[ CAS No. 578-22-3 ]

Name: 578-22-3|5-Hydroxy-2-methylbenzoic acid|98%
Brand: Ambeed
SKU: A179433
Price: 6.0 USD
Availability: InStock
Rating: 92 (32 reviews)

{[proInfo.proName]} ,{[proInfo.pro_purity]}

Cat. No.: {[proInfo.prAm]}

DV 2D 3D

3d Animation Molecule Structure of 578-22-3

Structure of 578-22-3 * Storage: {[proInfo.prStorage]}

Cart0 Add to My Favorites Bulk Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

For Research Only 100K+ Compounds Competitive Price 1-2 Day Shipping

Quality Control of [ 578-22-3 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 578-22-3 ]

SDS Specification

Alternatived Products of [ 578-22-3 ]

Product Details of [ 578-22-3 ]

CAS No. :	578-22-3	MDL No. :	MFCD09833184
Formula :	C₈H₈O₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	ZIOYQUNKXJQXQY-UHFFFAOYSA-N
M.W :	152.15	Pubchem ID :	235188
Synonyms :

Calculated chemistry of [ 578-22-3 ]

Physicochemical Properties

Num. heavy atoms :	11
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.12
Num. rotatable bonds :	1
Num. H-bond acceptors :	3.0
Num. H-bond donors :	2.0
Molar Refractivity :	40.39
TPSA :	57.53 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.19 cm/s

Lipophilicity

Log Po/w (iLOGP) :	0.92
Log Po/w (XLOGP3) :	1.46
Log Po/w (WLOGP) :	1.4
Log Po/w (MLOGP) :	1.32
Log Po/w (SILICOS-IT) :	1.19
Consensus Log Po/w :	1.26

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.56

Water Solubility

Log S (ESOL) :	-2.04
Solubility :	1.39 mg/ml ; 0.0091 mol/l
Class :	Soluble
Log S (Ali) :	-2.27
Solubility :	0.809 mg/ml ; 0.00532 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-1.57
Solubility :	4.13 mg/ml ; 0.0272 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.01

Safety of [ 578-22-3 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 578-22-3 ]

* 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 [ 578-22-3 ]
Downstream synthetic route of [ 578-22-3 ]

[ 578-22-3 ] Synthesis Path-Upstream 1~2

1
[ 578-22-3 ]
[ 77-78-1 ]
[ 3168-59-0 ]

Reference： [1] Arkivoc, 2011, vol. 2011, # 6, p. 29 - 44
[2] Canadian Journal of Research, Section B: Chemical Sciences, 1945, vol. 23, p. 17,23

2
[ 578-22-3 ]
[ 788081-99-2 ]

Reference： [1] Journal of Medicinal Chemistry, 2013, vol. 56, # 21, p. 8561 - 8578
[2] Tetrahedron, 2018, vol. 74, # 2, p. 224 - 239

[ 578-22-3 ] Synthesis Path-Downstream 1~68

1
[ 64-17-5 ]
[ 578-22-3 ]
[ 34265-55-9 ]

Reference： [1]Justus Liebigs Annalen der Chemie,1900,vol. 311,p. 55

2
[ 90-51-7 ]
[ 578-22-3 ]

Reference： [1]Patent: DE91201,
Fortschr. Teerfarbenfabr. Verw. Industriezweige,vol. 4,p. 149

3
[ 578-22-3 ]
[ 17522-13-3 ]

Reference： [1]Journal of the Chemical Society,1909,vol. 95,p. 1879

4
[ 578-22-3 ]
5-hydroxy-2-methyl-cyclohexane-carboxylic acid [ No CAS ]

Reference： [1]Journal of the Chemical Society,1909,vol. 95,p. 1879
[2]Journal of the Chemical Society,1909,vol. 95,p. 1879

5
[ 578-22-3 ]
5-hydroxy-2-methyl-cyclohexane-carboxylic acid [ No CAS ]

Reference： [1]Journal of the Chemical Society,1909,vol. 95,p. 1879
[2]Journal of the Chemical Society,1909,vol. 95,p. 1879

6
[ 578-22-3 ]
[ 17522-14-4 ]

Reference： [1]Journal of the Chemical Society,1909,vol. 95,p. 1879

7
[ 578-22-3 ]
[ 848685-45-0 ]

Reference： [1]Journal of the Chemical Society,1911,vol. 99,p. 757

8
[ 578-22-3 ]
[ 866996-67-0 ]

Reference： [1]Justus Liebigs Annalen der Chemie,1906,vol. 350,p. 261

9
[ 578-22-3 ]
[ 860752-53-0 ]
[ 199929-14-1 ]

Reference： [1]Justus Liebigs Annalen der Chemie,1900,vol. 311,p. 55
[2]Justus Liebigs Annalen der Chemie,1906,vol. 350,p. 261

10
[ 578-22-3 ]
[ 866996-24-9 ]

Reference： [1]Justus Liebigs Annalen der Chemie,1906,vol. 350,p. 261
[2]Justus Liebigs Annalen der Chemie,1906,vol. 350,p. 261

11
[ 118-32-1 ]
[ 578-22-3 ]

Reference： [1]Patent: DE81333,
Fortschr. Teerfarbenfabr. Verw. Industriezweige,vol. 4,p. 150
[2]Patent: DE91201,
Fortschr. Teerfarbenfabr. Verw. Industriezweige,vol. 4,p. 149

