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Cas Database

Name	2,5-Dimethoxy-beta-nitrostyrene	EINECS	N/A
CAS No.	40276-11-7	Density	1.197g/cm3
PSA	64.28000	LogP	2.47440
Solubility	N/A	Melting Point	116-120 °C(lit.)
Formula	C₁₀H₁₁NO₄	Boiling Point	350.8oC at 760mmHg
Molecular Weight	209.202	Flash Point	163.2oC
Transport Information	N/A	Appearance	orange crystalline powder
Safety	22-24/25	Risk Codes	N/A
Molecular Structure		Hazard Symbols	N/A
Synonyms	Styrene,2,5-dimethoxy-b-nitro-(6CI,7CI);2,5-Dimethoxy-b-nitrostyrene;NSC 158921;NSC 610188;	Article Data	10

2,5-Dimethoxy-beta-nitrostyrene Synthetic route

: 75-52-5
nitromethane

: 93-02-7
2,5-dimethoxybenzaldehyde

: 40276-11-7
(E)-1,4-dimethoxy-2-(2-nitrovinyl) benzene

Conditions

Conditions	Yield
With ethylenediamine diacetic acid In isopropyl alcohol at 20℃; for 24h;	92%
With potassium hydroxide; ethanol Behandeln des Reaktionsproduktes mit Salzsaeure;
(i) Et3N, (ii) NaOAc, Ac2O; Multistep reaction;

: 75-52-5
nitromethane

: 64-17-5
ethanol

: 93-02-7
2,5-dimethoxybenzaldehyde

methanolic KOH-solution: methanolic KOH-solution

: 40276-11-7
(E)-1,4-dimethoxy-2-(2-nitrovinyl) benzene

: 924-44-7
glyoxylic acid ethyl ester

: 40276-11-7
(E)-1,4-dimethoxy-2-(2-nitrovinyl) benzene

: (E)-ethyl 2-hydroxy-4-(2,5-dimethoxyphenyl)-3-nitrobut-3-enoate

Conditions

Conditions	Yield
With dmap In acetonitrile at 20℃; for 0.0833333h; Morita-Baylis-Hillman reaction;	99%

: 40276-11-7
(E)-1,4-dimethoxy-2-(2-nitrovinyl) benzene

: 5-(2,5-dimethoxyphenyl)-1H-1,2,3-triazole

Conditions

Conditions	Yield
With sodium azide; acetic acid In N,N-dimethyl-formamide at 200℃; Sealed tube;	91%

: 6037-73-6
1-benzyl-2,3-dihydro-1H-indole

: 40276-11-7
(E)-1,4-dimethoxy-2-(2-nitrovinyl) benzene

: (±)-1-benzyl-5-(1-(2,5-dimethoxyphenyl)-2-nitroethyl)indoline

Conditions

Conditions	Yield
Stage #1: (E)-1,4-dimethoxy-2-(2-nitrovinyl) benzene With zinc trifluoromethanesulfonate In ethanol at 20℃; for 0.5h; Stage #2: 1-benzyl-2,3-dihydro-1H-indole In ethanol at 20℃; for 12.08h;	89%

: 120-72-9
indole

: 40276-11-7
(E)-1,4-dimethoxy-2-(2-nitrovinyl) benzene

: 1335106-54-1
3-(1-(2,5-dimethoxyphenyl)-2-nitroethyl)-1H-indole

Conditions

Conditions	Yield
With C84H114F9N3O12S3 In water at 37℃; for 16h; Michael Addition;	88%
With graphite oxide In tetrahydrofuran; water at 20℃; for 36h; Friedel Crafts addition;	40%

: 40276-11-7
(E)-1,4-dimethoxy-2-(2-nitrovinyl) benzene

: methyl (E)-4-(((2-nitrophenyl)sulfonamido)oxy)but-2-enoate

: methyl 2-((3R,4S,5S)-3-(2,5-dimethoxyphenyl)-4-nitro-2-((2-nitrophenyl)sulfonyl)-1,2-oxazinan-5-yl)acetate

Conditions

Conditions	Yield
Stage #1: methyl (E)-4-(((2-nitrophenyl)sulfonamido)oxy)but-2-enoate With 1-(3,5-bis(trifluoromethyl)phenyl)-3-((S)-quinolin-4-yl((1S,2S,4S,5R)-5-vinylquinu clidin-2-yl)methyl)thiourea In toluene for 0.0833333h; Sealed tube; Stage #2: (E)-1,4-dimethoxy-2-(2-nitrovinyl) benzene In toluene at 20℃; for 144h; Sealed tube; stereoselective reaction;	87%

