetic ingredients (2-Chloro-p-Phenylenediamine) -> CIR (Cosmetic Ingredient Review)

Hair dyeing

Physical DescriptionSolid; [MSDSonline]
Collision Cross Section131.4 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID0020284]

Physicochemical properties

Melting point
62 · 62-66 °C
Boiling point
232.49 °C · 232.49°C (rough estimate)
Density
1.2124 · 1.2124 (rough estimate)
vapor pressure
0.274 Pa · 0.274Pa at 25℃
refractive index
1.521 · 1.5210 (estimate)
storage temp.
Keep in dark place,Inert atmosphere,Room temperature

Safety & regulation

GHS classification

GHS Classification · 6 items

Warning

H302+H312+H332 (50%): 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, P280, P301+P317, P302+P352, P304+P340, P305+P351+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 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

H302: Harmful if swallowed [Warning Acute toxicity, oral]

Hazard information

Regulatory Information · 3 items

Chemical: 1,4-Benzenediamine, 2-chloro-

Status: Cease Manufacture Update: 30-06-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/17518

1,4-Benzenediamine, 2-chloro-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Other Safety InformationIMAP assessments - 2-Chloro-1,4-benzenediamine: Human health tier II assessment
Hazards SummaryA reproductive effector and moderate eye irritant; [RTECS] Not a sensitizer in animal testing; Emergency treatment: see p-Phenylenediamine. [HSDB] An irritant; [MSDSonline]
Special Reports · 2 items

Final Report on the safety assessment of 2-chloro-p-phenylenediamine and 2-chloro-p-phenylenediamine sulfate. J Am Coll Toxicol 11(4) 521-30 (1992).

Bioassay of 2-Chlorophenylenediamine Sulfate for Possible Carcinogenicity (1978) Technical Rpt Series No. 113 DHEW Pub No. (NIH) 78-1368, U.S. Department of Health Education and Welfare, National Cancer Institute, Bethesda, MD 20014

Hazard Classes and Categories · 2 items

Acute Tox. 4 (100%)

Acute toxicity (ingestion) - category 4

Toxicology

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Toxicity SummarySafe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.org
Non-Human Toxicity Excerpts · 2 items

2-CHLORO-P-PHENYLENEDIAMINE INCREASED TRANSITIONAL CELL HYPERPLASIA OF KIDNEY IN MALE & FEMALE RATS. IT HAD NO SIGNIFICANT NEOPLASTIC EFFECT AT THE 0.15 OR 0.3% LEVELS FED.

In an oral subchronic toxicity test using rats and mice, all male rats and one female rat died in the 1% concentration of 2-chloro-p-phenylenediamine dose group; at 0.3%, no rats or mice died but the mean body weight gain was depressed. In the mice, one of the males and none of the females died in the 1% dose group. In a test for ocular irritaion, 2.5% 2-chloro-p-phenylenediamine produced, at most, only mild conjunctival inflammation. ... not a sensitizer when assayed on abraded and intact skin.

National Toxicology Program Studies · 1 item

A bioassay for possible carcinogenicity of 2-chloro-p-phenylenediamine sulfate was conducted using Fischer 344 rats and B6C3F1 mice. 2-Chloro-p-phenylenediamine sulfate was administered in the feed, at either of two concentrations, to groups of 50 male and 50 female animals of each species. The dietary concentrations used in the chronic bioassay were 0.3 and 0.15% for the high and low dose rats, respectively, and 0.6 and 0.3% for the high and low dose mice, respectively. Compound administration was for 105 to 107 wk in rats, 87 wk in high dose mice, and 104-105 wk in low dose mice. The only groups observed during an untreated period after dosing were the high dose mice, observed for 18 wk after cmpd administration ceased. For each species, 20 animals of each sex were placed on test as controls. ... Under the conditions of this bioassay there was /no/ evidence that dietary administration of 2-chloro-p-phenylenediamine sulfate was carcinogenic to Fischer 344 rats or B6C3F1 mice. Levels of Evidence of Carcinogenicity: Male Rats: Negative; Female Rats: Negative; Male Mice: Negative; Female Mice: Negative. /2-Chlorophenylenediamine sulfate/

Safety data

wgk
3
tsca
TSCA listed
rtecs
SS8925000
hs_code
2921.51.5000
risk_code
22-36/37/38
Signal word
Warning

Chemistry & industry

Uses & manufacturing

Uses · 4 items

CIR ingredient: 2-Chloro-p-Phenylenediamine

Used as a component of hair dyes; Not commercially produced in the US; [HSDB]

Dressing Hair [Category: Other]

INGREDIENT IN HAIR DYES

U.S. Exports · 2 items

(1977) No Data

(1979) No Data

U.S. Imports · 2 items

(1978) 1.0X10+6 G-PRINCPL CUSTMS DISTS-SULFATE

(1979) 8.0X10+5 G-PRINCPL CUSTMS DISTS-SULFATE

U.S. Production · 2 items

(1977) NOT PRODUCED COMMERCIALLY IN US

(1979) NOT PRODUCED COMMERCIALLY IN US

Use ClassificationCosmetics -> Hair dyeing
General Manufacturing Information1,4-Benzenediamine, 2-chloro-: ACTIVE

Applications

UsesThis compound had some uses in hair dye formulations.

Suppliers100 total

北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
宁波君龙新材料有限公司0574 88552216 19032109277 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]

Additional notes

DefinitionChEBI: A diamine that is 1,4-phenylenediamine substituted at position 2 by a chloro group.

Related reactions

1 records

Compound notes

Loading…