12
[ 34265-55-9 ]
[ 578-22-3 ]

Reference： [1]Journal of the American Chemical Society,1974,vol. 96,p. 2121 - 2129

13
C₁₀H₆O₅S₂^(2-)*2K⁽¹⁺⁾ [ No CAS ]
[ 578-22-3 ]

Reference： [1]Journal of Organic Chemistry,1963,vol. 28,p. 2804 - 2806

14
[ 52238-48-9 ]
[ 578-22-3 ]

Reference： [1]Journal of Medicinal Chemistry,1984,vol. 27,p. 577 - 585

15
[ 578-22-3 ]
5-hydroxy-2-methyl-4-nitro-benzoic acid ethyl ester [ No CAS ]

Reference： [1]Justus Liebigs Annalen der Chemie,1900,vol. 311,p. 55

16
[ 578-22-3 ]
[ 21586-96-9 ]

Reference： [1]Canadian Journal of Research, Section B: Chemical Sciences,1945,vol. 23,p. 17,23

17
[ 578-22-3 ]
4,5,7-tribromo-6-hydroxy-phthalide [ No CAS ]

Reference： [1]Justus Liebigs Annalen der Chemie,1906,vol. 350,p. 261
[2]Justus Liebigs Annalen der Chemie,1906,vol. 350,p. 261

18
[ 578-22-3 ]
[ 859302-30-0 ]

Reference： [1]Canadian Journal of Chemistry,1954,vol. 32,p. 941,945

19
[ 578-22-3 ]
[ 856804-14-3 ]

Reference： [1]Canadian Journal of Chemistry,1954,vol. 32,p. 941,945

20
[ 578-22-3 ]
[ 857752-16-0 ]

Reference： [1]Canadian Journal of Chemistry,1954,vol. 32,p. 941,945

21
[ 578-22-3 ]
[ 3808-90-0 ]

Reference： [1]Canadian Journal of Research, Section B: Chemical Sciences,1945,vol. 23,p. 17,23

22
[ 578-22-3 ]
[ 65726-17-2 ]

Reference： [1]Canadian Journal of Chemistry,1954,vol. 32,p. 941,945

23
[ 578-22-3 ]
[ 859952-78-6 ]

Reference： [1]Justus Liebigs Annalen der Chemie,1906,vol. 350,p. 261
[2]Justus Liebigs Annalen der Chemie,1906,vol. 350,p. 261

24
[ 578-22-3 ]
3-acetoxy-2,4-dibromo-6-methyl-benzoic acid [ No CAS ]

Reference： [1]Justus Liebigs Annalen der Chemie,1906,vol. 350,p. 261

25
[ 578-22-3 ]
[ 34969-97-6 ]

Reference： [1]Journal of the Chemical Society,1911,vol. 99,p. 757

26
[ 578-22-3 ]
[ 860752-80-3 ]

Reference： [1]Justus Liebigs Annalen der Chemie,1906,vol. 350,p. 261

27
[ 578-22-3 ]
methyl 5-hydroxy-2-methyl-4-nitrobenzoate [ No CAS ]

Reference： [1]Justus Liebigs Annalen der Chemie,1906,vol. 350,p. 261
[2]Patent: WO2018/234345,2018,A1

28
[ 578-22-3 ]
6-acetoxy-4,5,7-tribromo-2-phenyl-isoindolin-1-one [ No CAS ]

Reference： [1]Justus Liebigs Annalen der Chemie,1906,vol. 350,p. 261
[2]Justus Liebigs Annalen der Chemie,1906,vol. 350,p. 261

29
[ 578-22-3 ]
[ 866997-14-0 ]

Reference： [1]Justus Liebigs Annalen der Chemie,1906,vol. 350,p. 261

30
[ 578-22-3 ]
[ 860752-45-0 ]

Reference： [1]Justus Liebigs Annalen der Chemie,1906,vol. 350,p. 261
[2]Justus Liebigs Annalen der Chemie,1906,vol. 350,p. 261

31
[ 578-22-3 ]
3-acetoxy-2,4,5-tribromo-6-methyl-benzoic acid [ No CAS ]

Reference： [1]Justus Liebigs Annalen der Chemie,1906,vol. 350,p. 261
[2]Justus Liebigs Annalen der Chemie,1906,vol. 350,p. 261

32
[ 578-22-3 ]
3-acetoxy-6-methyl-2-nitro-benzoic acid [ No CAS ]

Reference： [1]Justus Liebigs Annalen der Chemie,1906,vol. 350,p. 261

33
[ 578-22-3 ]
[ 859322-15-9 ]

Reference： [1]Canadian Journal of Chemistry,1954,vol. 32,p. 941,945

34
[ 578-22-3 ]
3-acetoxy-2,4,5-tribromo-6-bromomethyl-benzoic acid [ No CAS ]

Reference： [1]Justus Liebigs Annalen der Chemie,1906,vol. 350,p. 261
[2]Justus Liebigs Annalen der Chemie,1906,vol. 350,p. 261

35
[ 578-22-3 ]
3-acetoxy-2-acetylamino-4-bromo-6-methyl-benzoic acid [ No CAS ]

Reference： [1]Justus Liebigs Annalen der Chemie,1906,vol. 350,p. 261

36
[ 578-22-3 ]
2,4,5-tribromo-6-bromomethyl-3-hydroxy-benzoic acid ; compound with bromine [ No CAS ]

