101489-38-7

Basic information

• Product Name: 1,4-Cyclohexanediol,1-(2-hydroxyethyl)-, trans-
• Synonyms: Isorengyol
• CAS NO: 101489-38-7
• Molecular Formula: C8H16 O3
• Molecular Weight: 160.213
• Mol File: 101489-38-7.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: 1,4-Cyclohexanediol,1-(2-hydroxyethyl)-, trans-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Cyclohexanediol,1-(2-hydroxyethyl)-, trans-(101489-38-7)
• EPA Substance Registry System: 1,4-Cyclohexanediol,1-(2-hydroxyethyl)-, trans-(101489-38-7)

Safety Data

• Hazardous Substances Data: 101489-38-7(Hazardous Substances Data)

Usage

Type of isomer

trans isomer of 1,4-cyclohexanediol

Functional groups

Contains a hydroxyethyl group

Physical state

Colorless, viscous liquid

Applications

a. Production of adhesives
b. Production of coatings
c. Industrial applications
d. Raw material for the synthesis of various organic compounds

Unique properties

a. Trans configuration provides unique physical and chemical properties
b. Important ingredient in many industrial processes

Safety

Proper handling and storage are necessary for safe use

Upstream product

• 101489-33-2 (4-Acetoxy-1-hydroxy-cyclohexyl)-acetic acid ethyl ester 
• 214678-42-9 4-(tert-Butyl-dimethyl-silanyloxy)-1-(2-hydroxy-ethyl)-cyclohexanol 
• 10338-51-9 Salidroside 
• 94414-03-6 4-[2-(acetyloxy)ethyl]-4-hydroxy-2,5-cyclohexadien-1-one 
• 101489-34-3 (4-Acetoxy-1-hydroxy-cyclohexyl)-acetic acid ethyl ester 
• 214678-27-0 ((1R,4S,4aR,5S,8R,8aS)-8-Acetoxy-5-hydroxy-1,4,4a,5,8,8a-hexahydro-1,4-methano-naphthalen-5-yl)-acetic acid ethyl ester 
• 215461-50-0 2-Propyl-1,3-dioxa-spiro[5.5]undecan-9-ol 
• 214678-41-8 (1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(2-hydroxy-ethyl)-cyclohex-2-enol 
• 214678-38-3 ((1R,4S,4aR,5R,8R,8aS)-5,8-Dihydroxy-1,4,4a,5,6,7,8,8a-octahydro-1,4-methano-naphthalen-5-yl)-acetic acid ethyl ester 
• 214678-28-1 ((1S,4R,4aS,5R,8S,8aR)-5,8-Dihydroxy-1,4,4a,5,8,8a-hexahydro-1,4-methano-naphthalen-5-yl)-acetic acid ethyl ester 
• 214678-29-2 ((1R,4S,4aR,5S,8R,8aS)-5,8-Dihydroxy-1,4,4a,5,8,8a-hexahydro-1,4-methano-naphthalen-5-yl)-acetic acid ethyl ester 
• 214678-37-2 ((1R,4S,4aR,5R,8aS)-5-Hydroxy-8-oxo-1,4,4a,5,6,7,8,8a-octahydro-1,4-methano-naphthalen-5-yl)-acetic acid ethyl ester 
• 214678-40-7 (1R,4S,4aR,5R,8R,8aS)-8-(tert-Butyl-dimethyl-silanyloxy)-5-(2-hydroxy-ethyl)-1,4,4a,5,6,7,8,8a-octahydro-1,4-methano-naphthalen-5-ol 
• 214678-36-1 ((1R,4S,4aR,5S,8aS)-5-Hydroxy-8-oxo-1,4,4a,5,8,8a-hexahydro-1,4-methano-naphthalen-5-yl)-acetic acid ethyl ester 

Downstream Products

• 107389-92-4 4-hydroxy-4-(2'-acetoxyethyl)cyclohexanone 
• 93697-55-3 rengyoxide dimethyl ketal diacetate 
• 93675-92-4 rengyol triacetate 
• 93675-95-7 rengyoxide diacetate 
• 93675-96-8 rengyoxide dimethyl ketal 
• 93675-91-3 rengyol dibenzoate 
• 105814-59-3 Acetic acid 2-(4-acetoxy-1-hydroxy-cyclohexyl)-ethyl ester 
• 93675-90-2 rengyol diacetate 

Relevant articles and documents

STRUCTURES OF RENGYOSIDES A, B AND C, THREE GLUCOSIDES OF FORSYTHIA SUSPENSA FRUITS

Three new glucosides, rengyosides A, B and C, having as aglycones the reduced forms of phenylethanol, were isolated from Forsythia suspensa fruits.Chemical and spectroscopic studies established the structures of these natural products to be 2-(1,4-dihydroxycyclohexyl)ethyl β-D-glucopyranoside, 2-(1-hydroxy-4-ketocyclohexyl)ethyl β-D-glucopyranoside and 2-(1,4-dihydroxycyclohexyl)ethyl β-D-6-O-glucopyranoside, respectively.Saliroside, a possible biogenetic precursor of these glucosides, was also isolated. Key Word Index- Forsythia suspensa; Oleaceae; rengyoside A; rengyoside B; rengyoside C; cyclohexylethyl glucosides.

1,3-Diol synthesis via controlled, radical-mediated C-H functionalization

The invention of a method for the synthesis of 1,3-diols from the corresponding alcohols is described, via controlled, radical-mediated C-H functionalization. The sequence described herein entails near quantitative conversion to the corresponding trifluoroethyl carbamate, followed by a variant of the Hofmann-Loffler-Freytag reaction, cyclization, and hydrolysis to provide the 1,3-diols. In addition to the 10 examples presented herein, the syntheses of four natural products are facilitated by this directed oxyfunctionalization. This methodology is demonstrated to be orthogonal to other known C-H oxidations. Finally, this sequence is efficient, practical, inexpensive, and scalable. Copyright

A stereocontrolled route to cyclohexylethanoid natural products

Rengyol and seven related cyclohexylethanoid natural products have been synthesized in a stereocontrolled manner from a common starting material. In the present study the absolute configuration of the three chiral products has been determined and the first synthesis of a cyclohexylethanoid natural product bearing an oxetane ring has been accomplished.