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Cas Database

91-01-0

91-01-0

Identification

  • Product Name:Benzhydrol

  • CAS Number: 91-01-0

  • EINECS:202-033-8

  • Molecular Weight:184.238

  • Molecular Formula: C13H12O

  • HS Code:2907.29

  • Mol File:91-01-0.mol

Synonyms:Benzhydrol(8CI);1,1-Diphenylmethanol;Benzhydryl alcohol;Benzohydrol;Diphenylcarbinol;Diphenylmethanol;Diphenylmethyl alcohol;Hydroxydiphenylmethane;NSC 32150;a-Phenylbenzenemethanol;a-Phenylbenzyl alcohol;

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Safety information and MSDS view more

  • Pictogram(s):IrritantXi

  • Hazard Codes:Xi

  • Signal Word:Warning

  • Hazard Statement:H315 Causes skin irritationH319 Causes serious eye irritation H335 May cause respiratory irritation

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

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  • Manufacture/Brand:TRC
  • Product Description:Benzhydrol
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Benzhydrol >99.0%(GC)
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Benzhydrol >99.0%(GC)
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:Benzhydrol
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Benzhydrol Benzhydrol for synthesis. CAS No. 91-01-0, EC Number 202-033-8., for synthesis
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Diphenylmethanol British Pharmacopoeia (BP) Reference Standard
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Diphenylmethanol British Pharmacopoeia (BP) Reference Standard
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Cyclizine impurity B European Pharmacopoeia (EP) Reference Standard
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Cyclizine impurity B United States Pharmacopeia (USP) Reference Standard
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Benzhydrol Pharmaceutical Secondary Standard; Certified Reference Material
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Relevant articles and documentsAll total 690 Articles be found

Vitvitskaya et al.

, (1975)

Cohen,Stein

, p. 3690 (1969)

Continuous synthesis of peralkylated imidazoles and their transformation into ionic liquids with improved (electro)chemical stabilities

Maton, Cedric,De Vos, Nils,Roman, Bart I.,Stevens, Christian V.,Vanecht, Evert,Brooks, Neil R.,Binnemans, Koen,Schaltin, Stijn,Fransaer, Jan

, p. 3146 - 3157,12 (2012)

A versatile and efficient method to synthesize tetrasubstituted imidazoles via a one-pot modified Debus-Radziszewski reaction and their subsequent transformation into the corresponding imidazolium ionic liquids is reported. The tetrasubstituted imidazoles were also synthesized by means of a continuous flow process. This straightforward synthetic procedure allows for a fast and selective synthesis of tetrasubstituted imidazoles on a large scale. The completely substituted imidazolium dicyanamide and bis(trifluoromethylsulfonyl) imide salts were obtained via a metathesis reaction of the imidazolium iodide salts. The melting points and viscosities are of the same order of magnitude as for their non-substituted analogues. In addition to the superior chemical stability of these novel ionic liquids, which allows them to be applied in strong alkaline media, the improved thermal and electrochemical stabilities of these compounds compared with conventional imidazolium ionic liquids is also demonstrated by thermogravimetrical analysis (TGA) and cyclic voltammetry (CV). Although increased substitution of the ionic liquids does not further increase thermal stability, a definite increase in cathodic stability is observable. Copyright

Electrochiroptical response in aqueous media: 9,10-dihydrophenanthrene-9, 10-diyl dications with Michlar's hydrol blue chromophores attached with oligoethylene glycol units

Suzuki, Takanori,Hanada, Keisuke,Katoono, Ryo,Ishigaki, Yusuke,Higasa, Sho,Higuchi, Hiroki,Kikuchi, Hirotsugu,Fujiwara, Kenshu,Yamada, Hidetoshi,Fukushima, Takanori

, p. 982 - 984 (2014)

Upon electrochemical oxidation of configurationally stable biphenyl-based electron donors (Rax)-1a and -1b to butane-1,4- diyl dications (M)-2a2+ and -2b2+, drastic changes were induced not only in UVvis but also in CD spe