Reference： [1]Justus Liebigs Annalen der Chemie,1906,vol. 350,p. 261
[2]Justus Liebigs Annalen der Chemie,1906,vol. 350,p. 261
[3]Justus Liebigs Annalen der Chemie,1906,vol. 350,p. 261
[4]Justus Liebigs Annalen der Chemie,1906,vol. 350,p. 261

37
[ 578-22-3 ]
5-Hydroxy-2-methylbenzhydrol [ No CAS ]

Reference： [1]Arzneimittel-Forschung/Drug Research,1970,vol. 20,p. 538 - 542

38
[ 578-22-3 ]
[ 47134-45-2 ]

Reference： [1]Arzneimittel-Forschung/Drug Research,1970,vol. 20,p. 538 - 542

39
[ 52008-71-6 ]
[ 578-22-3 ]

Reference： [1]Journal of the American Chemical Society,1974,vol. 96,p. 2121 - 2129

40
[ 578-22-3 ]
[ 18107-18-1 ]
[ 73505-48-3 ]

Yield	Reaction Conditions	Operation in experiment
49%	In methanol; diethyl ether; dichloromethane; at 20℃; for 72h;	To a stirred solution of <strong>[578-22-3]5-hydroxy-2-methylbenzoic acid</strong> (WO 9619437, 1. 11 g, 6.69 mmol), in dichloromethane (6 mL) and methanol (6 mL) was added a 2.0 M solution of (trimethylsilyl) diazomethane in diethyl ether (7.31 mL, 14.7 mmol) at 0 C. The mixture was stirred at room temperature for 3 days, and the mixture was diluted with dichloromethane (200 mL). The solution was washed with water and brine, dried over magnesium sulfate, and evapolated. The residue was purified by column chromatography on silica gel (40 g) eluting with hexane/ethyl acetate (10/1) to afford 545 mg (49%) of the title compound: 'H-NMR (CDC13) No. 7. 42 (1H, d, J=2. 8 Hz), 7.12 (1H, d, J=8.4 Hz), 6.91 (1H, dd, J=8.4, 2. 8 Hz), 3. 89 (3H, s), 2.51 (3H, s); MS (EI) 166 (M) +.
	With methanol; In dichloromethane; for 0.25h;	Example 166: 5-(4-Fl oropheBoxy)- V-(l- sopropy.piperidiis~3~ylmethyl)~2-methyl- braz&mlde To <strong>[578-22-3]5-hydroxy-2-methylbenzoic acid</strong> (Ig, 6.6mmol.) in DCM (20mL) and MeOH (5mL) was added trimethylsilyldiazomethane (2M solution, 6.5mL), After 0.25h AeOH (ImL) was added and the solvent was removed in vacuo. The residue was dissolved inEtOAc. washed with 1M NaOH, the organic phase was dried (MgS04) and the solvent was removed in vacuo to give S-hydroxy~2~methylhenzoie acid methyl ester, The residue and CS2CO3 (5.8g, 18.0mmol) in dioxane (50mL) was heated under reflux for 0.25h and then Cul (L26g, 6.6mmol) and i-fiuoro-4-iodoberizene (5.3g, 24.0mmol) were added. The mixture was heated under reflux for 16h before the solvent was removed in vacuo. The residue was treated with EtOAc and filtered through a pad of celite. The filtrate was washed with water, 1M HQ, 1M NaOH, brine and then dried (MgS04), The solvent was removed in vacuo to give 5-(4-fluorophenoxy)-2-methyl-benzoic acid methyl ester. To 250mg of the residue in MeOH (lOmL) and water (l OmL) was added LiOH (50mg). The mixture was heated at 80C for 16h and then the solvent was removed in vacuo. The residue was partitioned between water and DCM, the aqueous phase was separated, acidified and extracted with EtOAc. The combined organic phase was dried (MgSQ4) and the solvent removed in vacuo to give 5-(4- fiuorophenoxy)-2-methylbenzoic acid. To the residue in DMF (30mL) was added NEt3 (0.5mL) and HATU (1.02g, 2.7mmol) and after 0.5h C-(l-isopropylpiperidin-3- yl)methylamine (153mg, LOmmoI) was added. After 64h the solvent was removed in vacuo and the residue was partitioned between EtOAc and water. The organic phase was washed with NaHC03, brine, dried (MgS04) and the solvent was removed in vacuo. The residue was purified by column chromatography (1 :9 MeOH:DCM to 15:85 MeOH:EtOAc) to give, after removal of the solvent in vacuo, the title compound: RT= 2.70mm; m/z (ES+) = 385,4 [M+ H]+.

Reference： [1]Patent: WO2005/92858,2005,A2 .Location in patent: Page/Page column 99
[2]Patent: WO2011/117254,2011,A1 .Location in patent: Page/Page column 94

41
[ 534-22-5 ]
[ 144-55-8 ]
[ 623-47-2 ]
[ 578-22-3 ]

Yield	Reaction Conditions	Operation in experiment
	AlCl3; In dichloromethane;	A solution of 2-methylfuran (6.56 g) in CH2 Cl2 (120 ml) was added, at about 20 C. to a mixture of ethyl propiolate (7.84 g) and anhydrous AlCl3 (10.64 g) in CH2 Cl2. The reaction mixture was allowed to stand at room temperature for 30 min with occasional shaking and was then shaken vigorously with cold water. The organic layer was extracted with 5% NaOH solution (310 ml), and the combined aqueous layer was acidified and extracted with ethyl acetate (320 ml). The combined organic layer was washed with water, brine-dried and partitioned with aqueous NaHCO3 (3*10 ml). The bicarbonate-soluble fraction, after reacidification and extraction with ether, gave 15a (1.9 g) as a colorless solid; mp 181-183 (lit 185) (McCulloch (1971), supra). 1 H NMR (CD3 OD):delta2.48 (s,3H), 6.88 (dd, J1 -3 Hz, J2 =8.2 Hz, 1H), 7.09 (d, J=8 Hz, 1H) and 7.36 (d, J=2.8 Hz, 1H).

