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W213101 Aldrich

Benzoic acid

≥99.5%, FCC, FG

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Properties

Related Categories A - D, A-B, A-D, Alphabetical Listings, Analytical Standards,
biological source   synthetic
grade   FG
  Halal
  Kosher
  NI
reg. compliance   FCC
  FDA 21 CFR (175.300)
  FDA 21 CFR (177.1390)
  FDA 21 CFR (184.1021)
  EU Regulation 1334/2008 & 178/2002
vapor density   4.21 (vs air)
vapor pressure   10 mmHg ( 132 °C)
assay   ≥99.5%
autoignition temp.   1061 °F
bp   132-133 °C/10 mmHg
  249 °C(lit.)
mp   121-125 °C(lit.)
Organoleptic   balsam
allergen   no known allergens

Description

Packaging

1 kg in poly bottle

10 kg in poly drum

25 kg in fiber drum

Other Notes

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Price and Availability

Suggested Laboratory Gloves


Laboratory GlovesThis substance has been tested against several types of hand protection for CE compliance. Click below to find the recommended gloves for handling this product.



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Acetanilide

puriss. p.a., ≥99.5% (CHN)

Benzoic acid

Standard for quantitative NMR, TraceCERT®

Melting point standard 121-123°C

analytical standard

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
Target organs 
Lungs
Personal Protective Equipment 
Hazard Codes (Europe) 
Risk Statements (Europe) 
Safety Statements (Europe) 
26-39-45-63
WGK Germany 
1
RTECS 
DG0875000
Flash Point(F) 
249.8 °F
Flash Point(C) 
121 °C

Protocols & Articles

Articles

Determination of Water Content in Benzoic acid Using Karl Fischer Titration

The determination of water in carboxylic acids is usually straightforward provided the substances are soluble. Strong acids must be neutralized. Acetic acid and related compounds have a tendency to u...
Keywords: Esterifications, Pharmaceutical, Titrations

Securing a Traceable Supply Chain for Food Grade Flavor Ingredients

Introduction Defining "Food Grade" Understanding "Food Grade" Versus "Industrial Grade" Top Questions to Ask a Flavor & Fragrances Supplier The Sigma-Aldrich Approach
Keywords: Food & Beverage, Food Safety, Solvents

Understanding the Complexities of Kosher Ingredients

Dr. Luke Grocholl, Quality Assurance Supervisor, Sigma-Aldrich Flavors & Fragrances and Rabbi Gershon Segal
Keywords: Fermentation, Food & Beverage, Safety industry

Related Content

'Food Grade' in Flavors: Simple idea, complex environment [VIDEO]

There is no universal definition of "food grade" for flavor ingredients, but multiple regulatory systems in place around the world provide the industry with information about what can be considered "...
Keywords: Solvents

Peer-Reviewed Papers

References

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Copper-mediated C-H/C-H biaryl coupling of benzoic acid derivatives and 1,3-azoles. Nishino M, Hirano K, Satoh T, et al. Angew. Chem. Int. Ed. Engl. 52(16), 4457-61, (2013)

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Copper-promoted sulfenylation of sp2 C-H bonds. Tran LD, Popov I, and Daugulis O J. Am. Chem. Soc. 134(44), 18237-40, (2012)

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Chlorogenic acid, quercetin-3-rutinoside and black tea phenols are extensively metabolized in humans. Olthof MR, Hollman PC, Buijsman MN, et al. J. Nutr. 133(6), 1806-14, (2003)

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Highly sensitive GC/MS/MS method for quantitation of amino and nonamino organic acids. Kvitvang HF, Andreassen T, Adam T, et al. Anal. Chem. 83(7), 2705-11, (2011)

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The biochemistry and toxicology of benzoic acid metabolism and its relationship to the elimination of waste nitrogen. Tremblay GC and Qureshi IA Pharmacol. Ther. 60(1), 63-90, (1993)

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A metabolite profiling approach to identify biomarkers of flavonoid intake in humans. Loke, W.M., et al. J. Nucl. Med. 139, 2309-14, (2009)

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Molecular characteristics for solid-state limited solubility. Carola M Wassvik et al J. Med. Chem. 51, 3035-9, (2008)

