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(-)-Epinephrine

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Identification
Molecular formula
C11H15NO3
CAS number
51-43-4
IUPAC name
4-[4-(3,4-dihydroxyphenyl)-2,3-dimethyl-butyl]benzene-1,2-diol
State
State

At room temperature, the compound is typically in a solid state. However, for various applications, especially in medical settings, it can be dissolved into a liquid form for injection or other types of administration.

Melting point (Celsius)
211.00
Melting point (Kelvin)
484.15
Boiling point (Celsius)
175.00
Boiling point (Kelvin)
448.15
General information
Molecular weight
183.21g/mol
Molar mass
183.2060g/mol
Density
1.2838g/cm3
Appearence

The compound is typically a white or brown powder that is odorless. It is often used in a crystalline form and can sometimes appear as clear, colorless crystals in its pure form. It may also appear as a colorless to light yellow liquid when dissolved in a solution for medical applications.

Comment on solubility

Solubility of 4-[4-(3,4-dihydroxyphenyl)-2,3-dimethyl-butyl]benzene-1,2-diol

The compound 4-[4-(3,4-dihydroxyphenyl)-2,3-dimethyl-butyl]benzene-1,2-diol, with the chemical formula C11H15NO3, exhibits unique solubility characteristics influenced by its molecular structure.

This compound is classified as being mildly soluble in water due to the presence of multiple hydroxyl (-OH) groups that can engage in hydrogen bonding with water molecules. The factors affecting its solubility include:

  • Hydroxyl Groups: The presence of hydroxyl functional groups enhances solubility in polar solvents
  • Hydrophobic Regions: The alkyl groups contribute to hydrophobic character, which can limit solubility in water
  • Temperature Dependency: Like many organic compounds, solubility can increase with temperature

In non-polar solvents, such as hexane or chloroform, the solubility can be significantly lower due to the hydrophobic portions of the molecule. Therefore, we can summarize the solubility profile as:

  1. Mildly soluble in water
  2. Soluble in polar organic solvents
  3. Poorly soluble in non-polar solvents

Overall, understanding the solubility of 4-[4-(3,4-dihydroxyphenyl)-2,3-dimethyl-butyl]benzene-1,2-diol not only provides insight into its chemical behavior but also informs its applications in various fields.

Interesting facts

Interesting Facts about 4-[4-(3,4-dihydroxyphenyl)-2,3-dimethyl-butyl]benzene-1,2-diol

This compound, known for its intricate structure, exemplifies the fascinating world of organic chemistry. Here are some engaging insights:

  • Biological Significance: Compounds like this one have been studied for their potential health benefits. They may exhibit antioxidant properties, which can help protect cells from damage caused by free radicals.
  • Pharmaceutical Applications: This compound might serve as a lead structure in drug development due to its ability to interact with biological targets within the body. Research often focuses on how such compounds can combat diseases or improve health outcomes.
  • Synthetic Pathways: The synthesis of this compound can be quite complex, involving multiple steps. Chemists often explore various methods of synthesis, including the use of catalysts to improve yields and reduce reaction times.
  • Research Focus: Ongoing studies are assessing its role within the pharmaceutical sciences, particularly in developing new medications or therapeutic agents.
  • Chemical Interactions: The presence of multiple hydroxyl (–OH) groups in its structure enhances its reactivity and solubility in various solvents, making it a valuable compound in organic chemistry research.

To quote an influential chemist: "The beauty of organic chemistry lies in the myriad of compounds we can derive from simple molecules." Indeed, compounds like 4-[4-(3,4-dihydroxyphenyl)-2,3-dimethyl-butyl]benzene-1,2-diol offer rich avenues for exploration, leading to discoveries that can have significant impacts on science and healthcare.

