2153-28-8

Basic information

• Product Name: TERPINYL BUTYRATE
• Synonyms: ALPHA TERPINYL BUTYRATE;FEMA 3049;TERPINYL BUTYRATE;Butanoicacid,1-methyl-1-(4-methyl-3-cyclohexen-1-yl)ethylester;1-methyl-1-(4-methyl-3-cyclohexen-1-yl)ethyl butyrate;TERPINYL BUTYRATE 95+% MIXTURE OF ISO&;Butanoic acid 2-(4-methyl-3-cyclohexenyl)propan-2-yl ester;Butyric acid p-mentha-1-ene-8-yl ester
• CAS NO: 2153-28-8
• Molecular Formula: C₁₄H₂₄O₂
• Molecular Weight: 224.34
• EINECS: 218-445-6
• Product Categories: Alphabetical Listings;Flavors and Fragrances;Q-Z
• Mol File: 2153-28-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 244 °C(lit.)
• Flash Point: >230 °F
• Appearance: clear, colourless liquid
• Density: 0.938 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00456mmHg at 25°C
• Refractive Index: n20/D 1.4650(lit.)
• CAS DataBase Reference: TERPINYL BUTYRATE(CAS DataBase Reference)
• NIST Chemistry Reference: TERPINYL BUTYRATE(2153-28-8)
• EPA Substance Registry System: TERPINYL BUTYRATE(2153-28-8)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 2153-28-8(Hazardous Substances Data)

Usage

Description

TERPINYL BUTYRATE, also known as Butyric acid, p-menthanecarboxylic ester, is a naturally occurring ester compound found in the essential oils of niaouli, cypress, and Eucalyptus diversicolor. It possesses a characteristic, rosemary-like, acrid, fruity odor with a balsamic undernote and a bitter taste reminiscent of plum. Its unique chemical properties make it a versatile compound with various applications across different industries.

Uses

Used in Fragrance Industry:
TERPINYL BUTYRATE is used as a fragrance ingredient for its distinctive rosemary-like, acrid, fruity odor with a balsamic undernote. It adds a pleasant and long-lasting scent to perfumes, colognes, and other fragrance products.
Used in Flavor Industry:
TERPINYL BUTYRATE is used as a flavoring agent for its bitter taste reminiscent of plum. It is commonly utilized in the food and beverage industry to enhance the flavor of various products, such as candies, beverages, and baked goods.
Used in Pharmaceutical Industry:
TERPINYL BUTYRATE is used as a counterirritant and topical analgesic for its ability to provide temporary relief from muscle aches, joint pain, and neuralgia. It is often formulated in topical creams, gels, and ointments to alleviate pain and inflammation.
Used in Cosmetic Industry:
TERPINYL BUTYRATE is used as an additive in the cosmetic industry for its pleasant scent and potential skin conditioning properties. It can be found in various cosmetic products, such as lotions, creams, and shampoos, to provide a refreshing and invigorating experience for the user.

InChI:InChI=1/C14H24O2/c1-5-6-13(15)16-14(3,4)12-9-7-11(2)8-10-12/h7,12H,5-6,8-10H2,1-4H3

Upstream product

• 138-86-3 limonene. 
• 98-55-5 terpineol 
• 141-75-3 butyryl chloride 
• 106-31-0 butanoic acid anhydride 
• 39864-10-3 α-terpinyl chloride 
• 107-92-6 butyric acid 

Relevant articles and documents

Discovery of a novel series of α-terpineol derivatives as promising anti-asthmatic agents: Their design, synthesis, and biological evaluation

A series of novel α-terpineol derivatives were designed and synthesized through structural derivatization of the tertiary hydroxyl moiety or reduction of the double bond. Of the resulting compounds, eight compounds enhanced relaxation of airway smooth muscle (ASM) compared to the α-terpineol precursor, and four compounds (4a, 4d, 4e, and 4i)were superior or comparable to aminophylline at a concentration of 0.75 mmol/L. Assays for 3′-5′-Cyclic adenosine monophpsphate (cAMP) activation revealed that some representative α-terpineol derivatives in this series were capable of upregulating the level of cAMP in ASM cells. Further in vivo investigation using the asthmatic rat model, illustrated that treatment with the compounds 4a and 4e resulted in significantly lowered lung resistance (RL) and enhanced dynamic lung compliance (Cldyn), two important parameters for lung fuction. Moreover, treatment with 4e downregulated the levels of both IL-4 and IL-17. Due to its several favorable physiological functions, including ASM relaxation activity, cAMP activation capability, and in vivo anti-asthmatic efficacy, 4e is a promising remedy for bronchial asthma, meriting extensive development.

Α- [...] enol derivative and its preparation method and application

The invention discloses alpha-terpineol derivatives, the structure of which is shown as the formula (II), wherein R or H is C1-C5 alkyl. The alpha-terpineol derivatives can be obtained by performing esterification reaction on a raw material alpha-terpineol with acid or acid anhydride at the temperature of 18-30DEG C under the action of 4-methylbenzenesulfonyl chloride. The invention further discloses applications of the alpha-terpineol derivatives in preparing antiasthmatic drugs, carboxylic ester prodrug formed by introducing carboxylic ester on the hydroxyl of the alpha-terpineol derivatives can be slowly hydrolyzed in a human body to release parent drug and further prolong the curative effect and the acting time, in addition the bioavailability can be improved, and the antiasthma activity can be further enhanced.

SOLVOLYTIC DISPLACEMENT OF ALKYL HALIDES BY METAL SALTS. PREPARATIVE PROCEDURES FOR ALLYL-, BENZYL- AND TERTIARY ALKYL-OXY DERIVATIVES USING THE ZINC SALTS

Reaction of allylic, benzylic and tertiary alkyl halides with zinc oxide in protic solvents leads to the formation of the corresponding alcohols, ethers and esters in good yields.The scope and limitations of this reaction have been examined.The possible involvement of ion quadruplets in the reaction is suggested.