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Chemical Structure| 51586-20-0 Chemical Structure| 51586-20-0

Structure of 51586-20-0

Chemical Structure| 51586-20-0

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Product Details of [ 51586-20-0 ]

CAS No. :51586-20-0
Formula : C9H13N
M.W : 135.21
SMILES Code : NCC1=CC=CC(C)=C1C
MDL No. :MFCD00052680
Boiling Point : No data available
InChI Key :UKLRWOHZBISUMI-UHFFFAOYSA-N
Pubchem ID :2800811

Safety of [ 51586-20-0 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 51586-20-0 ]

* 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.

  • Downstream synthetic route of [ 51586-20-0 ]

[ 51586-20-0 ] Synthesis Path-Downstream   1~36

  • 1
  • [ 111-85-3 ]
  • [ 51586-20-0 ]
  • [ 959-55-7 ]
  • 3
  • [ 51586-20-0 ]
  • [ 13651-14-4 ]
  • 4
  • [ 51586-20-0 ]
  • [ 99-73-0 ]
  • [ 78500-95-5 ]
  • 5
  • [ 109-83-1 ]
  • [ 51586-20-0 ]
  • [ 74787-87-4 ]
  • 6
  • [ 51586-20-0 ]
  • [ 15761-39-4 ]
  • [ 143060-31-5 ]
  • 1-((R)-2-Amino-3,3-diphenyl-propionyl)-pyrrolidine-2-carboxylic acid 2,3-dimethyl-benzylamide [ No CAS ]
  • 7
  • [ 51586-20-0 ]
  • 2-bromo-1-<2-nitro-phenyl>-ethanone-(1) [ No CAS ]
  • benzyl-dimethyl-(2-nitro-phenacyl)-ammonium; bromide [ No CAS ]
  • 8
  • [ 51586-20-0 ]
  • (3'-chlorocarbonyl-biphenyl-4-sulfonyl)-acetic acid methyl ester [ No CAS ]
  • [3'-(2,3-dimethyl-benzylcarbamoyl)-biphenyl-4-sulfonyl]-acetic acid methyl ester [ No CAS ]
  • 9
  • [ 51586-20-0 ]
  • [3-<i>tert</i>-butoxycarbonylmethyl-2-(2,4-dichloro-phenyl)-4-oxo-thiazolidin-5-yl]-acetic acid [ No CAS ]
  • {2-(2,4-dichloro-phenyl)-5-[(2,3-dimethyl-benzylcarbamoyl)-methyl]-4-oxo-thiazolidin-3-yl}-acetic acid <i>tert</i>-butyl ester [ No CAS ]
  • 10
  • [ 51586-20-0 ]
  • (S)-1-[(S)-2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid [ No CAS ]
  • ((S)-1-{(S)-1-[(S)-2-(2,3-Dimethyl-benzylcarbamoyl)-pyrrolidine-1-carbonyl]-2-methyl-propylcarbamoyl}-ethyl)-carbamic acid tert-butyl ester [ No CAS ]
  • 11
  • [ 51586-20-0 ]
  • [(3S,5S)-1-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-(2,4-dichloro-phenyl)-2-oxo-pyrrolidin-3-yl]-acetic acid [ No CAS ]
  • 2-[1-[2-(<i>tert</i>-butyl-dimethyl-silanyloxy)-ethyl]-5-(2,4-dichloro-phenyl)-2-oxo-pyrrolidin-3-yl]-<i>N</i>-(2,3-dimethyl-benzyl)-acetamide [ No CAS ]
  • 12
  • [ 51586-20-0 ]
  • [(3S,5S)-1-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-(2,4-difluoro-phenyl)-2-oxo-pyrrolidin-3-yl]-acetic acid [ No CAS ]
  • 2-[1-[2-(<i>tert</i>-butyl-dimethyl-silanyloxy)-ethyl]-5-(2,4-difluoro-phenyl)-2-oxo-pyrrolidin-3-yl]-<i>N</i>-(2,3-dimethyl-benzyl)-acetamide [ No CAS ]
  • 13
  • [ 6068-70-8 ]
  • [ 51586-20-0 ]
  • <i>N</i>-(2,3-dimethyl-benzyl)-2,2,2-triphenyl-acetamide [ No CAS ]
  • 14
  • [ 33166-49-3 ]
  • [ 51586-20-0 ]
  • <i>N</i>-(2,3-dimethyl-benzyl)-3,3,3-triphenyl-propionamide [ No CAS ]
  • 15
  • [ 98027-74-8 ]
  • [ 51586-20-0 ]
  • (2,3-dimethyl-benzyl)-(5-nitro-4-thiocyanato-pyrimidin-2-yl)-amine [ No CAS ]
  • 16
  • [ 1001390-60-8 ]
  • [ 51586-20-0 ]
  • [ 1001389-71-4 ]
YieldReaction ConditionsOperation in experiment
