(1R, 2R)-2-METHOXYCYCLOHEXANOL

Base Information

• Chemical Name: (1R, 2R)-2-METHOXYCYCLOHEXANOL
• CAS No.: 113625-71-1
• Molecular Formula: C7H14 O2
• Molecular Weight: 130.187
• Mol file: 113625-71-1.mol

Synonyms:Cyclohexanol,2-methoxy-, (1R-trans)-

Chemical Property of (1R, 2R)-2-METHOXYCYCLOHEXANOL

Chemical Property:

• Boiling Point: 198.0±8.0 °C(Predicted)
• PKA: 14.67±0.40(Predicted)
• PSA: 29.46000
• Density: 0.99±0.1 g/cm3(Predicted)
• LogP: 0.93630

Purity/Quality:

97% ^*data from raw suppliers

(1R, 2R)-2-METHOXYCYCLOHEXANOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1R, 2R)-2-METHOXYCYCLOHEXANOL

There total 46 articles about (1R, 2R)-2-METHOXYCYCLOHEXANOL 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: 99.0%

methanol (67-56-1) + cyclohexane-1,2-epoxide (286-20-4) → trans-2-methoxycyclohexanol (7429-40-5,7429-41-6,113625-71-1,134108-68-2,134108-92-2,2979-24-0)

Guidance literature:

With trichloro(trifluoromethanesulfonato)titanium(IV); for 0.17h; Heating;

DOI:10.1080/00397919908086066

Reference yield: 97.0%

2-methoxy-cyclohex-3-enol → trans-2-methoxycyclohexanol (7429-40-5,7429-41-6,113625-71-1,134108-68-2,134108-92-2,2979-24-0)

Guidance literature:

With hydrogen; platinum on activated charcoal; In ethyl acetate;

DOI:10.1021/ol0060782

Reference yield: 95.0%

methanol (67-56-1) + cyclohexene oxide (286-20-4) → trans-2-methoxycyclohexanol (7429-40-5,7429-41-6,113625-71-1,134108-68-2,134108-92-2,2979-24-0)

Guidance literature:

With Cu(bpy)(H₂O)(BF₄)2(bpy); at 20 ℃; for 9h;

DOI:10.1016/j.jcat.2008.05.021

upstream raw materials:

(+/-)-trans-1-acetoxy-2-methyoxycyclohexane

trans-2-methoxycyclohexyl butanoate

trans-2-methoxycyclohexanol

cyclohexene oxide

Downstream raw materials:

(+/-)-3.5-dinitro-benzoic acid-(trans-2-methoxy-cyclohexyl ester)

(+/-)-trans-1-acetoxy-2-methyoxycyclohexane

Bis-(trans-2-methoxycyclohexyl)carbonat

dl-2β-Methoxy-1α-hydroxy-cyclohexan-α-naphthylurethan

Refernces

• 1、 Miura,Masaki. "Catalytic activities of dicyanoketene acetals in alcoholysis of epoxides". . p. 523 - 525. Retrieved 1995.
• 2、 Jewell,Szarek. "". . p. 248. Retrieved 1971.
• 3、 Bannard,R.A.B. et al.. "-". . p. 2605 - 2611. Retrieved 1967.
• 4、 Barluenga, Jose,Vazquez-Villa, Henar,Ballesteros, Alfredo,Gonzalez, Jose M.. "Copper(II) tetrafluoroborate catalyzed ring-opening reaction of epoxides with alcohols at room temperature". . p. 2817 - 2819. Retrieved 2002.
• 5、 Robinson, Mathew W.C.,Buckle, Richard,Mabbett, Ian,Grant, Gemma M.,Graham, Andrew E.. "Mesoporous aluminosilicate promoted alcoholysis of epoxides". . p. 4723 - 4725. Retrieved 2007.
• 6、 Xin,Suo,Zhang,Zhang. "Novel efficient synthesis of glycol monoethers over a niobium-containing MCM-41 mesoporous molecular sieve". . p. 569 - 570. Retrieved 2000.
• 7、 Iranpoor,Mohammadpour Baltork. "2,3-Dichloro-5,6-dicyano-p-benzoquinone, an efficient, mild, neutral and highly regioselective catalyst for alcoholysis of epoxides". . p. 735 - 738. Retrieved 1990.
• 8、 Yadav,Reddy,Harikishan,Madan,Narsaiah. "Carbon tetrabromide: An efficient catalyst for regioselective ring opening of epoxides with alcohols and water". . p. 2897 - 2900. Retrieved 2005.
• 9、 Rahmatpour, Ali,Sajjadinezhad, Seyed Mehrzad. "Cross-linked poly(N-vinylpyrrolidone)-titanium tetrachloride complex: A novel stable solid TiCl4 equivalent as a recyclable polymeric Lewis acid catalyst for regioselective ring-opening alcoholysis of epoxides". . . Retrieved 2021/08/09.
• 10、 Belokon, Yuri N.,Dmitrienko, Artem O.,Gak, Alexander S.,Gerasimov, Igor S.,Kuznetsova, Svetlana A.,Larionov, Vladimir A.,Li, Han,Medvedev, Michael G.,Nelyubina, Yulia V.,North, Michael,Saghyan, Ashot S.,Smol'yakov, Alexander F.,Zhereb, Vladimir P.. "The charge-assisted hydrogen-bonded organic framework (CAHOF) self-assembled from the conjugated acid of tetrakis(4-aminophenyl)methane and 2,6-naphthalenedisulfonate as a new class of recyclable Br?nsted acid catalysts". supporting information. p. 1124 - 1134. Retrieved 2020/07/10.