Synonyms
NORDIHYDROGUAIARETIC ACID
500-38-9
NDGA
Dihydronorguaiaretic acid
4-[4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol
Norhydroguaiaretic acid
Norguaiaretic acid, dihydro-
Actinex
NSC 4291
Dinorguaiaretic acid, dihydro-
4,4'-(2,3-Dimethyltetramethylene)dipyrocatechol
1,2-Benzenediol, 4,4'-(2,3-dimethyl-1,4-butanediyl)bis-
2,3-Bis(3,4-dihydroxyphenylmethyl)butane
CCRIS 1399
Norguaiaretic acid, dihydro
Pyrocatechol, 4,4'-(2,3-dimethyltetramethylene)di-
EINECS 207-903-0
4,4'-(2,3-Dimethyl-1,4-butanediyl)bis(pyrocatechol)
NSC 682984
CHEBI:7625
DTXSID5022437
nordihydroguaretic acid
AI3-23059
Butane, 1,4-bis(3,4-dihydroxyphenyl)-2,3-dimethyl-
CHEMBL52
MFCD00002206
beta,gamma-Dimethyl-alpha,delta-bis(3,4-dihydroxyphenyl)butane
2,3-Dimethyl-1,4-bis(3,4-dihydroxyphenyl)butane
MLS000069451
4,4'-(2,3-dimethylbutane-1,4-diyl)dibenzene-1,2-diol
DTXCID702437
HCZKYJDFEPMADG-UHFFFAOYSA-
NSC4291
CHX 100; Masoprocol; meso-NDGA
nordihydroguaiaretate
1,4-Bis(3,4-dihydroxyphenyl)-2,3-dimethylbutane
NSC682984
4,4'-(2,3-Dimethyl-1,4-butanediyl)bis-1,2-benzenediol
4,4'-(2,3-dimethylbutane-1,4-diyl)bis(benzene-1,2-diol)
SMR000059049
NordihydroGuaiareticAcid-d6
4,4'-(2,3-Dimethyl-1,4-butanediyl)bis(1,2-benzenediol)
Nordihydro Guaiaretic Acid (mixture of diastereomers)
4-(4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl)benzene-1,2-diol
NORDIHYDROGUAIARETIC ACID [MI]
NDGA;Masoprocol
nordihydroguaiaretic acid (ndga)
NCGC00015741-06
NORDIHYDROGUAIARETIC ACID [WHO-DD]
LOX inhibitor, N/A
Spectrum_001146
nordihydroguajaretic acid
Spectrum5_000735
cid_4534
Oprea1_368609
Dinorguaiaretic acid, dihydro
KBioGR_002349
KBioSS_001626
KBioSS_002352
MLS002153435
MLS006011710
DivK1c_000999
SCHEMBL135976
GTPL4265
BDBM32020
HMS503G19
HY-N0198R
KBio1_000999
KBio2_001626
KBio2_002349
KBio2_004194
KBio2_004917
KBio2_006762
KBio2_007485
KBio3_002828
NDGA (Nordihydroguaiaretic acid)
cMAP_000026
NINDS_000999
BP_36
HMS2232L16
HMS3370G10
HMS3649M15
1,4Dipyrocatechol2,3dimethylbutane
BCP08590
HY-N0198
Nordihydroguaiaretic acid (Standard)
Tox21_302171
4-[4-(3,4-dihydroxyphenyl)-2,3-dimethyl-butyl]benzene-1,2-diol
s3984
STL570288
AKOS003367978
CCG-207935
CS-1431
FN26437
SDCCGSBI-0050852.P002
2,3Bis(3,4dihydroxyphenylmethyl)butane
IDI1_000999
NDGA - CAS 500-38-9
NORDIHYDROGUAIARETIC ACID [INCI]
SMP2_000272
4,3-Dimethyltetramethylene)dipyrocatechol
NCGC00015741-04
NCGC00015741-05
NCGC00015741-08
NCGC00015741-09
NCGC00015741-13
NCGC00089785-02
NCGC00089785-03
NCGC00255380-01
AC-24202
AS-58406
CAS-500-38-9
NCI60_003992
WLN: QR BQ D1Y1&Y1&1R CQ DQ
XN163193
D0800
NS00013908
2,3Dimethyl1,4bis(3,4dihydroxyphenyl)butane
4,4'(2,3Dimethyltetramethylene)dipyrocatechol
Nordihydroguaiaretic acid, >=97.0% (HPLC)
.beta.,.delta.-bis(3,4-dihydroxyphenyl)butane
4,3-Dimethyl-1,4-butanediyl)bis(pyrocatechol)
F17140
1, 4,4'-(2,3-dimethyl-1,4-butanediyl)bis-
Butane, 1,4bis(3,4dihydroxyphenyl)2,3dimethyl
Pyrocatechol, 4,4'(2,3dimethyltetramethylene)di
Pyrocatechol,4'-(2,3-dimethyltetramethylene)di-
4,4'(2,3Dimethyl1,4butanediyl)bis(pyrocatechol)
4,4'(2,3Dimethyl1,4butanediyl)bis1,2benzenediol
Butane,4-bis(3,4-dihydroxyphenyl)-2,3-dimethyl-
SR-01000003007
Nordihydroguaiaretic acid - mixture of diastereomers
Q7050774
SR-01000003007-2
1,2Benzenediol, 4,4'(2,3dimethyl1,4butanediyl)bis
4,4'(2,3Dimethyl1,4butanediyl)bis(1,2benzenediol)
BRD-A87130939-001-07-9
Z2065671207
4,4'-(2,3-Dimethylbutane-1,4-diyl)di(benzene-1,2-diol)
beta,gammaDimethylalpha,deltabis(3,4dihydroxyphenyl) butane
beta,gammaDimethylalpha,deltabis(3,4dihydroxyphenyl)butane
PYROCATECHOL,4'- (2,3-DIEMTHYLTETRAMETHYLENE) DI-
4-[4-(3,4-dihydroxyphenyl)-2,3-dimethyl-butyl]pyrocatechol
.beta.,.gamma.-Dimethyl-.alpha.,.delta.-bis(3,4-dihydroxyphenyl)butane
4-[4-[3,4-bis(oxidanyl)phenyl]-2,3-dimethyl-butyl]benzene-1,2-diol
Nordihydroguaiaretic acid, >=90% (HPLC), from Larrea divaricata (creosote bush)
4,4'-(2,3-Dimethyl-1,4-butanediyl)bis-1,2-benzenediol;4,4'-(2,3-Dimethyltetramethyl-ene)dipyrocatechol;Dihydronorguaiaretic acid