With N-ethylmorpholine;; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; Example 50 N-[(2,3-dimethylphenyl)methyl]-1-ethyl-5-oxoprolinamide (E50) 1-ethyl-5-oxoproline (0.080 g, 0.51 mmol, prepared in an analogous manner to that described for example 12, method A) was dissolved in dichloromethane (5 ml) and to this was added N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride (0.117 g, 0.61 mmol), N-ethyl morpholine (0.195 ml, 1.53 mmol), and 2,3-dimethyl benzylamine (0.082 g, 0.61 mmol). The mixture was stirred for ~17 hrs and then left to stand over the weekend. The mixture was then treated with saturated aqueous sodium hydrogen carbonate (~3 ml) and stirred vigorously for ~10 minutes. The organic layer was separated using a hydrophobic frit and the aqueous layer was extracted with more dichloromethane (~2 ml). The combined organic layers were concentrated to give a yellow oil (~0.2 g). This was purified further by mass-directed automated HPLC to give pure N-[(2,3-dimethylphenyl)methyl]-1-ethyl-5-oxoprolinamide (0.072 g) as white solid. LC/MS [M+H]+=275, retention time=2.12 minutes.
  • 17
  • [ 51586-20-0 ]
  • {(3R,5R)-5-(2,4-Dichloro-phenyl)-3-[(2,3-dimethyl-benzylcarbamoyl)-methyl]-2-oxo-pyrrolidin-1-yl}-acetic acid [ No CAS ]
  • 18
  • [ 51586-20-0 ]
  • {(3R,5R)-5-(2,4-Difluoro-phenyl)-3-[(2,3-dimethyl-benzylcarbamoyl)-methyl]-2-oxo-pyrrolidin-1-yl}-acetic acid [ No CAS ]
  • 19
  • [ 51586-20-0 ]
  • 2-{(3R,5R)-5-(2,4-Dichloro-phenyl)-3-[(2,3-dimethyl-benzylcarbamoyl)-methyl]-2-oxo-pyrrolidin-1-yl}-N-(3-morpholin-4-yl-propyl)-acetamide [ No CAS ]
  • 20
  • [ 51586-20-0 ]
  • 2-{(3R,5R)-5-(2,4-Difluoro-phenyl)-3-[(2,3-dimethyl-benzylcarbamoyl)-methyl]-2-oxo-pyrrolidin-1-yl}-N-(3-morpholin-4-yl-propyl)-acetamide [ No CAS ]
  • 21
  • [ 51586-20-0 ]
  • 2-[3'-(2,3-dimethylbenzylcarbamoyl)biphenyl-4-sulfonyl]acetic acid sodium salt [ No CAS ]
  • 22
  • [ 51586-20-0 ]
  • [ 13651-55-3 ]
  • 23
  • [ 51586-20-0 ]
  • [ 107772-25-8 ]
  • 24
  • [ 51586-20-0 ]
  • [ 101499-45-0 ]
  • 25
  • [ 51586-20-0 ]
  • [ 110150-06-6 ]
  • 26
  • [ 904309-78-0 ]
  • [ 51586-20-0 ]
  • [ 904310-71-0 ]
YieldReaction ConditionsOperation in experiment
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In ISOPROPYLAMIDE; at 20℃; for 24h; In a 20 mL scintillation vial, 4-amino-5-cyano-6-ethoxy-pyrindine-2-carboxylic acid (19 mg, 0.09 mmol) was dissolved in DMA (0.7 mL). Then TBTU (30 mg, 0.09 mmol) dissolved in DMA (0.7 mL) was added, followed by the addition of 2,3-Dimethylbenzylamine (14 mg, 0.11 mmol, 1.2 eq.) in DMA (0.6 mL). Then TEA (9.37 mg, 0.09 mmol) dissolved in DMA (0.7 mL) was added. The mixture was shaken at room temperature for 24 hours. The crude mixture was purified using reverse phase HPLC (TFA). 1H NMR (500 MHz, DMSO-D6/D2O) δ ppm 1.31 (t, 3H) 2.17-2.22 (m, 3H) 2.24-2.28 (m, 3H) 4.30-4.57 (m, 4H) 6.82-7.22 (m, 4H) 8.86 (t, 1H). MS (ESI) positive ion 325 (M+H)+; negative ion 323(M-H)-.
  • 27
  • [ 403850-66-8 ]
  • [ 51586-20-0 ]
  • [ 581066-24-2 ]
YieldReaction ConditionsOperation in experiment
Example 17 In analogy to example 1, on reaction of 7-iodo-2-methyl-4-pyrrolidin-1-yl-quinoline with <strong>[51586-20-0]2,3-dimethylbenzylamine</strong> there was obtained: (2,3-dimethyl-benzyl)-(2-methyl-4-pyrrolidin-1-yl-quinolin-7-yl)-amine as light brown foam. ISP mass spectrum, m/e: 346.4 (M+1 calculated for C23H27F3N3: 346).