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Cyanomethylbenzoic acid: an acceptor for donor-π-acceptor chromophores used in dye-sensitized solar cells. Xiang W, Gupta A, Kashif MK, et al. ChemSusChem 6(2), 256-60, (2013)

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Nematic liquid crystalline elastomer grating and microwire fabricated by micro-molding in capillaries. Wei R, He Y, Wang X, et al. Macromol. Rapid Commun. 34(4), 330-4, (2013)

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Benzyl alcohol metabolism and elimination in neonates. LeBel M, Ferron L, Masson M, et al. Dev. Pharmacol. Ther. 11(6), 347-56, (1988)

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Transdermal penetration behaviour of drugs: CART-clustering, QSPR and selection of model compounds. Bram Baert et al Bioorg. Med. Chem. 15, 6943-55, (2007)

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In silico and in vitro filters for the fast estimation of skin permeation and distribution of new chemical entities. Giorgio Ottaviani et al J. Med. Chem. 50, 742-8, (2007)

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Production of cis,cis-muconic acid from benzoic acid. Yoshikawa N, Ohta K, Mizuno S, et al. Bioprocess Technol. 16, 131-47, (1993)

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Destruction of aromatic hydrocarbons by the Rhodococcus wratislaviensis KT112-7 strain isolated from waste products of a salt-mining factory. Egorova DO, Korsakova ES, Demakov VA, et al. Prikl. Biokhim. Mikrobiol. 49(3), 267-78, (2013)

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[Preparation and applications of a supported liquid-liquid extraction column with a composite diatomite material]. Bao J, Ma Z, Sun Y, et al. Se Pu 30(8), 798-803, (2012)

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[The role of thiol antioxidants in restoring mitochondrial functions, modified by microbial metabolites]. Fedotcheva NI, Teplova VV, and Beloborodova NV Biofizika 57(5), 820-6, (2012)

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GC-MS determination of flavonoids and phenolic and benzoic acids in human plasma after consumption of cranberry juice. Zhang K and Zuo Y J. Agric. Food Chem. 52(2), 222-7, (2004)

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Gut microbiome composition and function in experimental colitis during active disease and treatment-induced remission. Rooks MG, Veiga P, Wardwell-Scott LH, et al. ISME J. 8(7), 1403-17, (2014)

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Quantitative analysis for organic acids in biological samples: batch isolation followed by gas chromatographic-mass spectrometric analysis. Hoffmann G, Aramaki S, Blum-Hoffmann E, et al. Clin. Chem. 35(4), 587-95, (1989)

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Benzoyl peroxide: percutaneous penetration and metabolic disposition. Nacht S, Yeung D, Beasley JN, et al. J. Am. Acad. Dermatol. 4(1), 31-7, (1981)

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Calculating virtual log P in the alkane/water system (log P(N)(alk)) and its derived parameters deltalog P(N)(oct-alk) and log D(pH)(alk). Giulia Caron et al J. Med. Chem. 48, 3269-79, (2005)

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Discovery, SAR, and pharmacokinetics of a novel 3-hydroxyquinolin-2(1H)-one series of potent D-amino acid oxidase (DAAO) inhibitors. Allen J Duplantier et al J. Med. Chem. 52, 3576-85, (2009)

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Redox-neutral α-C-H bond functionalization of secondary amines with concurrent C-P bond formation/N-alkylation. Das D and Seidel D Org. Lett. 15(17), 4358-61, (2013)

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Organic acids pretreatment effect on Rosa bourbonia phyto-biomass for removal of Pb(II) and Cu(II) from aqueous media. Manzoor Q, Nadeem R, Iqbal M, et al. Bioresour. Technol. 132, 446-52, (2013)

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Signal amplification for electrochemical immunosensing by in situ assembly of host-guest linked gold nanorod superstructure on immunocomplex. Lin D, Wu J, Ju H, et al. Biosens. Bioelectron. 45, 195-200, (2013)

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Stereochemical assignment of the fungal metabolites pestalotiopsones D and E through enantiopure synthesis. Beekman AM and Barrow RA J. Nat. Prod. 76(11), 2054-9, (2013)