Walling,Bollyky

, p. 2968 (1961)

Alumina-assisted reduction of carbonyl compounds with sodium borohydride in hexane

Yakabe, Shigetaka,Hirano, Masao,Morimoto, Takashi

, p. 1916 - 1921 (1998)

A broad range of aliphatic, alicyclic, and aromatic ketones and aldehydes underwent smooth reduction with a combination of common, inexpensive laboratory reagents, sodium borohydride and chromatographic neutral alumina, in hexane to afford the correspondi

Sophisticated Design of Covalent Organic Frameworks with Controllable Bimetallic Docking for a Cascade Reaction

Leng, Wenguang,Peng, Yongsheng,Zhang, Jianqiang,Lu, Hui,Feng, Xiao,Ge, Rile,Dong, Bin,Wang, Bo,Hu, Xiangping,Gao, Yanan

, p. 9087 - 9091 (2016)

Precise control of the number and position of the catalytic metal ions in heterogeneous catalysts remains a big challenge. Here we synthesized a series of two-dimensional (2D) covalent organic frameworks (COFs) containing two different types of nitrogen ligands, namely imine and bipyridine, with controllable contents. For the first time, the selective coordination of the two nitrogen ligands of the 2D COFs to two different metal complexes, chloro(1,5-cyclooctadiene)rhodium(I) (Rh(COD)Cl) and palladium(II) acetate (Pd(OAc)2), has been realized using a programmed synthetic procedure. The bimetallically docked COFs showed excellent catalytic activity in a one-pot addition–oxidation cascade reaction. The high surface area, controllable metal-loading content, and predesigned active sites make them ideal candidates for their use as heterogeneous catalysts in a wide range of chemical reactions.

Adaptive N-Mesoionic Ligands Anchored to a Triazolylidene for Ruthenium-Mediated (De)Hydrogenation Catalysis

Donnelly, Kate F.,Segarra, Candela,Shao, Li-Xiong,Suen, Rachelle,Müller-Bunz, Helge,Albrecht, Martin

, p. 4076 - 4084 (2015)

A ruthenium cymene complex bearing a bidentate ligand composed of the N-mesoionic donor N-[1-methylpyridin-4(1H)-ylidene]amide and the C-mesoionic donor 1,2,3-triazolylidene was prepared. Spectroscopic analyses including UV-vis, electrochemical, and NMR m

Synthesis of molecularly imprinted polymer for removal of effective impurity (benzhydrol) from diphenhydramine hydrochloride drug

Hashemi-Moghaddam, Hamid,Alaeian, Mohammad Reza

, p. 643 - 648 (2014)

The present study describes the synthesis and preliminary testing of molecularly imprinted polymers (MIPs) as scavenger resins for removal of the genotoxic impurities (GTI) benzhydrol from active pharmaceutical ingredients (API). A new molecularly imprinted polymer was synthesized using benzhydrol (template molecule), methacrylic acid (functional monomer), ethylene glycol dimethacrylate (cross-linker), 2,2′-azobisisobutironitril (intiator) and chloroform (porogenic solvent). To compare the performance of this polymer, a control polymer or non-imprinted polymer (NIP) was prepared under the same conditions without the use of template molecule. The synthesized polymers were characterized by FT-IR spectroscopy. Selectivity of the molecularly imprinted polymer for absorption benzhydrol impurities through adsorption experiments reviews and the results were compared with the adsorption of impurities by NIP. Various parameters were optimized such as time, pH, type of eluent for elution of impurities from polymer, concentration of sample and saturation of polymer. The proposed method was applied for removal of benzhydrol from Diphenhydramine hydrochloride syrup and passing it through the MIPs led to the quantitative removal of benzhydrol. The present work describes the synthesis and preliminary testing of molecularly imprinted polymers (MIPs) as scavenger resins for removal of the genotoxic impurities (GTI) benzhydrol from active pharmaceutical ingredients (API). Copyright

Kinetics of liquid-phase catalytic hydrogenation of benzophenone to benzhydrol

Bawane, Sunil P.,Sawant, Sudhirprakash B.

