ChemicalBook--->CAS DataBase List--->87-60-5

87-60-5

87-60-5 Structure

87-60-5 Structure
IdentificationMore
[Name]

3-Chloro-2-methylaniline
[CAS]

87-60-5
[Synonyms]

2-AMINO-6-CHLOROTOLUENE
3-CHLORO-2-METHYLANILINE
3-chloro-2-methylbenzenamine
3-CHLORO-O-TOLUIDINE
6-CHLORO-2-AMINO TOLUENE
6-CHLORO-2-TOLUIDINE
6COT
AKOS BBS-00003567
Azoic Diazo Component 46
CI 37080
FAST SCARLET TR BASE
LABOTEST-BB LTBB000775
TIMTEC-BB SBB007550
1-Amino-3-chloro-2-methylbenzene
2-amino-6-chloro-toluen
2-Methyl-3-chloroaniline
3-Chlor-2-toluidin
3-chloro-2-methyl-benzenamin
3-Chloro-2-methylphenylamine
3-chloro-2-toluidin(czech)
[EINECS(EC#)]

201-756-6
[Molecular Formula]

C7H8ClN
[MDL Number]

MFCD00007766
[Molecular Weight]

141.6
[MOL File]

87-60-5.mol
Chemical PropertiesBack Directory
[Appearance]

The chloromethylanilines are colorless or white crystalline solids or liquids, some have a mild fishy odor.
[Melting point ]

2 °C (lit.)
[Boiling point ]

115-117 °C/10 mmHg (lit.)
[density ]

1.185 g/mL at 25 °C(lit.)
[refractive index ]

n20/D 1.588(lit.)
[Fp ]

>230 °F
[storage temp. ]

Store below +30°C.
[solubility ]

4.5g/l
[form ]

Liquid
[pka]

pK1:2.49(+1) (25°C)
[color ]

Clear yellow to red or red-brown
[Specific Gravity]

1.19
[Water Solubility ]

1g/L at 20℃
[BRN ]

471697
[Henry's Law Constant]

6.3×100 mol/(m3Pa) at 25℃, HSDB (2015)
[InChI]

1S/C7H8ClN/c1-5-6(8)3-2-4-7(5)9/h2-4H,9H2,1H3
[InChIKey]

ZUVPLKVDZNDZCM-UHFFFAOYSA-N
[SMILES]

Cc1c(N)cccc1Cl
[LogP]

2.4
[CAS DataBase Reference]

87-60-5(CAS DataBase Reference)
[NIST Chemistry Reference]

Benzenamine, 3-chloro-2-methyl-(87-60-5)
[EPA Substance Registry System]

87-60-5(EPA Substance)
Questions And AnswerBack Directory
[Synthesis]

It is obtained by chlorination and reduction of o-nitrotoluene.
1. Chlorination reaction
In o-nitrotoluene, add 2% ferric chloride as a catalyst, pass chlorine gas at 50-60 ° C until the relative density of the reaction solution reaches 1.27-1.29 (50 ° C), wash with 5% hydrochloric acid, and then Wash with water, and finally adjust pH to 7 with liquid caustic soda. Divide the water layer, evaporate the water, carry out vacuum distillation, collect 120-150 ℃ (5.33-8.0kPa) fractions, crystallize by cooling and filter to obtain 2-chloro-6-nitrotoluene.
2. Reduction reaction
Add hydrochloric acid and iron powder to the reaction pot, stir and heat to 90°C, slowly add melted 2-chloro-6-nitrotoluene, complete the addition, and reflux for 3 hours. Cooling, adding liquid alkali to adjust pH to 8, steam distillation to obtain 3-chloro-o-toluidine.
Safety DataBack Directory
[Symbol(GHS) ]

Corrosion (GHS05)Exclamation Mark (GHS07)Health Hazard (GHS08)
GHS05,GHS07,GHS08
[Signal word ]

Danger
[Hazard statements ]

H302-H314-H334
[Precautionary statements ]

P261-P280-P301+P312-P303+P361+P353-P304+P340+P310-P305+P351+P338
[Hazard Codes ]

C,N,Xn
[Risk Statements ]

R22:Harmful if swallowed.
R34:Causes burns.
R43:May cause sensitization by skin contact.
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S37/39:Wear suitable gloves and eye/face protection .
[RIDADR ]

UN 3429 6.1/PG 3
[WGK Germany ]

2
[RTECS ]

XU4760000
[TSCA ]

Yes
[REACH Registrations]

Active
[HazardClass ]

6.1
[PackingGroup ]

III
[HS Code ]

29214300
[Storage Class]

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
[Hazard Classifications]

Acute Tox. 4 Oral
Resp. Sens. 1
Skin Corr. 1B
[Safety Profile]

