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3-Methyl-5-hexen-3-ol is an organic compound characterized by its strong fruity smell, often identified as a volatile component present in a variety of fruits such as apple, banana, and strawberry. It is commonly used as a flavoring and fragrance agent in the food and cosmetic industry.

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  • 1569-44-4 Structure
  • Basic information

    1. Product Name: 3-METHYL-5-HEXEN-3-OL
    2. Synonyms: 3-methyl-5-hexen-3-o;Methylaethylallylcarbinol;Methylethylallylcarbinol;3-METHYL-5-HEXEN-3-OL;3-METHYL-5-HEXENE-3-OL;ALLYL ETHYL METHYL CARBINOL;3-methylhex-5-en-3-ol
    3. CAS NO:1569-44-4
    4. Molecular Formula: C7H14O
    5. Molecular Weight: 114.19
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 1569-44-4.mol
  • Chemical Properties

    1. Melting Point: 26°C (estimate)
    2. Boiling Point: 138-139 °C(lit.)
    3. Flash Point: 111 °F
    4. Appearance: /
    5. Density: 0.835 g/mL at 25 °C(lit.)
    6. Vapor Pressure: 1.54mmHg at 25°C
    7. Refractive Index: n20/D 1.437(lit.)
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. PKA: 15.17±0.29(Predicted)
    11. CAS DataBase Reference: 3-METHYL-5-HEXEN-3-OL(CAS DataBase Reference)
    12. NIST Chemistry Reference: 3-METHYL-5-HEXEN-3-OL(1569-44-4)
    13. EPA Substance Registry System: 3-METHYL-5-HEXEN-3-OL(1569-44-4)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: 10
    3. Safety Statements: N/A
    4. RIDADR: UN 1993 3/PG 3
    5. WGK Germany: 3
    6. RTECS: MP8599000
    7. HazardClass: 3
    8. PackingGroup: III
    9. Hazardous Substances Data: 1569-44-4(Hazardous Substances Data)

1569-44-4 Usage

Uses

Used in Food Industry:
3-Methyl-5-hexen-3-ol is used as a flavoring agent for its strong fruity smell, enhancing the taste and aroma of various food products.
Used in Cosmetic Industry:
3-Methyl-5-hexen-3-ol is used as a fragrance agent in cosmetic products, providing a pleasant and natural scent to these products.
Safety Precautions:
It is important to handle 3-Methyl-5-hexen-3-ol with the appropriate safety precautions due to its potential to cause skin and eye irritation or harmful effects if ingested or inhaled in high concentrations.

Check Digit Verification of cas no

The CAS Registry Mumber 1569-44-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,5,6 and 9 respectively; the second part has 2 digits, 4 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 1569-44:
(6*1)+(5*5)+(4*6)+(3*9)+(2*4)+(1*4)=94
94 % 10 = 4
So 1569-44-4 is a valid CAS Registry Number.
InChI:InChI=1/C7H14O/c1-4-6-7(3,8)5-2/h4,8H,1,5-6H2,2-3H3/t7-/m1/s1

1569-44-4 Well-known Company Product Price

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  • Alfa Aesar

  • (B20447)  3-Methyl-5-hexen-3-ol, 98%   

  • 1569-44-4

  • 1g

  • 236.0CNY

  • Detail
  • Alfa Aesar

  • (B20447)  3-Methyl-5-hexen-3-ol, 98%   

  • 1569-44-4

  • 5g

  • 818.0CNY

  • Detail
  • Alfa Aesar

  • (B20447)  3-Methyl-5-hexen-3-ol, 98%   

  • 1569-44-4

  • 25g

  • 3357.0CNY

  • Detail
  • Alfa Aesar

  • (B20447)  3-Methyl-5-hexen-3-ol, 98%   

  • 1569-44-4

  • 100g

  • 10394.0CNY

  • Detail

1569-44-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-METHYL-5-HEXEN-3-OL

1.2 Other means of identification

Product number -
Other names 3-methyl-hex-5-en-3-ol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1569-44-4 SDS

1569-44-4Relevant articles and documents

Predicting and optimizing asymmetric catalyst performance using the principles of experimental design and steric parameters

Harper, Kaid C.,Sigman, Matthew S.

, p. 2179 - 2183 (2011)

Using a modular amino acid based chiral ligand motif, a library of ligands was synthesized systematically varying the substituents at two positions. The effects of these changes on ligand structure were probed in the enantioselective allylation of benzald

Hydroalumination of terminal β-acetylene alcohols with lithium aluminum hydride

Garibyan,Makaryan,Ogannisyan,Chobanyan

, p. 267 - 272 (2016/04/20)

Hydrogenation of terminal β-acetylene alcohols with lithium aluminum hydride in THF has afforded homoallylic alcohols. Decomposition of the intermediate organoaluminum complex with deuterated water, iodine, or pyridinium dibromide has evidenced about the non-regioselective hydride attack at the triple bond.

