[ CAS No. 121-71-1 ] {[proInfo.proName]}

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2D 3D

Structure of 121-71-1 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 121-71-1 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 121-71-1 ]

SDS Specification

Alternatived Products of [ 121-71-1 ]

Product Details of [ 121-71-1 ]

CAS No. :	121-71-1	MDL No. :	MFCD00002298
Formula :	C₈H₈O₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	LUJMEECXHPYQOF-UHFFFAOYSA-N
M.W :	136.15	Pubchem ID :	8487
Synonyms :	m-Hydroxyacetophenone	Chemical Name :	3'-Hydroxyacetophenone

Calculated chemistry of [ 121-71-1 ] Expand+

Physicochemical Properties

Num. heavy atoms :	10
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.12
Num. rotatable bonds :	1
Num. H-bond acceptors :	2.0
Num. H-bond donors :	1.0
Molar Refractivity :	38.66
TPSA :	37.3 ?2

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.14 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.34
Log Po/w (XLOGP3) :	1.39
Log Po/w (WLOGP) :	1.59
Log Po/w (MLOGP) :	1.12
Log Po/w (SILICOS-IT) :	1.68
Consensus Log Po/w :	1.42

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-1.94
Solubility :	1.57 mg/ml ; 0.0115 mol/l
Class :	Very soluble
Log S (Ali) :	-1.78
Solubility :	2.28 mg/ml ; 0.0167 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-2.13
Solubility :	1.02 mg/ml ; 0.00746 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.0

Safety of [ 121-71-1 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P280-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 121-71-1 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 121-71-1 ]
Downstream synthetic route of [ 121-71-1 ]

[ 121-71-1 ] Synthesis Path-Upstream 1~4

1
[ 121-71-1 ]
[ 53967-72-9 ]

Reference： [1] Journal of the American Chemical Society, 2005, vol. 127, # 33, p. 11620 - 11621
[2] Journal of the American Chemical Society, 2006, vol. 128, # 24, p. 8087 - 8094
[3] Tetrahedron, 2007, vol. 63, # 23, p. 4990 - 4999
[4] Chemische Berichte, 1957, vol. 90, p. 1120,1124
[5] Chemische Berichte, 1961, vol. 94, p. 26 - 38

2
[ 121-71-1 ]
[ 30879-49-3 ]
[ 89942-63-2 ]
[ 53967-72-9 ]

Reference： [1] Chemistry and Biodiversity, 2011, vol. 8, # 8, p. 1539 - 1549
[2] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 22, p. 6840 - 6844
[3] Bioorganic and Medicinal Chemistry, 2002, vol. 10, # 3, p. 675 - 683

3
[ 121-71-1 ]
[ 53967-72-9 ]

Reference： [1] Acta Crystallographica, Section C: Crystal Structure Communications, 1995, vol. 51, # 12, p. 2581 - 2583

4
[ 121-71-1 ]
[ 89942-63-2 ]
[ 53967-72-9 ]

Reference： [1] Journal of Natural Products, 1998, vol. 61, # 6, p. 821 - 822

[ 121-71-1 ] Synthesis Path-Downstream 1~10

1
[ 121-71-1 ]
[ 53967-72-9 ]

Reference： [1]Journal of the American Chemical Society,2005,vol. 127,p. 11620 - 11621
[2]Journal of the American Chemical Society,2006,vol. 128,p. 8087 - 8094
[3]Tetrahedron,2007,vol. 63,p. 4990 - 4999
[4]Journal of Pharmaceutical and Biomedical Analysis,2019,vol. 173,p. 154 - 161
[5]Chemische Berichte,1957,vol. 90,p. 1120,1124
[6]Chemische Berichte,1961,vol. 94,p. 26 - 38

2
[ 121-71-1 ]
[ 53967-72-9 ]
2,6-dinitro-3-hydroxyacetophenone [ No CAS ]

Reference： [1]Acta Crystallographica, Section C: Crystal Structure Communications,1995,vol. 51,p. 2581 - 2583

3
[ 121-71-1 ]
[ 108149-63-9 ]
4-(3-acetylphenoxymethyl)-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester [ No CAS ]