: 40276-11-7
(E)-1,4-dimethoxy-2-(2-nitrovinyl) benzene

: 131242-36-9
2-sulfanylpyrimidine

: 2-((1-(2,5-dimethoxyphenyl)-2-nitroethyl)thio)pyrimidine

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 0.5h; Michael Addition;	85%

: 55177-35-0
(E)-4-phenyl-2-butenal

: 40276-11-7
(E)-1,4-dimethoxy-2-(2-nitrovinyl) benzene

: 1356935-68-6
2-((1R,2S,3R,4R)-3-(2,5-dimethoxyphenyl)-2-nitro-4-phenylcyclobutyl)acetaldehyde

Conditions

Conditions	Yield
With diethylacetamide; (S)-3-(3,5-bis(trifluoromethyl)phenylamino)-4-(pyrrolidin-2-ylmethylamino)cyclobut-3-ene-1,2-dione; water In dichloromethane at 20℃; for 40h; optical yield given as %ee; stereoselective reaction;	83%

: 40276-11-7
(E)-1,4-dimethoxy-2-(2-nitrovinyl) benzene

: 5633-34-1
(benzoylmethylene)dimethylsulfurane

A: 1380095-15-7
(4R,5S)-5-benzoyl-4-(2,5-dimethoxyphenyl)oxazolidin-2-one

B: (4S,5R)-5-Benzoyl-4-(2,5-dimethoxyphenyl)oxazolidin-2-one

Conditions

Conditions	Yield
Stage #1: (E)-1,4-dimethoxy-2-(2-nitrovinyl) benzene With dmap; 1,1'-((1R,2R)-1,2-diphenylethane-1,2-diyl)bis(3-(3,5-bis(trifluoromethyl)phenyl)urea); o-chlorophenylthiourea In 5,5-dimethyl-1,3-cyclohexadiene at -35℃; for 0.5h; Stage #2: (benzoylmethylene)dimethylsulfurane In 5,5-dimethyl-1,3-cyclohexadiene at -35 - 35℃; for 120h; optical yield given as %ee; enantioselective reaction;	A 83% B n/a

2,5-Dimethoxy-beta-nitrostyrene Specification

The Benzene,1,4-dimethoxy-2-(2-nitroethenyl)-, with CAS registry number 40276-11-7, has the systematic name of 1,4-dimethoxy-2-[(E)-2-nitroethenyl]benzene. This chemical is a kind of orange crystalline powder. When use this chemical, do not breathe dust and avoid contact with skin and eyes.

Physical properties of Benzene,1,4-dimethoxy-2-(2-nitroethenyl)-: (1)ACD/LogP: 2.18; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 5; (4)#H bond donors: 0; (5)#Freely Rotating Bonds: 4; (6)Polar Surface Area: 64.28 Å²; (7)Index of Refraction: 1.564; (8)Molar Refractivity: 56.88 cm³; (9)Molar Volume: 174.6 cm³; (10)Polarizability: 22.55×10^-24cm³; (11)Surface Tension: 41.1 dyne/cm; (12)Enthalpy of Vaporization: 57.2 kJ/mol; (13)Vapour Pressure: 8.66E-05 mmHg at 25°C.

Uses of p-Chloropropiophenone: it can be used to produce 2,5-dimethoxy-phenethylamine. This reaction will need reagents aqueous hydrochloric acid, ethanol, acetic acid.

You can still convert the following datas into molecular structure:
(1)SMILES: [O-][N+](=O)\C=C\c1cc(OC)ccc1OC
(2)InChI: InChI=1/C10H11NO4/c1-14-9-3-4-10(15-2)8(7-9)5-6-11(12)13/h3-7H,1-2H3/b6-5+
(3)InChIKey: IRRZIWHEPWPPJF-AATRIKPKBS
(4)Std. InChI: InChI=1S/C10H11NO4/c1-14-9-3-4-10(15-2)8(7-9)5-6-11(12)13/h3-7H,1-2H3/b6-5+
(5)Std. InChIKey: IRRZIWHEPWPPJF-AATRIKPKSA-N

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