, p. 769 - 773 (2003)

Catalytic hydrogenation of benzophenone to benzhydrol was carried out in 2-propanol using Raney nickel as a catalyst at hydrogen pressures in the range of 800-2200 kPa, reaction temperatures 323-343 K, catalyst loadings 4-20 g dm-3 and benzophe

Transfer hydrogenation catalysis by a N-heterocyclic carbene iridium complex on a polyoxometalate platform

Modugno, Gloria,Monney, Angele,Bonchio, Marcella,Albrecht, Martin,Carraro, Mauro

, p. 2356 - 2360 (2014)

A divacant Keggin polyanion has been decorated with a N-heterocyclic carbene (NHC) iridium(I) organometallic complex to provide a molecular model of an Ir-based supported catalyst. The characterization of the hybrid compound has been performed by multinuc

Walling,Bollyky

, p. 3750 (1964)

Hydrosilylation of Aldehydes and Ketones Catalyzed by a 2-Iminopyrrolyl Alkyl-Manganese(II) Complex

Cruz, Tiago F. C.,Veiros, Luís F.,Gomes, Pedro T.

, p. 1195 - 1206 (2022/01/11)

A well-defined and very active single-component manganese(II) catalyst system for the hydrosilylation of aldehydes and ketones is presented. First, the reaction of 5-(2,4,6-iPr3C6H2)-2-[N-(2,6-iPr2C6H3)formimino]pyrrolyl potassium (KL) and [MnCl2(Py)2] afforded the binuclear 2-iminopyrrolyl manganese(II) pyridine chloride complex [Mn2{κ2N,N′-5-(2,4,6-iPr3C6H2)-NC4H2-2-C(H)═N(2,6-iPr2C6H3)}2(Py)2(μ-Cl)2] 1. Subsequently, the alkylation reaction of complex 1 with LiCH2SiMe3 afforded the respective (trimethylsilyl)methyl-Mn(II) complex [Mn{κ2N,N′-5-(2,4,6-iPr3C6H2)-NC4H2-2-C(H)═N(2,6-iPr2C6H3)}(Py)CH2SiMe3] 2 in a good yield. Complexes 1 and 2 were characterized by elemental analysis, 1H NMR spectroscopy, Evans' method, FTIR spectroscopy, and single-crystal X-ray diffraction. While the crystal structure of complex 1 has been identified as a binuclear entity, in which the Mn(II) centers present pentacoordinate coordination spheres, that of complex 2 corresponds to a monomer with a distorted tetrahedral coordination geometry. Complex 2 proved to be a very active precatalyst for the atom-economic hydrosilylation of several aldehydes and ketones under very mild conditions, with a maximum turnover frequency of 95 min-1, via a silyl-Mn(II) mechanistic route, as asserted by a combination of experimental and theoretical efforts, the respective silanes were cleanly converted to the respective alcoholic products in high yields.

A Convenient and Stable Heterogeneous Nickel Catalyst for Hydrodehalogenation of Aryl Halides Using Molecular Hydrogen

Anwar, Muhammad,Beller, Matthias,Dastgir, Sarim,Junge, Kathrin,Leonard, David K.,Ryabchuk, Pavel

, (2022/02/03)

Hydrodehalogenation is an effective strategy for transforming persistent and potentially toxic organohalides into their more benign congeners. Common methods utilize Pd/C or Raney-nickel as catalysts, which are either expensive or have safety concerns. In this study, a nickel-based catalyst supported on titania (Ni-phen@TiO2-800) is used as a safe alternative to pyrophoric Raney-nickel. The catalyst is prepared in a straightforward fashion by deposition of nickel(II)/1,10-phenanthroline on titania, followed by pyrolysis. The catalytic material, which was characterized by SEM, TEM, XRD, and XPS, consists of nickel nanoparticles covered with N-doped carbon layers. By using design of experiments (DoE), this nanostructured catalyst is found to be proficient for the facile and selective hydrodehalogenation of a diverse range of substrates bearing C?I, C?Br, or C?Cl bonds (>30 examples). The practicality of this catalyst system is demonstrated by the dehalogenation of environmentally hazardous and polyhalogenated substrates atrazine, tetrabromobisphenol A, tetrachlorobenzene, and a polybrominated diphenyl ether (PBDE).