A Green approach for allylations of aldehydes and ketones: Combining allylborate, mechanochemistry and lanthanide catalyst

De Souza, Viviane P.,Oliveira, Cristiane K.,De Souza, Thiago M.,Menezes, Paulo H.,Alves, Severino,Longo, Ricardo L.,Malvestiti, Ivani

, (2016/12/02)

Secondary and tertiary alcohols synthesized via allylation of aldehydes and ketones are important compounds in bioactive natural products and industry, including pharmaceuticals. Development of a mechanochemical method using potassium allyltrifluoroborate salt and water, to successfully perform the allylation of aromatic and aliphatic carbonyl compounds is reported for the first time. By controlling the grinding parameters, the methodology can be selective, namely, very efficient for aldehydes and ineffective for ketones, but by employing lanthanide catalysts, the reactions with ketones can become practically quantitative. The catalyzed reactions can also be performed under mild aqueous stirring conditions. Considering the allylation agent and its by-products, aqueous media, energy efficiency and use of catalyst, the methodology meets most of the green chemistry principles.

Tin mediated Barbier type allylation in ionic liquids

Slaton, Rahiem,Petrone, Adam,Manchanayakage, Renuka

experimental part, p. 5073 - 5076 (2011/10/09)

The Barbier type allylation of carbonyl compounds is a useful organic transformation as the resultant homoallylic alcohols are important building blocks for many biologically active molecules. Tin mediated Barbier allylation of different carbonyl compounds in room temperature ionic liquid, [BMIM][BF 4] afforded the corresponding homoallylic alcohols in good to excellent yields. The ionic liquid was successfully recycled and reused in allylation reactions.

Allylation of carbonyl compounds mediated by Aluminum/Fluoride salts in water

Yuan, Shizhen,Liu, Jin,Xu, Ling,Zhu, Shaofeng

experimental part, p. 578 - 582 (2010/10/04)

A novel mediator (Al/KF) has been developed and employed in the Barbier-type alkylations of various aldehydes and ketones with alkyl halide in water. The carbonyl compounds could be effectively converted into corresponding homoallylic alcohol in good yiel

Synthesis of homoallylic alcohols from ketones in water

Wang, Jun,Yuan, Gu

, p. 401 - 405 (2007/10/03)

Homoallylic alcohols have been prepared in good yields by allylation of ketones with allyl bromide in the presence of stannous chloride dihydrate, zinc iodide, and ammonium chloride in water. Copyright Taylor & Francis LLC.

Barbier-type reaction mediated with tin nano-particles in water

Zha, Zhenggen,Qiao, Shu,Jiang, Jiaoyang,Wang, Yusong,Miao, Qian,Wang, Zhiyong

, p. 2521 - 2527 (2007/10/03)

Tin nano-particles are employed in the Barbier-type allylation reaction of carbonyl compounds in water to afford the corresponding homoallylic alcohols in good yields. The in situ generated allylation intermediates, allyltin(II) bromide and diallyltin dib

Organometallic reactions in aqueous media: The allylations of carbonyl compounds mediated in Zn/CdSO4 and Zn/SnCl2 bimetal systems

Zhou, Cunliu,Zhou, Yuqing,Jiang, Jiaoyang,Xie, Zhen,Wang, Zhiyong,Zhang, Jiahai,Wu, Jihui,Yin, Hao

, p. 5537 - 5540 (2007/10/03)

Zn/CdSO4 and Zn/SnCl2 bimetal systems were employed in the allylations of aldehydes or ketones in distilled water to afford the corresponding homoallylic alcohols in good yields. Also, the chemoselectivity was studied under the same

Novel ultrasonication-assisted carbonyl allylation mediated by SnCl 2 in water

Wang, Jun,Yuan, Gu,Dong, Chang-Qing

, p. 286 - 287 (2007/10/03)

Under ultrasonication, it was found that SnCl2 could efficiently mediate the aqueous Barbier reactions between carbonyl compounds and allyl bromide to give the corresponding homoallylic alcohols in high yields without using any Lewis acid catalyst.

SnCl2-mediated carbonyl allylation in fully aqueous media

Tan, Xiang-Hui,Hou, Yong-Quan,Huang, Chao,Liu, Lei,Guo, Qing-Xiang

, p. 6129 - 6136 (2007/10/03)

Systematic studies were performed on SnCl2-mediated carbonyl allylation reaction between aldehydes and allyl halides in fully aqueous media. Totally three valuable reaction systems were discovered, which were SnCl 2/CuCl2, SnCl2/TiCl3, and SnCl 2/PdCl2. They all provided good to excellent yields in the allylation of aliphatic and aromatic aldehydes under very mild and convenient conditions. SnCl2, by itself, was also found to be effective for the allylation reaction when allyl bromide was employed. However, the SnCl 2-only reaction could only tolerate very small amount of water as the solvent. The SnCl2/CuCl2, SnCl2/TiCl 3, and SnCl2/PdCl2-mediated reactions exhibited good regioselectivity favoring the γ-adduct when cinnamyl halides were employed as the allylation reagent. The same reactions with cinnamyl halides also showed good diastereoselectivity favoring the anti-product. Mechanistic studies using proton NMR techniques suggested that the additive (i.e., CuCl 2, TiCl3, PdCl2) could accelerate the formation of allyltin intermediate, but this step was shown not to be the most important for the allylation. Thus we proposed that the Lewis acid catalysis effect exerted by the additive was the main reason for the observed reactivity enhancement.

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