Reference： [1]Patent: US5728718,1998,A

42
[ 578-22-3 ]
[ 766-80-3 ]
[ 1034026-57-7 ]

Yield	Reaction Conditions	Operation in experiment
	With potassium carbonate; In N,N-dimethyl-formamide; at 20 - 80℃;	Intermediate 84 (3-chlorophenyl)methyl 5-[(3-chlorophenyl)methyl]oxy}-2- methylbenzoate (Intermediate 43, alklyation step); To a solution of <strong>[578-22-3]5-hydroxy-2-methylbenzoic acid</strong> (1.Og, 6.6 mmol) in DMF (50 ml) were added potassium carbonate (1.82 g, 13.14 mmol, 2.0 eq) and 3- chlorobenzyl bromide (1.72g, 13.14 mmol, 2.0 eq). The mixture was stirred at 7O0C for 2 hours and then left stirring at room temperature overnight. The temperature was increased to 8O0C and heating continued for a further 6 hours. After cooling the mixture was diluted with ethyl acetate (200 ml) and washed with water (2x200 ml). Organic layer was separated, dried over MgSO4, filtered and evaporated to dryness to afford the title compound as a yellow oil, 2.67g (contains 24% of monoalkylated phenol impurity). No further purification carried out. MS (ES-) m/z 399 [M-H]" (C22Hi835CI2O3). 1H-NMR (400MHz, CDCI3) delta 2.52 (3H,s), 5.04 (2H,s), 5.29 (2H,s), 7.02 (1 H,dd, J 8.4, J 2.8), 7.16 (1 H,d, J 8.4), 7.29-7.34 (6H,m), 7.43 (2H,d, J 1.2), 7.54 (1 H,d, J 2.8).
	With potassium carbonate; In N,N-dimethyl-formamide; at 20 - 80℃;	To a solution of <strong>[578-22-3]5-hydroxy-2-methylbenzoic acid</strong> (1.Og, 6.6 mmol) in DMF (50 ml) were added potassium carbonate (1.82 g, 13.14 mmol, 2.0 eq) and 3-chlorobenzyl bromide (1.72g, 13.14 mmol, 2.0 eq). The mixture was stirred at 7O0C for 2 hours and then left stirring at room temperature overnight. The temperature was increased to 8O0C and heating continued for a further 6 hours. After cooling the mixture was diluted with ethyl acetate (200 ml) and washed with water (2x200 ml). Organic layer was separated, dried over MgSO4, filtered and evaporated to dryness to afford the title compound as a yellow oil, 2.67g (contains 24% of monoalkylated phenol impurity). No further purification carried out. MS (ES-) m/z 399 [M-H]" (C22H1835CI2O3). 1H-NMR (400MHz, CDCI3) delta 2.52 (3H,s), 5.04 (2H,s), 5.29 (2H,s), 7.02 (1 H,dd, J 8.4, J 2.8), 7.16 (1 H,d, J 8.4), 7.29-7.34 (6H,m), 7.43 (2H,d, J 1.2), 7.54 (1 H,d, J 2.8).
	With potassium carbonate; In N,N-dimethyl-formamide; at 20 - 80℃;	To a solution of <strong>[578-22-3]5-hydroxy-2-methylbenzoic acid</strong> (1.Og, 6.6 mmol) in DMF (50 ml) were added potassium carbonate (1.82 g, 13.14 mmol, 2.0 eq) and 3-chlorobenzyl bromide (1.72g, 13.14 mmol, 2.0 eq). The mixture was stirred at 7O0C for 2 hours and then left stirring at room temperature overnight. The temperature was increased to 8O0C and heating continued for a further 6 hours. After cooling the mixture was diluted with ethyl acetate (200 ml) and washed with water (2x200 ml). Organic layer was separated, dried over MgSO4, filtered and evaporated to dryness to afford the title compound as a yellow oil, 2.67g (contains 24% of monoalkylated phenol impurity). No further purification carried out. MS (ES-) m/z 399 [M-H]" (C22H1835CI2O3). 1H-NMR (400MHz, CDCI3) delta 2.52 (3H,s), 5.04 (2H,s), 5.29 (2H,s), 7.02 (1 H,dd, J 8.4, J 2.8), 7.16 (1 H,d, J 8.4), 7.29-7.34 (6H,m), 7.43 (2H,d, J 1.2), 7.54 (1 H,d, J 2.8).