Reference： [1]Organic Letters,2003,vol. 5,p. 4253 - 4256

4
[ 121-71-1 ]
[ 123441-03-2 ]

Reference： [1]Synthetic Communications,2012,vol. 42,p. 589 - 598
[2]Organic Process Research and Development,2013,vol. 17,p. 307 - 312
[3]Organic Process Research and Development,2013,vol. 17,p. 307 - 312
[4]Tetrahedron Asymmetry,2013,vol. 24,p. 374 - 379
[5]Patent: US2020/95195,2020,A1
[6]Patent: US2020/95195,2020,A1
[7]Patent: US2020/95195,2020,A1
[8]Patent: US2020/95195,2020,A1

5
[ 121-71-1 ]
[ 506-59-2 ]
[ 105601-04-5 ]

Yield	Reaction Conditions	Operation in experiment
56%		A mixture of 27.23 gram 3-hydroxyacetophenone (0.2 mol), 3.60 gram dimethylamine hydrochloride (0.4 mol), 10 gram activated molecular sieve (3A) and 10 gram dry MgSO4 is refluxed in dry methanol for 1-2 hours. Then, 18.85 gram NaCNBH3 is added to reaction mixture and the mixture is refluxed for additional 18-20 hours. After hot filtration of reaction mixture, methanol is distilled out under vacuum and the residue thus obtained is dissolved in water (250 mL). The content is acidified with conc. HCI to pH 1 and extracted with ethyl acetate (3x100 mL). The aqueous solution is basified to pH 8-9 using NaHCO3() and extracted with ethyl acetate (5x100 mL). Combined ethyl acetate extracts are washed with water dried over MgSO4 and concentrated under reduced pressure to give thick oil. This oil is dissolved in isopropyl ether (120 mL) under heating and allowed to cool to 0 C. The crystalline solid obtained is filtered at the Buchner funnel under vacuum and dried in oven at 60C to give the product as a light yellow crystalline solid. Yield obtained: 56.0%. Purity by HPLC: 99%. Mass spectrometry: peak at mlz 166 (M+1). 1H-NMR data in CD3OD: oe 1.34 (d, 3H), 2.17 (s, 6H), 3.22 (q, IH), 6.63-6.68 (m, IH), 6.69-6.79 (m, 2H), 7.10 (t, IH).
56%		A mixture of 27.23 g 3-hydroxyacetophenone (0.2 mol) (1),3.60 g dimethylamine hydrochloride (0.4 mol), 10 g activatedmolecular sieve (3 A) and 10 g dry MgSO4 was refluxed in drymethanol for 1-2 h. Then, 18.85 g NaCNBH3 was added to reactionmixture and the mixture was refluxed for additional 18-20 h. Afterhot filtration of reaction mixture, methanol was removed underreduced pressure and the residue thus obtained was dissolved inwater (250 mL). The content was acidified with concd HCl to pH1 and extracted with ethyl acetate (3 100 mL). The aqueous solutionwas basified to pH 8-9 using NaHCO3(s) (i.e., solid NaHCO3)and extracted with ethyl acetate (5 100 mL). Combined ethylacetate extracts were washed with water dried over MgSO4 andconcentrated under reduced pressure to give thick oil. This oilwas dissolved in isopropyl ether (120 mL) under heating andallowed to cool to 0 C. The crystalline solid obtained was filteredand dried to obtain a light yellow crystalline solid. Yield obtained:56.0%. Purity by HPLC: 99%. Mass spectrometry: peak at m/z 166(M+1)+. 1H NMR data in CD3OD: d 1.34 (d, 3H, ACHACH3), 2.17(s, 6H, CH3ANACH3), 3.22 (q, 1H, ANACHACH3), 6.63-6.68 (m,1H, Ar-H), 6.69-6.79 (m, 2H, Ar-H), 7.10 (t, 1H, Ar-H).