  • 28
  • [ 317364-83-3 ]
  • [ 51586-20-0 ]
  • [ 317823-68-0 ]
YieldReaction ConditionsOperation in experiment
EXAMPLE 3 2-[(S)-1-Phenylethyl-N-methylamino]-4-[benzimidazol-1-yl]pyrimidine 2-Methanesulfonyl-4-[benzimidazol-1-yl]pyrimidine was reacted with (S)-N-α-dimethylbenzylamine according to the procedure described in EXAMPLE 1, Step C to afford the title compound. Mass Spectrum (ESI): m/e 330.2 (M+1). 1H NMR (500 MHz, CD3OD): δ 8.89 (s, 1H); 8.48 (d, J=5.5 Hz, 1H); 8.28 (br s, 1H); 7.73 (m, 1H); 7.36 (m, 6H); 7.25 (m, 1H); 7.04 (d, J=5.5 Hz, 1H); 6.28 (m, 1H); 2.98 (s, 3H); 1.66 (d, J=7.1 Hz, 3H).
  • 29
  • [ 120-57-0 ]
  • [ 51586-20-0 ]
  • [ 56-40-6 ]
  • 2-acetamido-3,4-methylenedioxycinnamic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
65% With acetic anhydride; In water; EXAMPLE 6 A mixture of 225 grams (1.5 moles) of 3,4-methylenedioxybenzaldehyde, 75 grams (1.0 mole) of glycine, 357 grams (3.5 moles) of acetic anhydride and 135 grams (1.0 mole) of N, N-dimethylbenzylamine were heated and first held for 3 hours at the reflux temperature and then after the addition of 1800 ml of water held at reflux for a further 1.5 hours. There were recovered 162 grams of 2-acetamido-3,4-methylenedioxycinnamic acid, corresponding to a yield of 65% based on the glycine added.
  • 30
  • [ 51586-20-0 ]
  • [ 79-22-1 ]
  • 3-acetoxymethyl-7-aminoceph-3-em-4-carboxylic acid [ No CAS ]
  • [ 64420-27-5 ]
  • 3-[(Acetyloxy)methyl]-7β-[[[[[(2,4-dioxo-1-imidazolidinyl)-amino]carbonyl]amino]phenylacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
With bis-(trimethylsilyl)acetamide; In water; ethyl acetate; acetonitrile; 3-[(acetyloxy)methyl]-7β-[[DL-[[[(2,4-dioxo-1-imidazolidinyl)-amino]carbonyl]amino]phenylacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2.72 g. (0.01 mol.) of 7-aminocephalosporanic acid are suspended in 30 ml. of anhydrous acetonitrile, 4.8 ml. of bis(trimethylsilyl)acetamide are added and the suspension is stirred until a clear solution results (solution A). 3.01 g. (0.01 mol.) of DL-α-[[[(2,4-dioxo-1-imidazolidinyl)amino]carbonyl]amino]benzeneacetic acid are added to 30 ml. of anhydrous acetonitrile and 1.35 g (0.01 mol.) of N-dimethylbenzylamine are added at room temperature. A viscous mass results which, on cooling, solidifies and divides. This is then added to 0.011 mol. of methyl chloroformate at -10. The salt goes into solution with slight turbidity. To this solution A is added dropwise over a period of 10 minutes at -10. The mixture becomes very turbid. This is stirred for 90 minutes whereupon the temperature slowly rises to 3. 30 ml. of water are added, the mixture is stirred for 5 minutes and then 200 ml. of ethylacetate are added. By the addition of slightly dilute hydrochloric acid the pH is adjusted to 2. The layers are separated, the aqueous phase is extracted once with ethylacetate and the ethylacetate extracts are combined, then washed with water, dried with magnesium sulfate and concentrated in vacuum.
  • 31
  • [ 1943-83-5 ]
  • [ 51586-20-0 ]