Reference： [1]Patent: WO2008/71736,2008,A1 .Location in patent: Page/Page column 74
[2]Patent: WO2009/150118,2009,A2 .Location in patent: Page/Page column 15
[3]Patent: WO2009/150119,2009,A1 .Location in patent: Page/Page column 16

43
[ 578-22-3 ]
[ 917-54-4 ]
[ 40180-70-9 ]

Reference： [1]Journal of Medicinal Chemistry,2009,vol. 52,p. 6433 - 6446

44
[ 578-22-3 ]
[ 100-44-7 ]
[ 1227153-82-3 ]

Yield	Reaction Conditions	Operation in experiment
	With potassium carbonate; In N,N-dimethyl-formamide; at 50℃; for 2h;	Step 3: Benzyl 5-(benzyloxy)-2-methylbenzoateA mixture of 2.6 g of <strong>[578-22-3]5-hydroxy-2-methylbenzoic acid</strong> (see below), 7.0 g potassium carbonate and 3.8 ml benzyl chloride in 50 ml DMF are stirred at 5OC for two hours, until the reaction is completed according to TLC analysis. The reaction mixture is portioned between water and EA, and the phases are separated. The organic phase is washed three times with 1 M sodium carbonate solution and once with brine, dried over MgSO4, and the solvent is removed under reduced pressure yielding benzyl 5- (benzyloxy)-2-methylbenzoate, which is used for the next step without further purification.

Reference： [1]Patent: WO2010/55083,2010,A1 .Location in patent: Page/Page column 107

45
[ 67-56-1 ]
[ 578-22-3 ]
[ 73505-48-3 ]

Yield	Reaction Conditions	Operation in experiment
100%	With thionyl chloride; for 5h;Reflux;	To a solution of <strong>[578-22-3]5-hydroxy-2-methylbenzoic acid</strong> (10.0 g, 65.7 mmol) in methanol (200 mE) was added thionyl chloride (5 mE). Afier stirred at 85 C. for 5 hours, the solventwas removed in vacuo to give methyl 5-hydroxy- 2-methylbenzoate (10.9 g, 100% yield) as a pale yellow solid, which was used to next step without further purification. LC-MS (Agilent ECMS 1200-6 120, Column:Waters X-l3ridge C18 (30 mmx3 mmx2.5 pm); Column Temperature: 40 C.; Flow Rate: 1.5 mE/mm; Mobile Phase:from 95% [water+10 mM NH4HCO3] and 5% [CH3CN+10 mM NH4HCO3] to 5% [water+10 mM NH4HCO3] and 95% [CH3CN+10 mM NH4HCO3] in 1.5 mm, then under this condition for 0.5 mm, finally changed to 95% [water+10 mM NH4HCO3] and 5% [CH3CN+10 mM NH4HCO3] in 0.1 mm and under this condition for 0.5 mi. Purity is98.56%, Rt=1 .052 mm; MS Calcd.: 166.1; MS Found: 167.1 [M+H].
99%	With hydrogenchloride; In water; for 12h;Reflux;	In a 100 mL round bottom flask, add <strong>[578-22-3]5-hydroxy-2-methylbenzoic acid</strong> (7.6 g, 50.0 mmol), concentrated HCl (5.0 mL) and MeOH (30.0 mL).The reaction system was refluxed for 12 h. After the reaction was completed, the reaction mixture was distilled under reduced pressure by rotary evaporation and the solvent was removed.Subsequent direct column separation using ethyl acetate:petroleum ether = 1:8 yielded the desired product methyl 5-hydroxy-2-methylbenzoate (8.25 g, 99% isolated yield).
95%	With sulfuric acid; for 8.5h;Reflux;	To a solution of <strong>[578-22-3]5-hydroxy-2-methylbenzoic acid</strong> (500 mg, 3.29 mmol) in MeOH (10 mL) was addedconc. H2SO4 (200 muL, 3.75 mmol). The mixture was refluxed for 8.5 h, and then cooled to roomtemperature. Saturated aq. NaHCO3 was added to it, and the whole was extracted with AcOEt. Thecombined organic layer was dried over Na2SO4 and concentrated under reduced pressure. The residue waspurified by silica gel column chromatography (n-hexane/AcOEt = 2/1) to afford 12 (520 mg, 95%) as a white solid.1H-NMR (500 MHz, CDCl3) delta 7.42 (d, J = 2.9 Hz, 1H), 7.11 (d, J = 8.6 Hz, 1H), 6.92 (dd, J = 8.6, 2.9 Hz,1H), 5.42 (br s, 1H), 3.89 (s, 3H), 2.50 (s, 3H); 13C-NMR (125 MHz, CDCl3) delta 168.1, 153.4, 132.9, 132.2,130.1, 119.3, 117.1, 52.0, 20.8; ESI-TOF-HRMS calcd for C9H10O3Na (m/z) [M+Na]+ 189.0522, found189.0517.