Reference： [1]Patent: WO2014/129990,2014,A1 .Location in patent: Page/Page column 8; 9
[2]Bioorganic and Medicinal Chemistry,2014,vol. 22,p. 5141 - 5154

6
[ 121-71-1 ]
[ 92-55-7 ]
C₁₃H₉NO₅ [ No CAS ]

Reference： [1]Journal of Heterocyclic Chemistry,2015,vol. 52,p. 527 - 531

7
[ 1120-95-2 ]
[ 121-71-1 ]
1-(3-(pyridazin-3-yloxy)phenyl)ethanone [ No CAS ]

Reference： [1]Patent: WO2015/136947,2015,A1 .Location in patent: Paragraph 0288; 0289

8
[ 121-71-1 ]
[ 105601-04-5 ]

Reference： [1]Patent: CN107417574,2017,A

9
[ 121-71-1 ]
(R)-3-(1-(dimethylamino)ethyl) phenylethyl(methyl)carbamate [ No CAS ]
[ 123441-03-2 ]

Reference： [1]Chemistry - A European Journal,2018,vol. 24,p. 7410 - 7416
[2]Molecules,2018,vol. 23
[3]Molecules,2018,vol. 23

10
[ 41014-43-1 ]
[ 121-71-1 ]
1-(3-(benzo[d]oxazol-2-ylmethoxy)phenyl)ethanone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
82.4%	With potassium carbonate; In acetone; for 4h;Reflux;	General procedure: To a solution of various substituted phenols (1 mmol) in dry acetone (30 mL) K2CO3 (1 mmol)and compound 3 or 4 (1 mmol) were added. After being stirred for 4 h at reflux temperature, thereaction mixture was cooled, filtered, and concentrated under vacuum. Then the residue was dilutedwith 30 mL ethyl acetate and sequentially washed with 30 mL 1 M HCl, aq. NaHCO3 solution andbrine in order. The organic layer was dried over MgSO4 and concentrated in vacuo. Purification of theresidue by chromatography on silica gel furnished target compounds. 1H-NMR, 13C-NMR and massspectroscopy (MS) of compounds 5a-m and 6a-m are shown in Supplementary Materials.

Reference： [1]Molecules,2018,vol. 23

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Technical Information

? Acidity of Phenols ? Alkyl Halide Occurrence ? Baeyer-Villiger Oxidation ? Barbier Coupling Reaction ? Baylis-Hillman Reaction ? Bucherer-Bergs Reaction ? Chan-Lam Coupling Reaction ? Clemmensen Reduction ? Corey-Bakshi-Shibata (CBS) Reduction ? Corey-Chaykovsky Reaction ? Electrophilic Substitution of the Phenol Aromatic Ring ? Etherification Reaction of Phenolic Hydroxyl Group ? Fischer Indole Synthesis ? Grignard Reaction ? Halogenation of Phenols ? Henry Nitroaldol Reaction ? Horner-Wadsworth-Emmons Reaction ? Hydride Reductions ? Lawesson's Reagent ? Leuckart-Wallach Reaction ? McMurry Coupling ? Meerwein-Ponndorf-Verley Reduction ? Oxidation of Phenols ? Passerini Reaction ? Paternò-Büchi Reaction ? Pechmann Coumarin Synthesis ? Petasis Reaction ? Peterson Olefination ? Pictet-Spengler Tetrahydroisoquinoline Synthesis ? Preparation of Aldehydes and Ketones ? Preparation of Amines ? Prins Reaction ? Reactions of Aldehydes and Ketones ? Reactions of Amines ? Reformatsky Reaction ? Reimer-Tiemann Reaction ? Robinson Annulation ? Schlosser Modification of the Wittig Reaction ? Schmidt Reaction ? Specialized Acylation Reagents-Ketenes ? Stobbe Condensation ? Tebbe Olefination ? Ugi Reaction ? Wittig Reaction ? Wolff-Kishner Reduction

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P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
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[ CAS No. 121-71-1 ] {[proInfo.proName]}

Quality Control of [ 121-71-1 ]

Related Doc. of [ 121-71-1 ]

Product Details of [ 121-71-1 ]

Calculated chemistry of [ 121-71-1 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 121-71-1 ]

Application In Synthesis of [ 121-71-1 ]

[ 121-71-1 ] Synthesis Path-Upstream 1~4

[ 121-71-1 ] Synthesis Path-Downstream 1~10

Technical Information

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry