Product
Supplier
Encyclopedia
Inquiry
Home > Encyclopedia > 3-Chloro-2-methylaniline

3-Chloro-2-methylaniline

3-Chloro-2-methylaniline structure

3-Chloro-2-methylaniline 

structure
  • CAS No:

    87-60-5

  • Formula:

    C7H8ClN

  • Chemical Name:

    3-Chloro-2-methylaniline

  • Synonyms:

    Benzenamine,3-chloro-2-methyl-;o-Toluidine,3-chloro-;3-Chloro-2-methylbenzenamine;Fast Scarlet TR Base;3-Chloro-2-methylaniline;3-Chloro-o-toluidine;2-Amino-6-chlorotoluene;2-Methyl-3-chloroaniline;6-Chloro-2-aminotoluene;3-Chloro-2-methylphenylamine;o-Methyl-m-chloroaniline;3-Chloro-2-toluidine;Scarlet TR base;6-Chloro-2-amino-1-methylbenzene;NSC 6184;1-Amino-2-methyl-3-chlorobenzene;3-Amino-1-chloro-2-methylbenzene;1-Chloro-2-methyl-3-aminobenzene

  • Categories:

    Dyes and Pigments  >  Dye

Description

clear yellow to red or red-brown liquid The chloromethylanilines are colorless or white crystalline solids or liquids, some have a mild fishy odor.

3-Chloro-2-methylaniline Basic Attributes

141.6

141.60

471697

201-756-6

QG8LP81715

6184

DTXSID3024815

LIQUID

29214300

Characteristics

26

3

Clear yellow to red or red-brown Liquid

1.2±0.1 g/cm3

1 °C

245 °C @ Press: 760 Torr

>230 °F

1.585

SOL IN ALCOHOL

Store below +30°C.

0.0443 mm Hg at 25 deg C (est)

Henry's Law constant= 1.56X10-6 atm-cu m/mole (est)

Safety Information

III

6.1

UN 3429 6.1/PG 3

2

22-34-43-51/53-36/37/38

26-36/37/39-45-61-37/39

XU4760000

C,N,Xn

Stable under normal temperatures and pressures.

P261-P280-P305 + P351 + P338-P310

H302-H314-H334

|Danger|H302 (97.24%): Harmful if swallowed [Warning Acute toxicity, oral]|P260, P261, P264, P270, P272, P273, P280, P285, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P304+P341, P305+P351+P338, P310, P312, P314, P321, P322, P330, P333+P313, P342+P311, P361, P363, P391, P405, and P501|Aggregated GHS information provided by 145 companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Toxicity

Aromatic amines, such as 3-chloro-2-methylphenylamine, rarely occur naturally(1).

Wastewater streams from the production of azo dyes typically contain small amounts of the starting materials(1,2); therefore, waste water emissions could release 3-chloro-2-methylphenylamine to the environment(SRC).

TERRESTRIAL FATE: When released to soil, 3-chloro-2-methylphenylamine may undergo a covalent chemical bonding with humic materials which can result in its chemical alteration to a latent form and tight adsorption. When covalently bound in this latent form, leaching in soil systems is not generally expected to occur. This covalent bonding proceeds in two steps; a rapid and reversible bonding followed by a slower and much less reversible reaction(1). Leaching in soil may be possible prior to the occurrence of the slower bonding reaction. In the absence of covalent bonding, moderate leaching may be possible. Insufficient data are available to assess the relative importance of biodegradation of 3-chloro-2-methylphenylamine in soil(SRC).|By analogy to similar chloroanilines(1), 3-chloro-2-methylphenylamine may undergo covalent bonding with humic materials in the water column and in sediment; partitioning from the water column to sediment and suspended material may therefore be important. Also by analogy to the similar structures(2-4), 3-chloro-2-methylphenylamine in the water column may be susceptible to photooxidation (via hydroxyl and peroxy radicals) and direct photolysis. Insufficient data are available to assess the relative importance of biodegradation of 3-chloro-2-methylphenylamine in water. Aquatic hydrolysis, volatilization, and bioconcentration do not appear to be environmentally important(SRC).|ATMOSPHERIC FATE: Based upon a vapor pressure of 0.0443 mm Hg at 25 °C(1), 3-chloro-2-methylphenylamine is expected to exist almost entirely in the vapor-phase in the ambient atmosphere(2,SRC). It is degraded rapidly in an average ambient atmosphere by reaction with photochemically produced hydroxyl radicals with an estimated half-life of about 3.2 hr(3,SRC).