Poison by ingestion. Mutation data reported. When heated to decomposition it emits toxic fumes of Cl and NOx. See also other chloro toluidine entries.
[Hazardous Substances Data]

87-60-5(Hazardous Substances Data)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Iron-->Ferric chloride-->2-Nitrotoluene-->2-Chloro-6-nitrotoluene-->Sodium propanolate-->Carbamic acid, [3-chloro-2-(2-oxopropyl)phenyl]-, 1,1-dimethylethyl ester (9CI)-->Ethanol-->4-Chloro-2-methyl-1H-indole-->2-Nitrotoluene-->3-Chloro-2-methylaniline
[Preparation Products]

2,6-Dichlorotoluene-->Quinclorac-->3-Chloro-2-methylbenzonitrile-->7-Dimethylamino-4-methylcoumarin-->pigment yellow 155-->2-Chloro-6-fluorotoluene-->7-Chloro-8-methylquinoline-->3-Chloro-2-methylphenyl isothiocyanate-->3-Amino-2-methylphenylboronic acid, pinacol ester-->Clonixin-->4-Chloro (1H)indazole-->3-Chloro-2-methylbenzoic acid-->3-Chloro-2-methylaniline-->Mordant Violet 10-->N-(3-Chloro-2-methyl-phenyl)-2,2-dimethyl-propionamide-->7-Chloro-8-methyl-2-phenylquinoline-4-carboxylicacid
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Fast Scarlet TR Base(87-60-5).msds
Hazard InformationBack Directory
[Potential Exposure]

Most of the isomers are used in dyestuff manufacture. The 3-chloro-para isomer is used to kill birds. It is marketed as pelleted bait for control of bird populations.
[First aid]

If this chemical gets into the eyes, remove any contact lenses at once and irrigate immediately for at least 15 minutes, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and wash immediately with soap and water. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if heart action has stopped. Transfer promptly to a medical facility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit.
[Shipping]

UN2239 Chlorotoluidines, solid, Hazard Class: 6.1; Labels: 6.1-Poisonous materials. UN3429 Chlorotoluidines, liquid, Hazard Class: 6.1; Labels: 6.1- Poisonous materials
[Incompatibilities]

Incompatible with oxidizers, strong acids; chloroformates, and acid anhydrides, isocyanates, aldehydes forming fire and explosive hazards.
[Description]

The chloromethylanilines are colorless orwhite crystalline solids or liquids, some have a mild fishyodor. Molecular weight (all isomers) =141.61. HazardIdentification (based on NFPA 704 M Rating System): (87-60-5) Health 2, Flammability 1, Reactivity 0. All are soluble in water and include:
[Chemical Properties]

clear yellow to red or red-brown liquid
[Chemical Properties]

The chloromethylanilines are colorless or white crystalline solids or liquids, some have a mild fishy odor.
[Uses]

Intermediate.
[Preparation]

By 1-Methyl-2-nitrobenzene chlorination byproducts 3-Chloro-2-methylbenzenamine?reduction.
[Hazard]

Toxic by ingestion or inhalation.
[storage]

Color Code—Blue: Health Hazard/Poison: Store ina secure poison location. Prior to working with chloromethylanilines you should be trained on its proper handling andstorage. Store in tightly closed containers in a cool, well-ventilated area. Sources of ignition, such as smoking and openflames, are prohibited where Choromethyl anilines are handled, or stored in a manner that could create a potential fireor explosion hazard. A regulated, marked area should beestablished where this chemical is handled, used, or stored incompliance with OSHA Standard 1910.1045.
[References]

[1] Materials Research Bulletin, 2013, vol. 48, # 5, p. 1885 - 1890
[2] Bulletin of the Korean Chemical Society, 2012, vol. 33, # 9, p. 2851 - 2852
[3] Patent: CN104725242, 2017, B. Location in patent: Paragraph 0026-0027
[4] Journal of the Chemical Society. Perkin Transactions 1, 2001, # 9, p. 955 - 977
[5] Synthetic Communications, 1981, vol. 11, # 11, p. 925 - 930
Spectrum DetailBack Directory
[Spectrum Detail]

3-Chloro-2-methylaniline(87-60-5)MS
3-Chloro-2-methylaniline(87-60-5)1HNMR
3-Chloro-2-methylaniline(87-60-5)13CNMR
3-Chloro-2-methylaniline(87-60-5)IR1
3-Chloro-2-methylaniline(87-60-5)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

3-Chloro-2-methylaniline, 99%(87-60-5)
[Alfa Aesar]

3-Chloro-2-methylaniline, 98+%(87-60-5)
[Sigma Aldrich]

87-60-5(sigmaaldrich)
[TCI AMERICA]

2-Amino-6-chlorotoluene,>99.0%(GC)(T)(87-60-5)
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