ChemicalBook CAS DataBase List 104-54-1

104-54-1

Name	Cinnamyl alcohol
CAS	104-54-1
EINECS(EC#)	203-212-3
Molecular Formula	C9H10O
MDL Number	MFCD00002921
Molecular Weight	134.18
MOL File	104-54-1.mol

Synonyms

3-HYDROXY-1-PHENYL-1-PROPENE 3-PHENYL-2-PROPEN-1-OL 3-PHENYL-2-PROPENE-1-OL 3-PHENYL-2-PROPEN-L-OL 3-PHENYLALLYL ALCOHOL 3-PHENYLALLYLOL 3-PHENYLPROPENOL CINNAMIC ALCOHOL CINNAMYL ALCOHOL FEMA 2294 STYRYL CARBINOL TRANS-3-PHENYL-2-PROPEN-1-OL TRANS-CINNAMYL ALCOHOL (2E)-3-Phenyl-2-propen-1-ol 1-Phenyl-1-propen-3-ol 2-Propen-1-ol,3-phenyl- 3-Fenyl-2-propen-1-ol 3-phenyl-2-propen-1-o 3-Phenyl-2-propenol 3-phenyl-prop-2-en-1-ol

Chemical Properties

Appearance	colourless solid
Melting point	30-33 °C(lit.)
Boiling point	250 °C(lit.)
density	1.044 g/mL at 25 °C(lit.)
vapor density	4.6 (vs air)
vapor pressure	<0.01 mm Hg ( 25 °C)
FEMA	2294
refractive index	1.5819
Fp	>230 °F
storage temp.	2-8°C
solubility	H2O: soluble
form	Fused Low Melting Crystalline Solid
pka	0.852[at 20 ℃]
color	White
Specific Gravity	1.044
Odor	at 100.00 %. sweet balsam hyacinth spicy green powdery cinnamic
Stability:	Stable. Incompatible with strong oxidizing agents.
biological source	synthetic
Odor Type	balsamic
Water Solubility	1.8 g/L (20 ºC)
JECFA Number	647
Merck	14,2302
BRN	1903999
Cosmetics Ingredients Functions	FLAVOURING PERFUMING
InChI	1S/C9H10O/c10-8-4-7-9-5-2-1-3-6-9/h1-7,10H,8H2/b7-4+
Contact allergens	Cinnamyl alcohol occurs (in esterified form) in storax, Myroxylon pereirae, cinnamon leaves, and hyacinth oil. It is obtained by the alkaline hydrolysis of storax and prepared synthetically by reducing cinnamal diacetate with iron filings and acetic acid, and from cinnamaldehyde by Meerwein-Ponndorf reduction with aluminum isopropoxide. Cinnamic alcohol is contained in the “fragrance mix.” As a fragrance allergen, it has to be mentioned by name in cosmetics within the EU. Occupational cases of contact dermatitis were reported in perfume industry. Patch tests can be positive in food handlers. less more
InChIKey	OOCCDEMITAIZTP-QPJJXVBHSA-N
SMILES	OC\C=C\c1ccccc1
LogP	1.452 at 25℃
Uses	cinnamyl alcohol is naturally occurring in cinnamon bark, it can also be synthetically manufactured. It is used in cosmetics as a fragrance or flavoring agent. less more
CAS DataBase Reference	104-54-1(CAS DataBase Reference)
NIST Chemistry Reference	2-Propen-1-ol, 3-phenyl-(104-54-1)
EPA Substance Registry System	104-54-1(EPA Substance)

Safety Data

Symbol(GHS)	GHS07,GHS09
Signal word	Warning
Hazard statements	H302-H317-H411
Precautionary statements	P261-P264-P273-P280-P301+P312-P302+P352
Hazard Codes	Xn
Risk Statements	R22:Harmful if swallowed. R36/38:Irritating to eyes and skin . R43:May cause sensitization by skin contact. R36:Irritating to the eyes. less more
Safety Statements	S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36/37:Wear suitable protective clothing and gloves . S37/39:Wear suitable gloves and eye/face protection . S24:Avoid contact with skin . less more
RIDADR	2811
WGK Germany	2
RTECS	GE2200000
F	10-23
TSCA	Yes
REACH Registrations	Active
HS Code	29062900
Storage Class	10 - Combustible liquids
Hazard Classifications	Acute Tox. 4 Oral Aquatic Chronic 2 Skin Sens. 1
Hazardous Substances Data	104-54-1(Hazardous Substances Data)
Toxicity	LD50 (g/kg): 2.0 orally in rats; >5.0 dermally in rabbits (Letizia) less more

Raw materials And Preparation Products

Hazard Information

Chemical Properties

colourless solid

Uses

Cinnamyl alcohol was used to study the alkylation of 2,4-di-tert-butylphenol by cinnamyl alcohol using aluminum-containing mesoporous ethane-silica catalyst. It was used to study gold nanoparticles supported on titanium dioxide catalysed oxidative coupling of alcohols and amines to form the corresponding imines.