  • ((2,3-dimethylphenyl)methyl)(1,3-oxazolin-2-yl)amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
EXAMPLE 1; EPO <DP n="33"/>This example illustrates one protocol for the preparation of ((2,3- dimethylphenyl)methyl)-l,3-oxazolin-2-ylamine (Compound A25) A mixture of 1.0 gram (0.0074 mole) of <strong>[51586-20-0]2,3-dimethylbenzylamine</strong> and 0.69 gram (0.0081 mole) of 2-chloroethylisocyanate in 10 mL of 1,4-dioxane was heated to reflux where it stirred for about 18 hours. The reaction mixture was allowed to cool and an aqueous solution of sodium hydroxide (4.0 mL of a 3.0 molar solution) was added. The reaction mixture was heated to reflux for about 18 hours then allowed to cool to ambient temperature. The reaction mixture was concentrated under reduced pressure to leave a viscous oil residue. The residue was suspended in 50 mL of ethyl acetate and washed with 20 mL of water. The organic phase was extracted with 20 mL of 3.0 molar aqueous hydrochloric acid. The aqueous extract was made basic by adding 3.0 molar aqueous sodium hydroxide and the basic mixture was extracted with 50 mL of ethyl acetate. The extract was dried with sodium sulfate, filtered and the filtrate concentrated under reduced pressure to yield 0.81 gram of the title compound as an oil. The NMR spectrum was consistent with the proposed structure.
  • 32
  • [ 51586-20-0 ]
  • [ 6099-88-3 ]
  • [ 915153-44-5 ]
YieldReaction ConditionsOperation in experiment
In 1,4-dioxane; at 80℃; for 18h; EXAMPLE 4; This example illustrates one protocol for the preparation of ((2,3- dimethylphenyl)methyl)-l,3-thiazolin-2-ylamine hydrochloride (Compound Cl 1),((2,3-dimethylphenyl)methyl)-l,3-thiazolin-2-ylamine (Compound C66), methyl 2-(l-aza-2-(2,3-dimethylphenyl)ethylidene)-l,3-thiazolidine-3-carboxylate EPO <DP n="35"/>(Compound C53) and N-((2,3-dimethylphenyl)methyl)methoxy-N-(l,3-thiazolin-2- yl)carboxamide (Compound D5) Step A; Synthesis of ((2,3-dimethylphenyl)methyl)- 1 ,3-thiazolin-2-ylamine hydrochloride (Compound CI l); Under a dry nitrogen atmosphere, a stirred mixture of 5.56 grams (0.041 mole) of <strong>[51586-20-0]2,3-dimethylbenzylamine</strong> and 5.0 grams (0.041 mole) of 2- chloroethylisothiocyanate in 100 mL of 1,4-dioxane was heated to 80 0C where it stirred for about 18 hours. The reaction mixture was allowed to cool and a solid precipitate that had formed was collected by filtration. The solid was rinsed with diethyl ether and was dried under reduced pressure to yield 8.0 grams of the title compound. The NMR spectrum was consistent with the proposed structure.
  • 33
  • [ 51586-20-0 ]
  • [ 936219-10-2 ]
YieldReaction ConditionsOperation in experiment
EXAMPLE 8 3-(2,3-dichlorophenyl)-4-(2,3-dimethylbenzyl)-4H-1,2,4-triazole The title compound was prepared using the procedure as described in Example 1D substituting <strong>[51586-20-0]2,3-dimethylbenzylamine</strong> for benzylamine. The residue was purified by preparative HPLC on a Waters Symmetry C8 column (25 mm*100 mm, 7 μm particle size) using a gradient of 10% to 100% acetonitrile:0.1% aqueous trifluoroacetic acid over 8 minutes (10 minute run time) at a flow rate of 40 mL/minute. MS (ESI) m/z 332 (M+H)+; 1H NMR (DMSO-d6) δ 1.92 (s, 3H), 2.16 (s, 3H), 5.15 (s, 2H), 6.54 (d, 1H), 6.90 (t, 1H), 7.05 (d, 1H), 7.37 (dd, 1H), 7.42 (t, 1H), 7.79 (dd, 1H), 8.66 (s, 1H).