Intercepting a transient non-hemic pyridine: N -oxide Fe(iii) species involved in OAT reactions

Vo, Nhat Tam,Herrero, Christian,Guillot, Régis,Inceoglu, Tanya,Leibl, Winfried,Clémancey, Martin,Dubourdeaux, Patrick,Blondin, Geneviève,Aukauloo, Ally,Sircoglou, Marie

supporting information, p. 12836 - 12839 (2021/12/10)

In the context of bioinspired OAT catalysis, we developed a tetradentate dipyrrinpyridine ligand, a hybrid of hemic and non-hemic models. The catalytic activity of the iron(iii) derivative was investigated in the presence of iodosylbenzene. Unexpectedly, MS, EPR, M?ssbauer, UV-visible and FTIR spectroscopic signatures supported by DFT calculations provide convincing evidence for the involvement of a relevant FeIII-O-NPy active intermediate. This journal is

Samarium-based Grignard-type addition of organohalides to carbonyl compounds under catalysis of CuI

Liu, Chen,Liu, Yongjun,Qi, Yan,Song, Bin,Wang, Liang,Xiao, Shuhuan

supporting information, p. 6169 - 6172 (2021/06/30)

Grignard-type additions were readily achieved under the mediation of CuI (10 mol%) and samarium (2 equiv.) by employing various organohalides,e.g.benzyl, aryl, heterocyclic and aliphatic halides (Cl, Br or I), and diverse carbonyl compounds (e.g.carbonic esters, carboxylic esters, acid anhydrides, acyl chlorides, ketones, aldehydes, propylene epoxides and formamides) to afford alcohols, ketones and aldehydes, respectively, with high efficiency and chemoselectivity, in which the organosamarium intermediate might be involved.

Catalytic Aldehyde and Alcohol Arylation Reactions Facilitated by a 1,5-Diaza-3,7-diphosphacyclooctane Ligand

Isbrandt, Eric S.,Nasim, Amrah,Newman, Stephen G.,Zhao, Karen

supporting information, p. 14646 - 14656 (2021/09/18)

We report a catalytic method to access secondary alcohols by the coupling of aryl iodides. Either aldehydes or alcohols can be used as reaction partners, making the transformation reductive or redox-neutral, respectively. The reaction is mediated by a Ni catalyst and a 1,5-diaza-3,7-diphosphacyclooctane. This P2N2ligand, which has previously been unrecognized in cross-coupling and related reactions, was found to avoid deleterious aryl halide reduction pathways that dominate with more traditional phosphines and NHCs. An interrupted carbonyl-Heck type mechanism is proposed to be operative, with a key 1,2-insertion step forging the new C-C bond and forming a nickel alkoxide that may be turned over by an alcohol reductant. The same catalyst was also found to enable synthesis of ketone products from either aldehydes or alcohols, demonstrating control over the oxidation state of both the starting materials and products.

Process route upstream and downstream products

Process route

methanol
67-56-1

methanol

((4-nitrophenoxy)methylene)dibenzene
62516-66-9

((4-nitrophenoxy)methylene)dibenzene

lithium methanolate
865-34-9

lithium methanolate

1,1-Diphenylmethanol
91-01-0

1,1-Diphenylmethanol

para-methoxynitrobenzene
100-17-4

para-methoxynitrobenzene

Conditions
Conditions Yield
at 100 ℃;
N-Nitroso-N-benzylformamide
85995-49-9

N-Nitroso-N-benzylformamide

phenylmagnesium bromide

phenylmagnesium bromide

phenyl benzyl ketone
451-40-1

phenyl benzyl ketone

1,1-Diphenylmethanol
91-01-0

1,1-Diphenylmethanol

benzyl bromide
100-39-0

benzyl bromide

benzyl alcohol
100-51-6,185532-71-2

benzyl alcohol

Conditions
Conditions Yield
With water; In diethyl ether; Product distribution; Mechanism; Ambient temperature;
phenylacetylene
536-74-3

