55751-54-7

Basic information

• Product Name: 2-SEC-BUTYLANILINE
• Synonyms: 2-SEC-BUTYLANILINE;2-(1-methylpropyl)-benzenamin;2-(1-methylpropyl)-Benzenamine;2-SEC-BUTYLANILINE 98%;Benzenamine, 2-(1-methylpropyl)-;2-(1-Methylpropyl)aniline;Einecs 259-794-4;2-SEC-BUTYLANILINE FOR SYNTHESIS
• CAS NO: 55751-54-7
• Molecular Formula: C₁₀H₁₅N
• Molecular Weight: 149.23
• EINECS: 259-794-4
• Mol File: 55751-54-7.mol
• Article Data: 5

Chemical Properties

• Melting Point: 1.08°C (estimate)
• Boiling Point: 120-122 °C16 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 0.957 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0412mmHg at 25°C
• Refractive Index: n20/D 1.541(lit.)
• Storage Temp.: Store below +30°C.
• PKA: 4.27±0.10(Predicted)
• CAS DataBase Reference: 2-SEC-BUTYLANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-SEC-BUTYLANILINE(55751-54-7)
• EPA Substance Registry System: 2-SEC-BUTYLANILINE(55751-54-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 55751-54-7(Hazardous Substances Data)

Usage

General Description

2-sec-butyl aniline, also known as N-butyl-o-toluidine, is an organic chemical compound with the molecular formula C12H17N. It is a colorless to pale yellow liquid with a distinctive aromatic odor. 2-sec-butyl aniline is primarily used as an intermediate in the produc

InChI:InChI=1/C10H15N/c1-3-8(2)9-6-4-5-7-10(9)11/h4-8H,3,11H2,1-2H3

Upstream product

• 491-35-0 C₆H₄NCH₂CHCCH₂ 
• 19370-34-4 1-sec-butyl-2-nitro-benzene 
• 67-56-1 methanol 
• 6246-96-4 N-(2-buten-1-yl)aniline 
• 77184-24-8 (-)-(S)-2-(1'-methylallyl)aniline 
• 106-98-9 1-butylene 
• 62-53-3 aniline 

Downstream Products

• 20914-19-6 phenyl-propyl-carbamonitrile 
• 896265-93-3 C₁₇H₁₉N₃O₃ 
• 59734-85-9 1-bromo-2-sec-butyl-benzene 
• 1541190-37-7 tert-Butyl 2-sec-Butylphenylcarbamate 
• 1432594-97-2 ethyl 5-(o-hydroxybenzoyl)-1-(2'-sec-butylphenyl)pyridin-2(1H)-one-3-carboxylate 
• 1432594-92-7 (Z)-2-diethoxycarbonyl-3-(2'-sec-butylphenyl)aminomethylene-benzochroman-4-one 
• 1268258-79-2 N-[(1-methyl-1H-pyrazole-4-yl)carbonyl]-N'-(2-(sec-butyl)phenyl)thiourea 
• 480439-17-6 2-sec-butylphenyl isocyanate 
• 196805-87-5 (-)-2-sec-butylaniline 

Relevant articles and documents

A general, regioselective synthesis of 2-alkylanilines

Reduction of selected 2,1-benzothiazines with sodium amalgam leads to the formation of 2-alkylanilines in high yield. Since the benzothiazines are ultimately derived from aniline, the process constitutes a general, regioselective functionalization of aniline not readily achieved by other means.

New diamines and a process for their production

New aminoalkyl anilines having the formula: STR1 wherein k is 0 or 1; QNH2 is a residue of formula STR2 which is situated in one of the positions of the benzene ring ortho or para to the amino group and wherein n is an integer from 1 to 15, R1 is C1 -C8 alkyl, R2 is C1 -C4 alkyl or R1 and R2, together with the carbon atom to which they are attached, form a C5 -C8 cycloalkylene residue, R3 is H or C1 -C6 alkyl, C3 -C8 cycloalkyl, or C6 -C10 aryl; and R4 and R5 are H or C1 -C4 alkyl; as well as the corresponding salts of compounds of formula I with organic or inorganic acids and metal salt complexes; process for their production; and their use as intermediates for polyamides.

Photochemical Reaction of Optically Active 2-(1'-Methylallyl)anilines with Methanol

It is shown that (-)-(S)-2-(1'-methylallyl)aniline ((-)-(S)-4) on irradiation in methanol yields (-)-(2S,3R)-2,3-dimethylindoline ((-)-trans-8), (-)-(1'R,2'R)-2-(2'-methoxy-1'-methylpropylaniline ((-)-erythro-9) as well as racemic (1'RS,2'SR)-2-(2'-methoxy-1'-methylpropyl)aniline ((+/-)-threo-9) in 27.1, 36.4 and 15.7percent yield, respectively (see Scheme 3).By deamination and chemical correlation with (+)-(2R,3R)-3-phenyl-2-butanol ((+)-erythro-13; see Scheme 4) it was found that (-)-erythro-9 has the same absolute configuration and optical purity as the starting material (-)-(S)-4.Comparable results are obtained when (-)-(S)-N-methyl-2-(1'-methylallyl)aniline ((-)-(S)-7) is irradiated in methanol, i.e. the optically active indoline (+)-trans-10 and the methanol addition product (-)-erythro-11 along with its racemic threo-isomer are formed (cf.Scheme 3).These findings demonstrate that the methanol addition products arise from stereospecific, methanol-induced ring opening of intermediate, chiral trans-(->(-)-erythro-compounds) and achiral cis-spiroocta-4,6-dien-8-imines (->(+/-)-threo-compounds; see Schemes 1 and 2).