  • 34
  • [ 1028338-59-1 ]
  • [ 51586-20-0 ]
  • [ 1028337-05-4 ]
YieldReaction ConditionsOperation in experiment
23.6% With sodium t-butanolate;tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In ISOPROPYLAMIDE; at 80℃; for 1h; Example 106: 4-Chloro-6-(2,3-dimethyl-benzylamino)-2H-phthalazin-l-one; A mixture 6-bromo-4-chloro-2H-phthalazin-l-one (150 mg, 0.58 mmol), 2,3- dimethyl-benzylamine (87 mg, 0.64 mmol), Pd2(dba)3 (53 mg, 0.058 mmol), rac-BINAP ( 132 mg, 0.17 mmol) and NaOf-Bu ( 140 mg, 1.45 mmol) in DMA (6 mL) was heated at 8O0C for Ih. The mixture was allowed to cool, diluted with EtOAc (25 mL) and washed with water (25 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated. Chromatography on silica (EtOAc/hexanes) yielded the title compound. 4- Chloro-6-(2,3-dimethyl-benzylamino)-2H-phthalazin-l-one: 43 mg (23.6%): m/z (M+η)=314. 1H-NMR (DMSO-^) δ: 12.34 (s,lH), 7.92 (d,lH), 7.44 (m,lH), 7.10 (m,4H), 6.85 (s,lH), 4.36 (d,2H), 2.62 (s,3H), 2.22 (s,3H).
  • 35
  • [ 936220-67-6 ]
  • [ 51586-20-0 ]
  • [ 1024003-55-1 ]
  • 36
  • [ 89-93-0 ]
  • [ 2620-50-0 ]
  • [ 6068-70-8 ]
  • [ 5824-40-8 ]
  • [ 33166-49-3 ]
  • [ 51586-20-0 ]
  • [ 100-81-2 ]
  • [ 108-44-1 ]
  • [ 618-36-0 ]
  • [ 95-68-1 ]
  • [ 87-62-7 ]
  • [ 88-05-1 ]
  • [ 95-53-4 ]
  • [ 91-00-9 ]
  • 2,2,2-triphenyl-<i>N</i>-<i>m</i>-tolyl-acetamide [ No CAS ]
  • 2,2,2-triphenyl-<i>N</i>-(1-phenyl-ethyl)-acetamide [ No CAS ]
  • 2,2,2-triphenyl-<i>N</i>-<i>o</i>-tolyl-acetamide [ No CAS ]
  • <i>N</i>-(3-methyl-benzyl)-2,2,2-triphenyl-acetamide [ No CAS ]
  • 3,3,3-triphenyl-<i>N</i>-<i>o</i>-tolyl-propionamide [ No CAS ]
  • 3,3,3-triphenyl-<i>N</i>-<i>m</i>-tolyl-propionamide [ No CAS ]
  • <i>N</i>-(2-methyl-benzyl)-2,2,2-triphenyl-acetamide [ No CAS ]
  • 3,3,3-triphenyl-<i>N</i>-(1-phenyl-ethyl)-propionamide [ No CAS ]
  • <i>N</i>-(2,6-dimethyl-phenyl)-2,2,2-triphenyl-acetamide [ No CAS ]
  • <i>N</i>-(2,4-dimethyl-phenyl)-2,2,2-triphenyl-acetamide [ No CAS ]
  • <i>N</i>-(2,3-dimethyl-benzyl)-2,2,2-triphenyl-acetamide [ No CAS ]
  • <i>N</i>-(3-methyl-benzyl)-3,3,3-triphenyl-propionamide [ No CAS ]
  • <i>N</i>-(2,4-dimethyl-phenyl)-3,3,3-triphenyl-propionamide [ No CAS ]
  • <i>N</i>-(2-methyl-benzyl)-3,3,3-triphenyl-propionamide [ No CAS ]
  • <i>N</i>-benzhydryl-2,2,2-triphenyl-acetamide [ No CAS ]
  • <i>N</i>-(2,6-dimethyl-phenyl)-3,3,3-triphenyl-propionamide [ No CAS ]
  • 2,2,2-triphenyl-<i>N</i>-(2,4,6-trimethyl-phenyl)-acetamide [ No CAS ]
  • <i>N</i>-(2,3-dimethyl-benzyl)-3,3,3-triphenyl-propionamide [ No CAS ]
  • <i>N</i>-benzo[1,3]dioxol-5-ylmethyl-2,2,2-triphenyl-acetamide [ No CAS ]
  • 3,3,3-triphenyl-<i>N</i>-(2,4,6-trimethyl-phenyl)-propionamide [ No CAS ]
  • <i>N</i>-benzhydryl-3,3,3-triphenyl-propionamide [ No CAS ]
  • <i>N</i>-benzo[1,3]dioxol-5-ylmethyl-3,3,3-triphenyl-propionamide [ No CAS ]
  • C39H31NO [ No CAS ]
  • N-triphenylmethyl-3,3',3''-triphenylpropanamide [ No CAS ]
 

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