phenylacetylene

1,1-Diphenylmethanol
91-01-0

1,1-Diphenylmethanol

1-Phenylethanol
98-85-1,13323-81-4

1-Phenylethanol

2-phenylethanol
60-12-8

2-phenylethanol

1,4-diphenylbut-3-en-1-yne
13343-78-7,13343-79-8,13141-45-2

1,4-diphenylbut-3-en-1-yne

benzyl alcohol
100-51-6,185532-71-2

benzyl alcohol

Conditions
Conditions Yield
With lithium aluminium tetrahydride; oxygen; Product distribution; Mechanism; 1.) 101.3 Pa, 110 deg C; autoxidation and than reduction;
benzophenone
119-61-9

benzophenone

acetophenone
98-86-2

acetophenone

1,1-Diphenylmethanol
91-01-0

1,1-Diphenylmethanol

1-Phenylethanol
98-85-1,13323-81-4

1-Phenylethanol

Conditions
Conditions Yield
With dibromoaluminium hydride; bis(2,6-di-tert-butyl-4-methylphenoxide)methylaluminum; at -78 ℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

phenyllithium
591-51-5

phenyllithium

1,1-Diphenylmethanol
91-01-0

1,1-Diphenylmethanol

1-Phenylethanol
98-85-1,13323-81-4

1-Phenylethanol

Conditions
Conditions Yield
With benzaldehyde; Multistep reaction; 1.) THF, -78 deg C, 2 h, 2.) -78 deg C to r.t.;
2,2′-(1-methylpiperidine-2,6-diyl)bis(1-phenylethanone)
579-21-5

2,2′-(1-methylpiperidine-2,6-diyl)bis(1-phenylethanone)

1,1-Diphenylmethanol
91-01-0

1,1-Diphenylmethanol

1-Phenylethanol
98-85-1,13323-81-4

1-Phenylethanol

methylamine
74-89-5

methylamine

Conditions
Conditions Yield
water
7732-18-5

water

Bromodiphenylmethane
776-74-9

Bromodiphenylmethane

1,1-Diphenylmethanol
91-01-0

1,1-Diphenylmethanol

hydrogen bromide
10035-10-6,12258-64-9

hydrogen bromide

Conditions
Conditions Yield
α-methylbenzoin
5623-26-7

α-methylbenzoin

1,1-Diphenylmethanol
91-01-0

1,1-Diphenylmethanol

1-Phenylethanol
98-85-1,13323-81-4

1-Phenylethanol

benzoic acid
65-85-0,8013-63-6

benzoic acid

Conditions
Conditions Yield
bromobenzene
108-86-1,52753-63-6

bromobenzene

formic acid ethyl ester
109-94-4

formic acid ethyl ester

1,1-Diphenylmethanol
91-01-0

1,1-Diphenylmethanol

benzoic acid ethyl ester
93-89-0,99341-95-4

benzoic acid ethyl ester

benzaldehyde
100-52-7

benzaldehyde

Conditions
Conditions Yield
bromobenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;
formic acid ethyl ester; In tetrahydrofuran; hexane; at -78 ℃; for 3h;
With ethanol; iodine; potassium carbonate; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 18h;
23%
16%
32%
Triphenylethylene
58-72-0

Triphenylethylene

1,1-Diphenylmethanol
91-01-0

1,1-Diphenylmethanol

benzyl alcohol
100-51-6,185532-71-2

benzyl alcohol

Conditions
Conditions Yield
With sodium tetrahydroborate; oxygen; meso-tetraphenylporphyrin iron(III) chloride; In methanol; benzene; Ambient temperature;
60%
65%

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