91%	With acetyl chloride; at 80℃; for 2h;	To a solution of <strong>[578-22-3]5-hydroxy-2-methylbenzoic acid</strong> (750 mg, 4.93 mmol) in methanol (20 ml) at rt was dropwise added acetyl chloride (1.94 g, 24.65 mmol) and the reaction was heated at 80 C. for 2 h. The reaction mixture was cooled to rt and then concentrated in vacuo to afford the title compound as a brown solid (750 mg, 91%). 1H NMR (250 MHz, Chloroform-d) delta 7.41 (d, J=2.8 Hz, 1H), 7.10 (d, J=8.3 Hz, 1H), 6.91 (dd, J=8.3, 2.8 Hz, 1H), 3.88 (s, 3H), 2.50 (s, 3H). LCMS Method 2-Tr=0.94 min (ES+) (M+H)+ 166.9.
80%		Step 1methyl 5-hydroxy-2-methylbenzoate<strong>[578-22-3]5-hydroxy-2-methylbenzoic acid</strong> (457 mg, 3.0 mmol, 1.0 eq), Cone. H2SO4 (12 mg, 0.1 mmol, 0.04 eq) were dissolved in MeOH (4 mL). The mixture was refluxed for 3 h, adjusted pH to 7.0 with 2 M NaOH solution. The mixture was extracted with EtOAc for three times. The combined organic layers were dried over Na2SO4 concentrated in vacuo. The residue was purified through silica gel column (PE/EtOAc = 50/1) to give the desired compound as a white solid (400 mg, yield 80%). IH-NMR (400MHz, CDCl3) delta: 9.83 (bs, IH), 7.32 (s, IH), 7.00 (d, J = 8.0 Hz, IH), 6.82 (d, J = 8.0 Hz, IH), 3.88 (s, 3H), 2.53 (s, 3H); LCMS m/z 167.0 [M+H] +.
	With thionyl chloride; at 20℃;Reflux;	Step 1 : Methyl 5-hydroxy-2-methylbenzoateTo a mixture of 107 g <strong>[578-22-3]5-hydroxy-2-methylbenzoic acid</strong> (compound described in example F1 step 2) in 1000 ml methanol 251.1 g thionylchloride is added dropwise. The mixture is heated to reflux and stirred two hours at RT. After the solvent has been largely evaporated from the mixture under reduced pressure, 100 ml water are added and the reaction mixture is adjusted to pH 7 with saturated aqueous sodium hydrogen carbonate solution. The aqueous phase is extracted with 200 ml EA three times, the combined organics are dried over MgSO4, and the solvent is removed under reduced pressure yielding methyl 5-hydroxy-2-methylbenzoate, which is used for the next step without further purification.
	With sulfuric acid; for 6h;Reflux;	A solution of 5-hydroxy-2- methylbenzoic acid(0.5 g, 3.29 mmol), concentrated sulfuric acid (27 muL, 0.5 mmol) in methanol (5 mL) was refluxedfor 6 h under stirring. The solvent was removed under reduced pressure. Theresidue was diluted with DCM (30 mL), washed with saturated sodium bicarbonateaqueous solution, brine, dried over anhydrous sodium sulfate, concentrated togive title compound as a white solid (0.43 g, 78% yield), which was used in thefollowing step without any further purification. 1H NMR (300 MHz, CDCl3):delta 7.43 (d, J = 2.8 Hz, 1H), 7.11 (d, J =8.3 Hz, 1H), 6.92 (dd, J = 8.3 Hz,2.8 Hz, 1H), 5.57 (s, 1H), 3.89 (s, 3H), 2.50 (s, 3H).
	With sulfuric acid; at 70℃; for 16h;Inert atmosphere;	To a solution of <strong>[578-22-3]5-hydroxy-2-methylbenzoic acid</strong> (50.0 g, 329 mmol) in methanol (500 mL) was added sulfuric acid (3.29 g, 32.9 mmol). The mixture was stirred at 70C for 16 h under nitrogen and concentrated. The residue was diluted with water (50 mL) and extracted with dichloromethane (50 mL x 3). The combined organic phase was washed with saturatedaqueous sodium bicarbonate (100 mL x 2), dried over sodium sulfate and concentrated to give crude methyl 5-hydroxy-2-methyl-benzoate (52.0 g, 95%) as a white solid.

Reference： [1]Patent: US2018/177750,2018,A1 .Location in patent: Paragraph 1151-1154
[2]Patent: CN107793387,2018,A .Location in patent: Paragraph 0089; 0090; 0091
[3]Heterocycles,2017,vol. 95,p. 595 - 607
[4]Patent: US2018/127370,2018,A1 .Location in patent: Paragraph 0385-0386
[5]Patent: WO2010/138901,2010,A1 .Location in patent: Page/Page column 171-172
[6]Patent: WO2010/55083,2010,A1 .Location in patent: Page/Page column 109
[7]Organic Letters,2014,vol. 16,p. 4928 - 4931
[8]Bioorganic and Medicinal Chemistry Letters,2016,vol. 26,p. 3141 - 3147
[9]Angewandte Chemie - International Edition,2016,vol. 55,p. 7821 - 7825
Angew. Chem.,2016,vol. 128,p. 7952 - 7956,5
[10]Organic and Biomolecular Chemistry,2016,vol. 14,p. 6744 - 6750
[11]Patent: WO2018/234345,2018,A1 .Location in patent: Page/Page column 186

46
[ 118-90-1 ]
[ 578-22-3 ]

Reference： [1]ARKIVOC,2011,vol. 2011,p. 29 - 44

47
[ 578-22-3 ]
[ 1265287-00-0 ]

Reference： [1]ARKIVOC,2011,vol. 2011,p. 29 - 44

48
[ 578-22-3 ]
[ 77620-05-4 ]

Reference： [1]ARKIVOC,2011,vol. 2011,p. 29 - 44

49
[ 578-22-3 ]
C₈H₇BrO₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
85%	With phosphorus tribromide; In ethanol; at 0 - 20℃;	Step (ii)Phosphorous tribromide (0.70mL, 2.25eq) was added dropwise to a solution of the alcohol in 20mL DCM at 0C. After stirring overnight at rt, the reaction was quenched with saturated sodium hydrogencarbonate, the aqueous phase extracted with DCM. The combined organic phases were dried over sodium sulfate and evaporated to yield the benzylbromide (0.56mg, 2.8mmol, 85%).

