15332-67-9

Basic information

• Product Name: N-(2-chloroprop-2-enyl)aniline
• Synonyms: N-(2-chloroprop-2-enyl)aniline
• CAS NO: 15332-67-9
• Molecular Formula: C₉H₁₀ClN
• Molecular Weight: 167.64
• Mol File: 15332-67-9.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 269.6°C at 760 mmHg
• Flash Point: 116.8°C
• Appearance: /
• Density: 1.131g/cm³
• Vapor Pressure: 0.00719mmHg at 25°C
• Refractive Index: 1.583
• PKA: 1.40±0.50(Predicted)
• CAS DataBase Reference: N-(2-chloroprop-2-enyl)aniline(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-chloroprop-2-enyl)aniline(15332-67-9)
• EPA Substance Registry System: N-(2-chloroprop-2-enyl)aniline(15332-67-9)

Safety Data

• Hazardous Substances Data: 15332-67-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H10ClN/c1-8(10)7-11-9-5-3-2-4-6-9/h2-6,11H,1,7H2

Upstream product

• 78-88-6 2,3-Dichloroprop-1-ene 
• 62-53-3 aniline 
• 53299-54-0 1-(2-Chloro-allyloxy)-4-methoxy-benzene 
• 96-18-4 1,2,3-trichloropropane 
• 5976-47-6 2-chloroallyl alcohol 
• 39557-31-8 3-iodo-2-chloropropene 

Downstream Products

• 95-20-5 2-methyl-1H-indole 
• 106420-92-2 N-(2-chloro-allyl)-4-nitroso-aniline 
• 59036-46-3 N-(2-chloroallyl)-N-phenylacetamide 
• 7595-69-9 N-(2-chloro-allyl)-hexananilide 
• 99854-34-9 chloro-acetic acid-[N-(2-chloro-allyl)-anilide] 
• 93320-08-2 3-[N-(2-chloro-allyl)-anilino]-phthalide 
• 83703-54-2 (2-Chloro-allyl)-((E)-1-methyl-but-2-enyl)-phenyl-amine 
• 75934-44-0 N-(2-chloroallyl)-2,2,2-trifluoro-N-phenylacetamide 
• 2217-07-4 N,N-dipropylaniline 
• 589-09-3 N-allyl-N-phenylamine 
• 63667-61-8 N-(2-deuterioallyl)aniline 
• 4504-29-4 1-(phenylamino)propan-2-one 
• 122279-61-2 N-(2-methylene-4-pentenyl)aniline 
• 122279-56-5 N-(2-methylthioallyl)aniline 

Relevant articles and documents

Effective monoallylation of anilines catalyzed by supported KF

Equation Presented A mild and straightforward monoallylation procedure for different anilines is described using the efficient, inexpensive, noncorrosive, and environmentally friendly reagent KF-Celite. By using only a 1/1.2 stoichiometric ratio of electrophilic reagent to aniline, in very short reaction times, the monoallylated products are obtained in high isolated yields via this procedure, which works very effectively regardless of the electronic nature of the substituent on the ring, although electron withdrawing groups make the reactions go even faster.

Iron-catalyzed transformations of 2-chloro-1,6-heptadienes

(Phosphane)iron complexes in the presence of excess trialkylaluminium reagents catalyze various transformations of 2-chloro-α,ω-dienes, depending on their structure. Most notably, in the cases of simple 2-chloro-1,6-heptadienes, cyclization with transfer of the alkyl group (Me and Et) from the corresponding trialkylaluminium compound was observed to give 2-alkyl-1-methylidenecyclopentanes. Reaction with 2-chloro-1,7-octadiene afforded the product of reductive dehalogenation. In the case of 2-chloro-4-aza-1,6-heptadiene a partial or complete hydrogenation of the double bonds was observed depending on the amount of trialkylaluminum reagent used. Interestingly, allyl(2-chloroallyl)malonate underwent C-C bond cleavage with the loss of an allyl group to give (2-chloroallyl)malonate. In the presence of ruthenium catalysts only reductive dehalogenation was observed. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.

N-Substituted Lithium 2-Lithioallylamines: New Intermediates in Synthesis

N-Phenyl or N-benzoyl 2-halogenoallylamines (5) or (10) react successively with phenyl-lithium and lithium naphthalenide at -78 deg C to give the intermediates (4) or (11), which on reaction with electrophiles (water, deuterium oxide, dimethyl disulphide, aldehydes, ketones, or allyl bromide) yield functionalized allyl amines (6) and (12).The corresponding N-alkyl derivatives (9) afford prop-2-ynylamines (8) under the same reaction conditions.