1-(2-Chlorophenyl)ethanol

Base Information

• Chemical Name: 1-(2-Chlorophenyl)ethanol
• CAS No.: 13524-04-4
• Deprecated CAS: 132437-66-2
• Molecular Formula: C8H9ClO
• Molecular Weight: 156.612
• Hs Code.: 29062990
• European Community (EC) Number: 236-868-4
• DSSTox Substance ID: DTXSID80884623
• Nikkaji Number: J28.524B
• Mol file: 13524-04-4.mol

Synonyms:1-(2-CHLOROPHENYL)ETHANOL;13524-04-4;1-(2-Chlorophenyl)-1-ethanol;2-Chloro-alpha-methylbenzyl alcohol;1-(2-chlorophenyl)ethan-1-ol;Benzenemethanol, 2-chloro-.alpha.-methyl-;Benzenemethanol, 2-chloro-alpha-methyl-;Benzyl alcohol, o-chloro-.alpha.-methyl-;EINECS 236-868-4;MFCD00041037;1-(2-Chloro-phenyl)-ethanol;MFCD06659506;MFCD06659510;1-(2-Chlorophenyl)ethyl Alcohol;(S)-2-Chloro-alpha-methylbenzyl Alcohol;2-CHLOROPHENYL METHYL CARBINOL;2-chlorophenyl-ethanol;o-chloro-1-phenylethanol;1-(o-chlorophenyl)ethanol;1-(2-chlorophenyl)-ethanol;SCHEMBL504837;N-CYCLOHEXYLASPARTICACID;SCHEMBL15943179;.alpha.-(o-Chlorophenyl)ethanol;DDUBOVLGCYUYFX-UHFFFAOYSA-;DTXSID80884623;(RS)-1-(2-chlorophenyl)ethanol;CS-M1701;AKOS000249271;AKOS016844189;O-Chloro- alpha -methylbenzyl alcohol;AB88273;AB88883;AC-7196;AS-31065;SY005057;SY024787;SY024788;AM20050547;FT-0605522;FT-0657548;FT-0694259;EN300-42602;A887717;W-108272;Z335244972

Chemical Property of 1-(2-Chlorophenyl)ethanol

Chemical Property:

• Vapor Pressure: 0.0348mmHg at 25°C
• Refractive Index: 1.55
• Boiling Point: 231.417 °C at 760 mmHg
• PKA: 14.05±0.20(Predicted)
• Flash Point: 93.758 °C
• PSA: 20.23000
• Density: 1.182 g/cm³
• LogP: 2.39330
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 156.0341926
• Heavy Atom Count: 10
• Complexity: 105

Purity/Quality:

99% min ^*data from raw suppliers

2-Chloro-alpha-methylbenzyl Alcohol >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=CC=C1Cl)O

Technology Process of 1-(2-Chlorophenyl)ethanol

There total 71 articles about 1-(2-Chlorophenyl)ethanol 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: 95.0%

methylmagnesium bromide (75-16-1) + 2-chloro-benzaldehyde (89-98-5) → 2'-chloro-sec-phenethyl alcohol (13524-04-4)

Guidance literature:

With titanium(IV) isopropylate; zinc(II) chloride; In toluene; at -78 - -30 ℃;

DOI:10.1016/j.tetlet.2007.02.130

Reference yield: 95.0%

2-(1-(2-chlorophenyl)ethoxy)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane → 2'-chloro-sec-phenethyl alcohol (13524-04-4)

Guidance literature:

With silica gel; In hexane; ethyl acetate;

DOI:10.1002/anie.201607579

Reference yield: 95.0%

1-(2-chlorophenyl)ethanone (2142-68-9) + isopropyl alcohol (67-63-0,8013-70-5) → 2'-chloro-sec-phenethyl alcohol (13524-04-4)

Guidance literature:

With [{2-(2-pyridyl)benzimidazole}RuCl₂(PPh₃)2]; potassium hydroxide; at 82 ℃; for 4h;

DOI:10.1039/c3dt51599k

upstream raw materials:

1-(2-chlorophenyl)ethanone

2-chlorostyrene

vinyl acetate

dimethyl zinc(II)

Downstream raw materials:

(R)-1-(o-chlorophenyl)ethanol

(S)-1-(2'-chlorophenyl)ethanol

1-(2-chlorophenyl)ethanone

(S)-1-(m-chlorophenyl)ethanol

Refernces

• 1、 Guelcemal, Sueleyman,Goekce, Aytac Guerhan,Cetinkaya, Bekir. "Iridium(i) N-heterocyclic carbene complexes of benzimidazol-2-ylidene: Effect of electron donating groups on the catalytic transfer hydrogenation reaction". . p. 7305 - 7311. Retrieved 2013.
• 2、 Bouhachicha,Ngo Ndimba,Roisnel,Lalli,Argouarch. "Pure phosphotriesters as versatile ligands in transition metal catalysis: efficient hydrosilylation of ketones and diethylzinc addition to aldehydes". . p. 4767 - 4770. Retrieved 2017.
• 3、 Ooi, Takashi,Ichikawa, Hayato,Maruoka, Keiji. "Practical approach to the Meerwein-Ponndorf-Verley reduction of carbonyl substrates with new aluminum catalysts". . p. 3610 - 3612. Retrieved 2001.
• 4、 O, Wylie W.N.,Lough, Alan J.,Morris, Robert H.. "Mechanistic investigation of the hydrogenation of ketones catalyzed by a ruthenium(II) complex featuring an N-heterocyclic carbene with a tethered primary amine donor: Evidence for an inner sphere mechanism". . p. 1236 - 1252. Retrieved 2011.
• 5、 Zhang, Lin,Zhang, Ling,Chen, Qian,Li, Linlin,Jiang, Jian,Sun, Hao,Zhao, Chong,Yang, Yuanyong,Li, Chun. "Cinchona-Alkaloid-Derived NNP Ligand for Iridium-Catalyzed Asymmetric Hydrogenation of Ketones". supporting information. p. 415 - 419. Retrieved 2022/01/12.
• 6、 Du, Xinyu,Qi, Xinghao,Li, Kai,Li, Xiaoyan,Sun, Hongjian,Fuhr, Olaf,Fenske, Dieter. "Synthesis and catalytic activity of N-heterocyclic silylene (NHSi) iron (II) hydride for hydrosilylation of aldehydes and ketones". . . Retrieved 2021/05/29.