4-(Benzylamino)phenol

Base Information

• Chemical Name: 4-(Benzylamino)phenol
• CAS No.: 103-14-0
• Molecular Formula: C13H13 N O
• Molecular Weight: 199.252
• Hs Code.: 2922299090
• European Community (EC) Number: 203-082-8
• DSSTox Substance ID: DTXSID8059269
• Nikkaji Number: J50.088G
• Wikidata: Q81988723
• Mol file: 103-14-0.mol

Synonyms:4-(Benzylamino)phenol;103-14-0;Phenol, 4-[(phenylmethyl)amino]-;4-Benzylaminophenol;4-N-Benzylaminophenol;N-(4-Hydroxyphenyl)benzylamine;N-Benzyl-4-hydroxyaniline;PHENOL, p-(BENZYLAMINO)-;N-Benzyl-p-aminophenol;Phenol, 4-((phenylmethyl)amino)-;EINECS 203-082-8;BRN 1874039;4-[(Phenylmethyl)amino]phenol;AI3-01931;3-13-00-01027 (Beilstein Handbook Reference);Phenol,4-[(phenylmethyl)amino]-;p-benzylaminophenol;p-(Benzylamino)phenol;4-(benzylamino)-phenol;4-(N-Benzylamino)phenol;SCHEMBL158251;DTXSID8059269;SRYYOKKLTBRLHT-UHFFFAOYSA-;MFCD00051312;STK801690;AKOS000112144;TS-02818;LS-104010;CS-0312915;FT-0616693;C71131;A896614;W-204480

Chemical Property of 4-(Benzylamino)phenol

Chemical Property:

• Appearance/Colour: off-white solid
• Vapor Pressure: 5.78E-06mmHg at 25°C
• Melting Point: 83 ºC
• Refractive Index: 1.5500 (estimate)
• Boiling Point: 195 ºC / 5mmHg
• PKA: 11.00±0.26(Predicted)
• Flash Point: 159.1 ºC
• PSA: 32.26000
• Density: 1.185 g/cm³
• LogP: 3.07730
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 199.099714038
• Heavy Atom Count: 15
• Complexity: 169

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-(Benzylamino)phenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R22:Harmful if swallowed.
• Hazard Codes: R22:Harmful if swallowed.
• Statements: 20/21/22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Amino Phenols
• Canonical SMILES: C1=CC=C(C=C1)CNC2=CC=C(C=C2)O
• Uses: In cracked gasoline, in concentration of 0.001– 0.004% by weight to prevent gum formation.

Technology Process of 4-(Benzylamino)phenol

There total 27 articles about 4-(Benzylamino)phenol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.9%

4-benzylidenamino-phenol (588-53-4) → 4-(benzylamino)phenol (103-14-0)

Guidance literature:

With diborane; In methanol; for 0.5h; Ambient temperature;

Reference yield: 97.0%

4-amino-phenol (123-30-8) + benzaldehyde (100-52-7) → 4-(benzylamino)phenol (103-14-0)

Guidance literature:

With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; S-benzyl isothiouronium chloride; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1016/j.tetlet.2011.07.024

Reference yield: 90.0%

benzyl alcohol (100-51-6,185532-71-2) + 4,4'-dihydroxyazobenzene (2050-16-0) → 4-(benzylamino)phenol (103-14-0)

Guidance literature:

With 2 wtpercent of Pd on TiO₂; In water; at 29.84 ℃; for 8h; UV-irradiation; Inert atmosphere;

DOI:10.1039/c5nj00158g

upstream raw materials:

4-benzylidenamino-phenol

N-benzyl-N-phenylhydroxylamine

ethanol

4-amino-phenol

Downstream raw materials:

4-amino-phenol

benzyl-(4-nitrooxy-phenyl)-amine

ethyl 3-(benzyl(4-hydroxyphenyl)amino)-2-methyl-3-oxopropanoate

ethyl 2-(benzyl(4-hydroxyphenyl)carbamoyl)pent-4-enoate

Refernces

• 1、 Xu, Xingliang,Luo, Jiajun,Li, Liping,Zhang, Dan,Wang, Yan,Li, Guangshe. "Unprecedented catalytic performance in amine syntheses: Via Pd/g-C3N4 catalyst-assisted transfer hydrogenation". . p. 2038 - 2046. Retrieved 2018.
• 2、 Shafir, Alexandr,Buchwald, Stephen L.. "Highly selective room-temperature copper-catalyzed C-N coupling reactions". . p. 8742 - 8743. Retrieved 2006.
• 3、 Hu, Lei,Cao, Xueqin,Ge, Danhua,Hong, Haiyan,Guo, Zhiqiang,Chen, Liang,Sun, Xuhui,Tang, Jianxin,Zheng, Junwei,Lu, Jianmei,Gu, Hongwei. "Ultrathin platinum nanowire catalysts for direct C-N coupling of carbonyls with aromatic nitro compounds under 1 bar of hydrogen". . p. 14283 - 14287. Retrieved 2011.
• 4、 Huang, Yi-Bo,Cai, Chun. "Direct reductive amination of aldehydes and ketones mediated by a thiourea derivative as an organocatalyst". . p. 686 - 688. Retrieved 2009.
• 5、 Bian, Fengxia,Cheng, Hongmei,Jiang, Heyan,Liu, Xingyan,Long, Xingyu,Yang, Chaofen. "Efficient photocatalytic one-pot hydrogenation and N-alkylation of nitrobenzenes/benzonitriles with alcohols over Pd/MOFs: Effect of the crystal morphology & “quasi-MOF” structure". . p. 121 - 131. Retrieved 2020.
• 6、 Huang, Yi-Bo,Yi, Wen-Bin,Cai, Chun. "An efficient, recoverable fluorous organocatalyst for direct reductive amination of aldehydes". . p. 879 - 882. Retrieved 2010.
• 7、 Wang, Erfei,Chen, Kaixuan,Chen, Yinan,Zhang, Jiawei,Lin, Xinrong,Chen, Mao. "Porous polymeric ligand promoted copper-catalyzed C-N coupling of (hetero)aryl chlorides under visible-light irradiation". . p. 17 - 21. Retrieved 2020/11/04.