67023-84-1

Basic information

• Product Name: TRANS,TRANS-1-CHLORO-3,7,11-TRIMETHYL-2,6,10-DODECATRIENE
• Synonyms: trans,trans-Farnesyl chloride 97%;TRANS,TRANS-1-CHLORO-3,7,11-TRIMETHYL-2,6,10-DODECATRIENE;TRANS,TRANS-FARNESYL CHLORIDE;(2E,6E)-1-chloro-3,7,11-trimethyldodeca-2,6,10-triene
• CAS NO: 67023-84-1
• Molecular Formula: C₁₅H₂₅Cl
• Molecular Weight: 240.81
• Product Categories: Acyclic;Alkenes;Building Blocks;Chemical Synthesis;Organic Building Blocks
• Mol File: 67023-84-1.mol
• Article Data: 25

Chemical Properties

• Boiling Point: 59-60 °C2.4 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 0.916 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.000628mmHg at 25°C
• Refractive Index: n20/D 1.493(lit.)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: TRANS,TRANS-1-CHLORO-3,7,11-TRIMETHYL-2,6,10-DODECATRIENE(CAS DataBase Reference)
• NIST Chemistry Reference: TRANS,TRANS-1-CHLORO-3,7,11-TRIMETHYL-2,6,10-DODECATRIENE(67023-84-1)
• EPA Substance Registry System: TRANS,TRANS-1-CHLORO-3,7,11-TRIMETHYL-2,6,10-DODECATRIENE(67023-84-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-27-36/37/39
• RIDADR: UN 3334
• WGK Germany: 3
• Hazardous Substances Data: 67023-84-1(Hazardous Substances Data)

Usage

Description

TRANS,TRANS-1-CHLORO-3,7,11-TRIMETHYL-2,6,10-DODECATRIENE, also known as trans,trans-farnesyl chloride, is an organic compound with a molecular formula of C15H25Cl. It is a colorless to pale yellow liquid with a strong, pungent odor. TRANS,TRANS-1-CHLORO-3,7,11-TRIMETHYL-2,6,10-DODECATRIENE consists of a farnesyl backbone with a chlorine atom at the first carbon position and two methyl groups at the third, seventh, and eleventh carbon positions. Its physical properties, such as density, refractive index, and boiling point, have been reported in the literature.

Uses

1. Used in Chemical Synthesis:
TRANS,TRANS-1-CHLORO-3,7,11-TRIMETHYL-2,6,10-DODECATRIENE is used as a synthetic intermediate for the production of various organic compounds, particularly in the pharmaceutical and agrochemical industries. Its unique structure allows for the formation of a wide range of derivatives with diverse biological activities.
2. Used in the Synthesis of Isoprenoid Conjugates:
In the field of organic chemistry, TRANS,TRANS-1-CHLORO-3,7,11-TRIMETHYL-2,6,10-DODECATRIENE is used as a key building block for the synthesis of isoprenoid conjugates of nucleoside 5′-diphosphates. These conjugates have potential applications in the development of new drugs and bioactive molecules.
3. Used in Fragrance Industry:
Due to its strong, pungent odor, TRANS,TRANS-1-CHLORO-3,7,11-TRIMETHYL-2,6,10-DODECATRIENE can be used as a component in the fragrance industry, where it can contribute to the development of new and unique scents for perfumes, cosmetics, and other personal care products.
4. Used in the Production of Bioactive Compounds:
TRANS,TRANS-1-CHLORO-3,7,11-TRIMETHYL-2,6,10-DODECATRIENE's unique structure and reactivity make it a valuable starting material for the synthesis of bioactive compounds with potential applications in the pharmaceutical industry. These bioactive compounds can be used for the development of new drugs targeting various diseases and medical conditions.