Reference： [1]Patent: WO2011/48082,2011,A1 .Location in patent: Page/Page column 167

50
[ 578-22-3 ]
[ 1336910-99-6 ]

Reference： [1]Patent: WO2011/117254,2011,A1

51
[ 578-22-3 ]
[ 1353002-01-3 ]

Reference： [1]Patent: WO2011/117254,2011,A1

52
[ 578-22-3 ]
[ 1336909-99-9 ]

Reference： [1]Patent: WO2011/117254,2011,A1

53
[ 578-22-3 ]
[ 107-30-2 ]
C₁₂H₁₆O₅ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		Intermediate 173[5-(methoxymethoxy)-2-methyl-phenvHmethanol5-Hydroxy-2-methyl-benzoic acid (2 g, 13.3 mmol) was dissolved in tetrahydrofuran (40 ml). The reaction mixture was cooled to 0C and sodium hydride (60% dispersion in mineral oil) (1.8 g, 39.5 mmol) was added portionwise. Chloro(methyloxy)methane (4 ml, 52 mmol) was added. The reaction mixture was stirred for 30 min at 0C. The mixture was poured into ice and extracted with ethyl acetate, two phases were separated and the organiclayer was dried over Na2S04 and evaporated under vacuum to give the crude product as a yellow oil . To this material, dissolved in THF (20 ml), cooled at 0C, LiAIH* 1M in THF (15 ml, 15 mmol) was added dropwise and the reaction mixture was stirred at 0 C for 30 min. After this time the reaction mixture was poured into ice and diluted with 60 ml of ethyl acetate. Phases were separated, the organic phase was dried over Na2S04 and evaporated under vacuum to afford a colorless oil that was purified by flash chromatography (Biotage system) on silica gel using a lOOg SNAP column and cyclohexane to cyclohexane/ethyl acetate 75:25 as eluents affording the title compound (1.9 g) as a colorless oil.LC/MS: QC_3_MIN: Rt = 1.351min

Reference： [1]Patent: WO2012/76877,2012,A1 .Location in patent: Page/Page column 154-155

54
[ 578-22-3 ]
[ 1380698-69-0 ]

Reference： [1]Patent: WO2012/76877,2012,A1

55
[ 578-22-3 ]
[ 1380698-70-3 ]

Reference： [1]Patent: WO2012/76877,2012,A1
[2]Patent: US2013/267510,2013,A1

56
[ 578-22-3 ]
[ 1380698-71-4 ]

Reference： [1]Patent: WO2012/76877,2012,A1
[2]Patent: US2013/267510,2013,A1

57
[ 578-22-3 ]
[ 1380698-72-5 ]

Reference： [1]Patent: WO2012/76877,2012,A1
[2]Patent: US2013/267510,2013,A1

58
[ 578-22-3 ]
[ 1093987-89-3 ]
[ 1093988-95-4 ]

Yield	Reaction Conditions	Operation in experiment
		A solution of 2-{4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2- fluorophenyl}acetohydrazide (35.4 mg, 100 mumol, 1 eq) and DIPEA (52 mul_, 300 mumol, 3 eq) in dry THF (1 ml.) was added in combinatorial fashion to vials containing solid carboxylic acid (see table for stoichiometry) and HATU (38 mg, 100 mumol, 1 eq) and stirred for 16 h at 55 0C to form the intermediate diacyl hydrazides. The reaction mixtures were allowed to cool to ambient temperature and then treated with a solution of methoxycarbonylsulfamoyl-triethylammonium hydroxide, inner salt (Burgess Reagent, 120 mg, 500 mumol, 5 eq) in dry THF (1 ml.) for 8 h at 55 0C. The reaction mixtures were <n="105"/>evaporated to dryness, dissolved in DCM (1.5 ml_), washed with water, the organic phases isolated and concentrated to dryness. The crude products were purified by RP- HPLC on a Gemini C-18, 3 x 7.5 cm, 5 micron column eluted with 10 to 100% CH3CN in water with 0.07% NH4OH buffer at 50ml_/min.

Reference： [1]Patent: WO2008/157330,2008,A1 .Location in patent: Page/Page column 105

59
[ 578-22-3 ]
C₁₄H₁₉Br₂NO₂ [ No CAS ]
C₁₄H₁₉Br₂NO₂ [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2013,vol. 135,p. 2963 - 2966

60
[ 578-22-3 ]
2,4-dibromo-N,N-diisopropyl-3-methoxy-6-methylbenzamide [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2013,vol. 135,p. 2963 - 2966

61
[ 578-22-3 ]
[ 1261681-41-7 ]

Reference： [1]Journal of the American Chemical Society,2013,vol. 135,p. 2963 - 2966

62
[ 578-22-3 ]
[ 1422695-05-3 ]

Reference： [1]Journal of the American Chemical Society,2013,vol. 135,p. 2963 - 2966

63
[ 578-22-3 ]
[ 107-30-2 ]
[ 1380698-69-0 ]

