alpha-Cyclopropylbenzyl alcohol

Base Information

• Chemical Name: alpha-Cyclopropylbenzyl alcohol
• CAS No.: 1007-03-0
• Molecular Formula: C10H12O
• Molecular Weight: 148.205
• Hs Code.: 29062900
• European Community (EC) Number: 213-749-5
• UNII: M3FU6M5656
• DSSTox Substance ID: DTXSID70905674
• Nikkaji Number: J208.234I
• Mol file: 1007-03-0.mol

Synonyms:1007-03-0;cyclopropyl(phenyl)methanol;alpha-Cyclopropylbenzyl alcohol;Cyclopropyl phenyl carbinol;cyclopropylphenylmethanol;Cyclopropyl phenylmethanol;M3FU6M5656;(1)-alpha-Cyclopropylbenzyl alcohol;EINECS 213-749-5;EINECS 250-781-9;BRN 2501089;Cyclopropylphenylcarbinol;63226-80-2;Phenylcyclopropyl methanol;Cyclopropyl(phenyl)methanol #;alpha-Cyclopropylphenylcarbinol;Benzenemethanol,a-cyclopropyl-;SCHEMBL477699;UNII-M3FU6M5656;PHENYLCYCLOPROPYLCARBINOL;alpha -Cyclopropylbenzyl alcohol;DTXSID70905674;CYCLOPROPYL-PHENYL-METHANOL;BAA00703;EINECS 264-037-6;MFCD00001299;alpha-Cyclopropylbenzyl alcohol, 99%;Benzenemethanol, .alpha.-cyclopropyl-;AKOS009157275;AS-48641;LS-58787;CS-0204239;FT-0622139;EN300-245360;F52087;A897365;J-000199

Chemical Property of alpha-Cyclopropylbenzyl alcohol

Chemical Property:

• Appearance/Colour: clear colourless to slightly yellow liquid
• Vapor Pressure: 0.0124mmHg at 25°C
• Melting Point: 130-135 °C(lit.)
• Refractive Index: n20/D 1.54(lit.)
• Boiling Point: 248.9 °C at 760 mmHg
• PKA: 14.29±0.20(Predicted)
• Flash Point: 112.2 °C
• PSA: 20.23000
• Density: 1.141 g/cm³
• LogP: 2.13000
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 148.088815002
• Heavy Atom Count: 11
• Complexity: 123

Purity/Quality:

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

Cyclopropyl(phenyl)methanol ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1C(C2=CC=CC=C2)O

Technology Process of alpha-Cyclopropylbenzyl alcohol

There total 34 articles about alpha-Cyclopropylbenzyl alcohol 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: 100.0%

cyclopropyl phenyl ketone (3481-02-5) → 1-phenyl-1-cyclopropylmethanol (1007-03-0)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1039/c8ob01339j

Reference yield: 98.0%

(E)-(4-iodobut-1-en-1-yl)benzene (56399-99-6) → 1-phenyl-1-cyclopropylmethanol (1007-03-0)

Guidance literature:

With water; silver nitrate; In benzene; at 25 ℃; for 3h;

DOI:10.1016/S0040-4039(01)80138-6

Reference yield: 96.0%

C16H23BO3 → 1-phenyl-1-cyclopropylmethanol (1007-03-0)

Guidance literature:

With silica gel; In hexane; ethyl acetate;

DOI:10.1002/anie.201607579

upstream raw materials:

cyclopropyl phenyl ketone

(E)-(4-chlorobut-1-en-1-yl)benzene

(E)-4-phenylbut-3-en-1-amine

(E)-(4-iodobut-1-en-1-yl)benzene

Downstream raw materials:

α-methoxybenzylcyclopropane

benzylcyclopropane

(E)-(4-chlorobut-1-en-1-yl)benzene

(E)-(4-bromobut-1-en-1-yl)benzene

Refernces

• 1、 Enthaler, Stephan,Jackstell, Ralf,Hagemann, Bernhard,Junge, Kathrin,Erre, Giulia,Beller, Matthias. "Efficient transfer hydrogenation of ketones in the presence of ruthenium N-heterocyclic carbene catalysts". . p. 4652 - 4659. Retrieved 2006.
• 2、 Chandrasena, R. Esala P.,Aebisher, David,Newcomb, Martin. "Products from solvolysis reactions that form (2-phenylcyclopropyl)carbinyl cations". . p. 974 - 977. Retrieved 2005.
• 3、 Watari, Ryo,Matsumoto, Norio,Kuwata, Shigeki,Kayaki, Yoshihito. "Distinct Promotive Effects of 1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) on Polymer Supports in Copper-Catalyzed Hydrogenation of C=O Bonds". . p. 4501 - 4507. Retrieved 2017.
• 4、 Bruneau-Voisine, Antoine,Wang, Ding,Dorcet, Vincent,Roisnel, Thierry,Darcel, Christophe,Sortais, Jean-Baptiste. "Transfer Hydrogenation of Carbonyl Derivatives Catalyzed by an Inexpensive Phosphine-Free Manganese Precatalyst". . p. 3656 - 3659. Retrieved 2017.
• 5、 Buhaibeh, Ruqaya,Filippov, Oleg A.,Bruneau-Voisine, Antoine,Willot, Jérémy,Duhayon, Carine,Valyaev, Dmitry A.,Lugan, No?l,Canac, Yves,Sortais, Jean-Baptiste. "Phosphine-NHC Manganese Hydrogenation Catalyst Exhibiting a Non-Classical Metal-Ligand Cooperative H2 Activation Mode". . p. 6727 - 6731. Retrieved 2019.
• 6、 Taniguchi, Tsuyoshi,Curran, Dennis P.. "Silica gel promotes reductions of aldehydes and ketones by N-heterocyclic carbene boranes". . p. 4540 - 4543. Retrieved 2012.
• 7、 Hsu, Shih-Fan,Plietker, Bernd. "Selective transfer hydrogenation and hydrogenation of ketones using a defined monofunctional (P^N(Bn)^N(Bn)^P)-RuII complex". . p. 4242 - 4245. Retrieved 2014.
• 8、 Enthaler, Stephan,Erre, Giulia,Tse, Man Kin,Junge, Kathrin,Beller, Matthias. "Biomimetic transfer hydrogenation of ketones with iron porphyrin catalysts". . p. 8095 - 8099. Retrieved 2006.
• 9、 Lamm, Vladimir,Pan, Xiangcheng,Taniguchi, Tsuyoshi,Curran, Dennis P.. "Reductions of aldehydes and ketones with a readily available N-heterocyclic carbene borane and acetic acid". . p. 675 - 680. Retrieved 2013.
• 10、 Zhang, Guoqi,Wu, Jing,Zeng, Haisu,Neary, Michelle C.,Devany, Matthew,Zheng, Shengping,Dub, Pavel A.. "Dearomatization and Functionalization of Terpyridine Ligands Leading to Unprecedented Zwitterionic Meisenheimer Aluminum Complexes and Their Use in Catalytic Hydroboration". . p. 874 - 884. Retrieved 2019.