InChI:InChI=1/C15H25Cl/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-16/h7,9,11H,5-6,8,10,12H2,1-4H3/b14-9+,15-11+

Upstream product

• 56194-28-6 3,7,11-trimethyl-2ξ,6E,10-dodecatrien-1-ol 
• 75-18-3 dimethylsulfide 
• 106-28-5 Farnesol 
• 3482-62-0 N,N-diethyl-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]amine 
• 59905-15-6 dehydronerolidol 
• 3796-70-1 trans geranyl acetone 
• 76386-25-9 trans,trans-farnesyl diphenylurethane 
• 4602-84-0 farnesol 
• 78-79-5 isoprene 
• 71668-79-6 2(E),8(E)-Farnesyl mesylate 
• 18794-84-8 (E)-β-farnesene 

Downstream Products

• 68000-92-0 trans,trans-farnesyl-L-cysteine 
• 6805-34-1 E,E-3-farnesyl-4-hydroxycoumarin 
• 106-28-5 Farnesol 
• 111-02-4 2,6,10,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaene 
• 162520-00-5 salirasib 
• 5981-31-7 1-cyano-4,8,12-trimethyl-3E,7E,11-tridecatriene 
• 68690-45-9 (2E,6E)-3,7,11-trimethyl-1-(p-tolylsulfonyl)dodeca-2,6,10-triene 
• 5905-41-9 (2Z,6Z,10Z,14Z,18E,22E)-3,7,11,15,19,23,27-heptamethyltriaconta-2,6,10,14,18,22,26-heptaen-1-ol 
• 92464-90-9 9-(R/S)-p-toluenesulfonyl-3,7,11,15,19,23,27-heptamethyloctaeicosa-2Z,6Z,10Z,14Z,18E,22E,26-heptaen-1-ol benzyl ether 
• 22488-05-7 (2Z,6Z,10E,14E)-3,7,11,15,19-pentamethylicosa-2,6,10,14,18-pentaen-1-ol 
• 68690-52-8 9-(R/S)-p-toluenesulfonyl-3,7,11,15,19-pentamethyleicosa-2Z,6Z,10E,14E,18-pentaen-1-ol benzyl ether 
• 62498-84-4 ((2E,6E)-3,7,11-Trimethyl-dodeca-2,6,10-trienyloxy)-benzene 
• 1354017-72-3 (R)-2-(2-((benzyloxy)methyl)benzamido)-3-(((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl)-thio)propanoic acid 
• 1354017-71-2 (R)-2-(2-(benzyloxy)benzamido)-3-(((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl)thio)propanoic acid 

Relevant articles and documents

Characterization of a Sesquiterpene Synthase Catalyzing Formation of Cedrol and Two Diastereoisomers of Tricho-Acorenol from Euphorbia fischeriana

A sesquiterpene synthase gene was identified from the transcriptome of Euphorbia fischeriana Steud, and the function of its product EfTPS12 was characterized by in vitro biochemical experiments and synthetic biology approaches. EfTPS12 catalyzed conversion of farnesyl diphosphate into three products, including cedrol (1) and eupho-Acorenols A (2) and B (3) (two diastereoisomers of tricho-Acorenol), thereby being named EfCAS herein. The structures of 2 and 3 were determined by spectroscopic methods and comparison of experimental and calculated electronic circular dichroism spectra. EfCAS is the first example of a plant-derived sesquiterpene synthase that is capable of synthesizing acorane-Type alcohols. This study also documents that synthetic biology approaches enable large-scale preparation of volatile terpenes and thereby substantially facilitate characterization of corresponding terpene synthases and elucidation of the structures of their products.

SYNTHESIS OF E,E-FARNESOL, FARNESYL ACETATE AND SQUALENE FROM FARNESENE VIA FARNESYL CHLORIDE

The present disclosure provides methods for preparing polyunsaturated hydrocarbons, such as E,E-farnesol, farnesyl acetate and squalene, by base catalyzed addition of a dialkylamine to a 3-methylene-1-alkene, such as farnesene. The present disclosure also provides compositions including one more farnesene derivatives prepared using the disclosed methods.

ISOPRENE OLIGOMER, POLYISOPRENE, PROCESSES FOR PRODUCING THESE MATERIALS, RUBBER COMPOSITION, AND PNEUMATIC TIRE

The invention relates to an isoprene oligomer that contains a trans structural moiety and a cis structural moiety, which can be represented by the following formula (1), wherein at least 1 atom or group in the trans structural moiety is replaced by another atom or group. The invention also relates to a polyisoprene, which is biosynthesized using the isoprene oligomer and isopentenyl diphosphate. Further, this invention provides a rubber composition comprising the isoprene oligomer and/or the polyisoprene, and a pneumatic tire, including tire components (e.g., treads and sidewalls) formed from the rubber composition. wherein n represents an integer from 1 to 10; m represents an integer from 1 to 30; and Y represents a hydroxy group, a formyl group, a carboxy group, an ester group, a carbonyl group, or a group represented by the following formula (2):