The rate constant for the vapor-phase reaction of 3-chloro-2-methylphenylamine with photochemically produced hydroxyl radicals has been estimated to be 1.2X10-10 cu cm/molecule-sec at 25 °C which corresponds to an atmospheric half-life of about 3.2 hrs at an atmospheric concn of 5X10+5 hydroxyl radicals per cu cm(1,SRC). Aromatic amines and halogens are generally resistant to aqueous environmental hydrolysis(2); therefore, 3-chloro-2-methylphenylamine is not expected to hydrolyze in water(SRC). As a class, aromatic amines react relatively rapidly in sunlit natural water via reaction with photochemically produced hydroxyl radicals and peroxy radicals(3); typical half-lives for hydroxyl radical and peroxy radical reaction are on the order of 19-30 sunlight hours(3); however, rate data specific to 3-chloro-2-methylphenylamine were not located(SRC).|Aqueous solutions of chloroanilines, similar in structure to 3-chloro-2-methylphenylamine, have been observed to undergo direct photolysis in sunlight with half-lives ranging from a few hours to a few days(1-3); therefore, 3-chloro-2-methylphenylamine may experience some direct photolysis when exposed to sunlight(SRC).

Based upon an estimated log Kow of 2.58(1), the BCF for 3-chloro-2-methylphenylamine can be estimated to be 54 from a recommended regression-derived equation(2,SRC). A fish BCF of approximately 50 was measured using the Japanese MITI procedure for bioaccumulation(3). The estimated and measured BCF values suggest that bioconcentration in aquatic organisms is not important environmentally(SRC).

Aromatic amines (such as chloroanilines and toluidines) have been observed to undergo rapid and reversible covalent bonding with humic materials in aqueous solution; the initial bonding reaction is followed by a slower and much less reversible reaction believed to represent the addition of the amine to quinoidal structure followed by oxidation of the product to give an amino-substituted quinone; these processes represent pathways by which aromatic amines may be converted to latent forms in the biosphere(1). In the absence of covalent bonding, a Koc value of approximately 235 can be estimated from 3-chloro-2-methylphenylamine's estimated log Kow of 2.58(2) using an appropriate regression-derived equation(3,SRC); this Koc value suggests medium soil mobility(4).

The Henry's Law constant for 3-chloro-2-methylphenylamine can be estimated to be 1.56X10-6 atm-cu m/mole using a structure estimation method(1,SRC). This value of Henry's Law constant indicates slow volatilization from water(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep flowing 1 m/sec with a wind velocity of 3 m/sec) can be estimated to be about 28 days(2,SRC). Volatilization half-life from a model environmental pond can be estimated to be about 434 days(3,SRC).

Occupational exposure to 3-chloro-2-methylphenylamine occurs primarily through dermal contact, although a considerable risk of exposure by inhalation is also present(1).

Drug Information

3-chloro-2-methylaniline

3-Chloro-2-methylaniline Use and Manufacturing

Methods of Manufacturing

The preparation method is to put 2-chloro-6-nitrotoluene, catalyst Raney nickel, auxiliary agent and methanol into an autoclave, pass hydrogen at a certain temperature to react for 2h, desolvate, and distill under reduced pressure to obtain 3-chloro-2 -Methylaniline.

Uses

It is an important raw material for synthetic dyes and pesticides. It can synthesize DB-50, and can produce paddy field herbicides such as barnyardgrass.

Benzenamine, 3-chloro-2-methyl-: ACTIVE

Computed Properties

Molecular Weight:141.60
XLogP3:3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Exact Mass:141.0345270
Monoisotopic Mass:141.0345270
Topological Polar Surface Area:26
Heavy Atom Count:9
Complexity:94.9
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Price Analysis

Make your 3-Chloro-2-methylaniline purchase based on the price and market insights! ECHEMI provides professional market insights with prices for you to make a better choice. Learn more on 3-Chloro-2-methylaniline prices .

Recommended Suppliers of 3-Chloro-2-methylaniline

Scan the QR Code to Share

Feedback & Suggestions
Send Message

Thank you for your feedback. If you require further assistance, please contact us by email at info@echemi.com or call us at +86-532-55729510.