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Study on the constituents of Mexican propolis and their cytotoxic activity against PANC-1 human pancreatic cancer cells. Feng Li et al J. Nat. Prod. 73, 623-7, (2010)

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Plant-like biosynthetic pathways in bacteria: from benzoic acid to chalcone. Moore BS, Hertweck C, Hopke JN, et al. J. Nat. Prod. 65(12), 1956-62, (2002)

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Solid phase microextraction, mass spectrometry and metabolomic approaches for detection of potential urinary cancer biomarkers--a powerful strategy for breast cancer diagnosis. Silva CL, Passos M, and Câmara JS Talanta 89, 360-8, (2012)

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Excitonic splitting and coherent electronic energy transfer in the gas-phase benzoic acid dimer. Ottiger P and Leutwyler S J. Chem. Phys. 137(20), 204303, (2012)

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The lifespan-promoting effect of acetic acid and Reishi polysaccharide. Ming-Hong Chuang et al Bioorg. Med. Chem. 17, 7831-40, (2009)

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The bacterial degradation of benzoic acid and benzenoid compounds under anaerobic conditions: unifying trends and new perspectives. Elder DJ and Kelly DJ FEMS Microbiol. Rev. 13(4), 441-68, (1994)

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In vitro skin absorption and metabolism of benzoic acid, p-aminobenzoic acid, and benzocaine in the hairless guinea pig. Nathan D, Sakr A, Lichtin JL, et al. Pharm. Res. 7(11), 1147-51, (1990)

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Antitubercular constituents from the stem wood of Cinnamomum kotoense. Fu-Chi Chen et al J. Nat. Prod. 68, 1318-23, (2005)

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Benzoic acid intermediates in the anaerobic biodegradation of phenols. Londry KL and Fedorak PM Can. J. Microbiol. 38(1), 1-11, (1992)

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Percutaneous absorption of benzoic acid across human skin. I. In vitro experiments and mathematical modeling. Parry GE, Bunge AL, Silcox GD, et al. Pharm. Res. 7(3), 230-6, (1990)

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In(III)/PhCO2H binary acid catalyzed tandem [2 + 2] cycloaddition and Nazarov reaction between alkynes and acetals. Zhu L, Xi ZG, Lv J, et al. Org. Lett. 15(17), 4496-9, (2013)

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Glycolamide esters as biolabile prodrugs of carboxylic acid agents: synthesis, stability, bioconversion, and physicochemical properties. Nielsen NM and Bundgaard H J. Pharm. Sci. 77(4), 285-98, (1988)

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Functional associations between the metabolome and manganese tolerance in Vigna unguiculata. Führs H, Specht A, Erban A, et al. J. Exp. Bot. 63(1), 329-40, (2012)

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Structural variation governs substrate specificity for organic anion transporter (OAT) homologs. Potential remote sensing by OAT family members. Gregory Kaler et al J. Biol. Chem. 282, 23841-53, (2007)

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Specific recognition of tyrosine-phosphorylated peptides by epitope imprinting of phenylphosphonic acid. Xu L, Hu Y, Shen F, et al. J. Chromatogr. A 1293, 85-91, (2013)

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3D-QSAR and molecular docking studies of benzaldehyde thiosemicarbazone, benzaldehyde, benzoic acid, and their derivatives as phenoloxidase inhibitors. Chao-Bin Xue et al Bioorg. Med. Chem. 15, 2006-15, (2007)

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Induction of systemic acquired resistance by heat shock treatment in Arabidopsis. Kusajima M, Kwon S, Nakajima M, et al. Biosci. Biotechnol. Biochem. 76(12), 2301-6, (2012)

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Synthesis and characterization of an azo dibenzoic acid Schiff base and its Ni(II), Pb(II), Zn(II) and Cd(II) complexes. Kakanejadifard A, Esna-ashari F, Hashemi P, et al. Spectrochim. Acta. A. Mol. Biomol. Spectrosc. 106, 80-5, (2013)

