89691-59-8

Basic information

• Product Name: Benzenemethanol, 2-chloro-4-methoxy-a-methyl-
• CAS NO: 89691-59-8
• Molecular Formula: C9H11ClO2
• Molecular Weight: 186.638
• Mol File: 89691-59-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzenemethanol, 2-chloro-4-methoxy-a-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanol, 2-chloro-4-methoxy-a-methyl-(89691-59-8)
• EPA Substance Registry System: Benzenemethanol, 2-chloro-4-methoxy-a-methyl-(89691-59-8)

Safety Data

• Hazardous Substances Data: 89691-59-8(Hazardous Substances Data)

Upstream product

• 50638-46-5 4-bromo-3-chloroanisole 
• 75-07-0 acetaldehyde 
• 41068-36-4 2-chloro-4-methoxyacetophenone 

Downstream Products

• 1246685-30-2 2-chloro-1-(1-chloro-ethyl)-4-methoxy-benzene 
• 89691-25-8 C₁₆H₁₆Cl₂O₂ 
• 89691-43-0 C₁₈H₂₀Cl₂O₂ 
• 89691-44-1 C₁₈H₂₀Cl₂O₂ 

Relevant articles and documents

Transfer hydrogenation of ketones catalyzed by nickel complexes bearing an NHC [CNN] pincer ligand

Four NHC [CNN] pincer nickel (II) complexes, [iPrCNN (CH2)4-Ni-Br] (5a), [nBuCNN (CH2)4-Ni-Br] (5b), [iPrCNN (Me)2-Ni-Br] (6a) and [nBuCNN (Me)2-Ni-Br] (6b), bearing unsymmetrical [C (carbene)N (amino)N (amine)] ligands were synthesized by the reactions of [CNN] pincer ligand precursors 4 with Ni (DME)Cl2 in the presence of Et3N. Complexes 5a and 5b are new and were completely characterized. The transfer hydrogenation of ketones catalyzed by the four pincer nickel complexes were explored. Complexes 5a and 6a have better catalytic activity than 5b and 6b. With a combination of NaOtBu/iPrOH/80?°C and 2% catalyst loading of 5a, 77–98% yields of aromatic alcohols could be obtained.

Ring-substituted 1,2-dialkylated 1,2-bis(hydroxyphenyl)ethanes. 3. Synthesis, estrogen receptor binding affinity, and evaluation of antiestrogenic and mammary tumor inhibiting activity of 2,2'-disubstituted butestrols and 6,6'-disubstituted metabutestrols

The syntheses of symmetrically 2,2'-disubstituted butestrols [meso-2,3-bis(4-hydroxyphenyl)butanes] and of 6,6'-disubstituted metabutestrols [meso-2,3-bis(3-hydroxyphenyl)butanes] are described [2,2'-substituents: H (1), OH (2), F (3), Cl (4), Br (5), CH3 (6), and C2H5 (7); 6,6'-substituents: H (8), OH (9), Cl (10), and CH3 (11)]. Compounds 1-11 were obtained by reductive coupling of the corresponding 1-phenylethanols with TiCl3/LiAlH4 and separation of the meso diastereomers. The binding affinity of the test compounds to the calf uterine estrogen receptor was measured relative to that of [3H]estradiol by a competitive binding assay. With the exception of 9, all other compounds showed remarkably high relative binding affinity (RBA) values between 1.0 and 29% that of estradiol. Compounds 3 and 6 (RBA values: 15 and 29), as well as 10 and 11 (1.7 and 5.2), exceeded those of the corresponding unsubstituted compounds 1 and 8 (12 and 1.0). The compounds exhibited strong (3, 4, 6, and 7), moderate (1, 2, and 10), weak (11), or no (8) estrogenic activity in the uterine weight test of the immature mouse. Compounds 1, 2, 8, 10 and 11 showed antiestrogenic activity inhibiting the estrone-stimulated uterine growth (25-35% inhibition). Compound 11 led to a significant inhibition of the tumor growth when tested on the 9,10-dimethyl-1,2-benzanthracene induced, hormone-dependent mammary carcinoma of the Sprague-Dawley rat.