Yield	Reaction Conditions	Operation in experiment
1.9 g		Intermediate 173 [5-(methoxymethoxy)-2-methyl-phenyl]methanol [1007] [1008] 5-Hydroxy-2-methyl-benzoic acid (2 g, 13.3 mmol) was dissolved in tetrahydrofuran (40 ml). The reaction mixture was cooled to 0 C. and sodium hydride (60% dispersion in mineral oil) (1.8 g, 39.5 mmol) was added portionwise. Chloro(methyloxy)methane (4 ml, 52 mmol) was added. The reaction mixture was stirred for 30 min at 0 C. The mixture was poured into ice and extracted with ethyl acetate, two phases were separated and the organic layer was dried over Na2SO4 and evaporated under vacuum to give the crude product as a yellow oil. To this material, dissolved in THF (20 ml), cooled at 0 C., LiAlH4 1M in THF (15 ml, 15 mmol) was added dropwise and the reaction mixture was stirred at 0 C. for 30 min. After this time the reaction mixture was poured into ice and diluted with 60 ml of ethyl acetate. Phases were separated, the organic phase was dried over Na2SO4 and evaporated under vacuum to afford a colorless oil that was purified by flash chromatography (Biotage system) on silica gel using a 100 g SNAP column and cyclohexane to cyclohexane/ethyl acetate 75:25 as eluents affording the title compound (1.9 g) as a colorless oil. [1009] LC/MS: QC-3_MIN: Rt=1.351 min

Reference： [1]Patent: US2013/267510,2013,A1 .Location in patent: Paragraph 1007-1009

64
[ 578-22-3 ]
[ 74-88-4 ]
[ 73502-03-1 ]

Yield	Reaction Conditions	Operation in experiment
92%	With potassium carbonate; In N,N-dimethyl-formamide; at 70℃; for 18h;	To a solution of benzoic acid (1.0 equiv) in DMF (3.8 mL per mmol of benzoic acid) was added CH3I (3.0-6.0 equiv) and K2CO3 (2.5-5.0 equiv). The solution was heated to 70 C for 17-18 h. After being cooled to rt, the reaction mixture was quenched by addition of H2O. The organics were extracted with EtOAc, combined, dried over MgSO4 and concentrated in vacuo within a fumehood to afford the desired ester. CAUTION: CH3I is toxic and carcinogenic and thus must be handled cautiously with gloves and within a fumehood appropriately ventilated.

Reference： [1]Tetrahedron,2018,vol. 74,p. 224 - 239
[2]Journal of Medicinal Chemistry,2013,vol. 56,p. 8561 - 8578

65
[ 1975-52-6 ]
[ 578-22-3 ]

Reference： [1]Journal of Medicinal Chemistry,2013,vol. 56,p. 8561 - 8578

66
[ 578-22-3 ]
[ 1566586-51-3 ]

Reference： [1]Journal of Medicinal Chemistry,2013,vol. 56,p. 8561 - 8578

67
[ 578-22-3 ]
[ 1566586-57-9 ]

Reference： [1]Journal of Medicinal Chemistry,2013,vol. 56,p. 8561 - 8578

68
[ 578-22-3 ]
2-[(3-chloro-11-oxo-6,11-dihydrodibenzo[b,e]oxepin-9-yl)oxy]ethyl acetate [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2013,vol. 56,p. 8561 - 8578

Same Skeleton Products

Related Products

Historical Records

Related Functional Groups of
[ 578-22-3 ]

Aryls

[ 603-80-5 ]

3-Hydroxy-2-methylbenzoic acid

Similarity: 0.95

[ 6245-57-4 ]

4-Methoxy-2-methylbenzoic acid

Similarity: 0.91

[ 567-61-3 ]

2-Hydroxy-6-methylbenzoic acid

Similarity: 0.91

[ 3168-59-0 ]

5-Methoxy-2-methylbenzoic acid

Similarity: 0.91

[ 92379-10-7 ]

3'-Hydroxy-[1,1'-biphenyl]-2-carboxylic acid

Similarity: 0.91

Carboxylic Acids

[ 603-80-5 ]

3-Hydroxy-2-methylbenzoic acid

Similarity: 0.95

[ 567-61-3 ]

2-Hydroxy-6-methylbenzoic acid

Similarity: 0.91

[ 3168-59-0 ]

5-Methoxy-2-methylbenzoic acid

Similarity: 0.91

[ 92379-10-7 ]

3'-Hydroxy-[1,1'-biphenyl]-2-carboxylic acid

Similarity: 0.91

[ 1885-13-8 ]

4-Methoxyphthalic acid

Similarity: 0.91

Ghs Precautionary Statements

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
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.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
{[ item.p_purity ]}	{[ item.pr_size ]}	{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]}	{[ getRatePrice(item.pr_usd, 1,1) ]}	{[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]}	{[ item.pr_usastock ]}	Inquiry -	{[ item.pr_chinastock ]}	Inquiry -

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 578-22-3 ]

Quality Control of [ 578-22-3 ]

Related Doc. of [ 578-22-3 ]

Product Details of [ 578-22-3 ]

Calculated chemistry of [ 578-22-3 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 578-22-3 ]

Application In Synthesis of [ 578-22-3 ]

[ 578-22-3 ] Synthesis Path-Upstream 1~2

[ 578-22-3 ] Synthesis Path-Downstream 1~68

Related Functional Groups of [ 578-22-3 ]

Aryls

Carboxylic Acids

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 578-22-3 ]