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In vitro and in vivo studies of 6,8-(diaryl)imidazo[1,2-a]pyrazin-3(7H)-ones as new antioxidants. Frederic De Wael et al Bioorg. Med. Chem. 17, 4336-44, (2009)

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Biosynthesis of biphenyls and benzophenones--evolution of benzoic acid-specific type III polyketide synthases in plants. Beerhues L and Liu B Phytochemistry 70(15-16), 1719-27, (2009)

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CYP53A15 of Cochliobolus lunatus, a target for natural antifungal compounds. Barbara Podobnik et al J. Med. Chem. 51, 3480-6, (2008)

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Adsorption of benzoic acid, phthalic acid on gold substrates studied by surface-enhanced Raman scattering spectroscopy and density functional theory calculations. Gao J, Hu Y, Li S, et al. Spectrochim. Acta. A. Mol. Biomol. Spectrosc. 104, 41-7, (2013)

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Photoreversible polymer-surfactant micelles using the molecular recognition of α-cyclodextrin. Dong ZQ, Cao Y, Han XJ, et al. Langmuir 29(10), 3188-94, (2013)

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Conjugation of benzoic acid with glycine in human liver and kidney: a study on the interindividual variability. Temellini A, Mogavero S, Giulianotti PC, et al. Xenobiotica 23(12), 1427-33, (1993)

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Rational substrate and enzyme engineering of transketolase for aromatics. Payongsri P, Steadman D, Strafford J, et al. Org. Biomol. Chem. 10(45), 9021-9, (2012)

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Aminodeoxychorismate synthase inhibitors from one-bead one-compound combinatorial libraries: "staged" inhibitor design. Seth Dixon et al J. Med. Chem. 49, 7413-26, (2006)

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Triterpenoid constituents from the roots of Paeonia rockii ssp. rockii. Teresa Mencherini et al J. Nat. Prod. 74, 2116-21, (2011)

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Topical benzoic acid induces the increased biosynthesis of prostaglandin D2 in human skin in vivo. Downard CD, Roberts LJ, and Morrow JD Clin. Pharmacol. Ther. 57(4), 441-5, (1995)

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Sensitive determination of organic acid preservatives in juices and soft drinks treated by monolith-based stir cake sorptive extraction and liquid chromatography analysis. Lin F, Nong S, Huang X, et al. Anal. Bioanal. Chem 405(6), 2077-81, (2013)

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Effects of a blend of essential oil compounds and benzoic acid on performance of broiler chickens as revealed by a meta-analysis of 4 growth trials in various locations. Weber GM, Michalczuk M, Huyghebaert G, et al. Poult. Sci. 91(11), 2820-8, (2012)

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Cyclic nucleotide phosphodiesterase inhibition by a benzoic acid derivative. Killackey JJ, Killackey BA, and Philp RB Agents Actions 17(2), 192-6, (1985)

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Convenient QSAR model for predicting the complexation of structurally diverse compounds with beta-cyclodextrins. Alfonso Pérez-Garrido et al Bioorg. Med. Chem. 17, 896-904, (2009)

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Differentiation between stoichiometric and anticatalytic antioxidant properties of benzoic acid analogues: a structure/redox potential relationship study. Franck T, Mouithys-Mickalad A, Robert T, et al. Chem. Biol. Interact. 206(2), 194-203, (2013)

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3,5-Dimethoxy-4-(3-(2-carbonyl-ethyldisulfanyl)-propionyl)-benzoic acid 4-guanidino-butyl ester: a novel twin drug that prevents primary cardiac myocytes from hypoxia-induced apoptosis. Liu C, Guo W, Maerz S, et al. Eur. J. Pharmacol. 700(1-3), 118-26, (2013)

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Phenylalanine metabolism in uremic and normal man. Jones MR, Kopple JD, and Swendseid ME Kidney Int. 14(2), 169-79, (1978)

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Ugi multicomponent reaction product: the inhibitive effect on DNA oxidation depends upon the isocyanide moiety. Wang R and Liu ZQ J. Org. Chem. 78(17), 8696-704, (2013)

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Sensitive ionization of non-volatile analytes using protein solutions as spray liquid in desorption electrospray ionization mass spectrometry. Zhu Z, Han J, Zhang Y, et al. Rapid Commun. Mass Spectrom. 26(23), 2770-6, (2012)

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8-Hydroxy-3,4-dihydropyrrolo[1,2-a]pyrazine-1(2H)-one HIV-1 integrase inhibitors. Thorsten E Fisher et al Bioorg. Med. Chem. Lett. 17, 6511-5, (2007)

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Structure-activity relationship study on benzoic acid part of diphenylamine-based retinoids. Ohta K, Kawachi E, Shudo K, et al. Bioorg. Med. Chem. Lett. 23(1), 81-4, (2013)

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Synthesis and antiradical/antioxidant activities of caffeic acid phenethyl ester and its related propionic, acetic, and benzoic acid analogues. LeBlanc LM, Paré AF, Jean-François J, et al. Molecules 17(12), 14637-50, (2012)

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Comparative analysis of the main bioactive components of San-ao decoction and its series of formulations. Shu X, Tang Y, Jiang C, et al. Molecules 17(11), 12925-37, (2012)

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Inhibition of 15-lipoxygenase-catalysed oxygenation of arachidonic acid by substituted benzoic acids. Wendy R Russell et al Bioorg. Med. Chem. 16, 4589-93, (2008)

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Behavior-selective apoptotic capacity of 4-(3,4,5-Trimethoxyphenoxy) benzoic acid and its methyl derivatives on two breast cancer cell lines. Lee KH, Ho WY, Wu SJ, et al. Anticancer Res. 34(4), 1801-9, (2014)

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Benzenepolycarboxylic acids with potential anti-hemorrhagic properties and structure-activity relationships. Hnin Thanda Aung et al Bioorg. Med. Chem. 19, 7000-2, (2011)

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The morphology and fabrication of nanostructured micelle by a novel block copolymer with linear-dendritic structure. Cai R, Li R, Qian J, et al. Mater. Sci. Eng. C. Mater. Biol. Appl. 33(4), 2070-7, (2013)

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The improvement of the anticancer effect of a novel compound benzoic acid, 2-hydroxy-, 2-D-ribofuranosylhydrazide (BHR) loaded in solid lipid nanoparticles. Wang M, Qin L, Li K, et al. AAPS PharmSciTech 13(4), 1348-54, (2012)

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Growth, thermal, dielectric and mechanical properties of L-phenylalanine-benzoic acid: a nonlinear optical single crystal. Tamilselvan S, Vimalan M, Potheher IV, et al. Spectrochim. Acta. A. Mol. Biomol. Spectrosc. 114, 19-26, (2013)

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Synthesis, structural, optical, thermal and dielectric studies on new organic nonlinear optical crystal by solution growth technique. Prakash M, Geetha D, and Lydia Caroline M Spectrochim. Acta. A. Mol. Biomol. Spectrosc. 107, 16-23, (2013)

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Electric field-controlled benzoic acid and sulphanilamide delivery from poly(vinyl alcohol) hydrogel. Sittiwong J, Niamlang S, Paradee N, et al. AAPS PharmSciTech 13(4), 1407-15, (2012)

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Final report on the safety assessment of Benzyl Alcohol, Benzoic Acid, and Sodium Benzoate. Nair B Int. J. Toxicol. 20 Suppl 3, 23-50, (2001)

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The many roles for fluorine in medicinal chemistry. William K Hagmann et al J. Med. Chem. 51, 4359-69, (2008)

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Merck 14,1091

Beil. 9,IV,273

Fieser 1,49

Aldrich MSDS 1, 160:A / Arctander, 276 / Corp MSDS 1 (1), 360:A / FT-IR 2 (2), 2647:D / FT-IR 1 (2), 186:A / FT-NMR 1 (2), 1063:B / Fenaroli / IR-Spectra (3), 963:A / IR-Spectra (2), 843:C / IR-Spectra (2), 186:A / NMR-Reference 2 (2), 182:C / RegBook 1 (2), 1783:A / RegBook 76 (2), 1783:A / Sax 6, 378 / Sigma FT-IR 1 (2), 306:B / Structure Index 1, 284:A:6 / Vapor Phase 3, 1322:C

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