Definition

ChEBI: A primary alcohol comprising an allyl core with a hydroxy substituent at the 1-position and a phenyl substituent at the 3-position (geometry of the C2C bond unspecified).

Uses

In perfumery; as deodorant in 12.5% solution in glycerol.

Occurrence

Occurring as an ester or in the free state in hyacinth, Aristolochia clematis, Xanthorrhoea hastilis and in the essence of daffodil flowers. It is also reported found in guava fruit and peel, lemon peel oil, cassia leaf, Bourbon vanilla and cinnamon bark, leaf and root.

Aroma threshold values

Detection: 1 ppm; cis- form, 81 ppb; trans- form, 2.8 ppm

Taste threshold values

Taste characteristics at 20 ppm: green, floral, spicy and honey with a fermented yeasty nuance.

Synthesis Reference(s)

Chemistry Letters, 5, p. 581, 1976
The Journal of Organic Chemistry, 59, p. 6378, 1994 DOI: 10.1021/jo00100a046
Tetrahedron Letters, 34, p. 257, 1993 DOI: 10.1016/S0040-4039(00)60561-0

General Description

This reference material (RM) is produced and certified in accordance with ISO/IEC 17025. This RM is traceable to primary material from an NMI, e.g. NIST or NMIJ.
Certified content incl. uncertainty and expiry date are given on the certificate.
Download your certificate at: http://www.sigma-aldrich.com.

Flammability and Explosibility

Notclassified

Synthesis

Obtained originally by saponification of extraction from storax; synthetically, by reduction of cinnamaldehyde with sodium or potassium hydroxide.

Purification Methods

Crystallise the alcohol from diethyl ether/pentane. [Beilstein 6 I 281.]

Material Safety Data Sheet(MSDS)

Questions And Answer

Description
As an organic compound, Cinnamyl alcohol has a very distinct sweet, spicy, hyacinth odour that is found in resins, balsams and cinnamon leaves. It is used commonly in the fragrance industry due to its distinctive odour, which can be applied as a deodorant, fragrance and additive in cosmetic products and in the formulation of bath products, body and hand products, such as soaps, toothpaste, deodorants, etc. Besides, it also finds application as a food additive in chewing gum, bakery products, candy and soft drinks. Naturally, Cinnamyl alcohol is occurrent only in small amount, thus its industrial demand is usually fulfilled by chemical synthesis starting from the reduction of cinnamaldehyde.
Cinnamyl alcohol has been found to have a sensitising effect on some particular people, thus it is also considered as a Standardized Chemical Allergen. The physiologic effect of cinnamyl alcohol is caused by the Increased Histamine Release and cell-mediated Immunity. ;
Uses
Cinnamyl alcohol is valuable in perfumery for its odor and fixative properties. It is a component of many flower compositions (lilac, hyacinth, and lily of the valley) and is a starting material for cinnamyl esters, several of which are valuable fragrance materials. In flavor compositions, the alcohol is used for cinnamon notes and for rounding off fruit aromas. ;
Preparation
Cinnamyl alcohol is prepared on an industrial scale by reduction of cinnamaldehyde. Three methods are particularly useful:
1) In the Meerwein–Ponndorf reduction, cinnamaldehyde is reduced to cinnamic alcohol (yield about 85%) with isopropyl or benzyl alcohol in the presence of the corresponding aluminum alcoholate.
2) A 95% yield of Cinnamyl alcohol is obtained by selective hydrogenation of the carbonyl group in cinnamaldehydewith, for example, an osmium–carbon catalyst.
3) High yields of Cinnamyl alcohol can be obtained by reduction of cinnamaldehyde with alkali borohydrides. Formation of dihydrocinnamic alcohol is thus avoided. ;
References
https://en.wikipedia.org/wiki/Cinnamyl_alcohol
http://www.huidziekten.nl/allergie/stoffen/cinnamic-alcohol.htm
https://www.ulprospector.com/en/na/Food/Detail/13286/411638/Cinnamic-Alcohol
http://www.cosmeticsinfo.org/ingredient/cinnamyl-alcohol-0
https://pubchem.ncbi.nlm.nih.gov/compound/cinnamyl_alcohol#section=Top
http://www.somaiya.com/products/chemicals-pipeline/cinnamic-alcohol-1;

Spectrum Detail

Well-known Reagent Company Product Information

Supplier

Zaoyang Cixiang Pharmaceutical Technology Co., LTD

Telephone0710-15671321689 15671321689

Websitehttps://www.cixiangyy.com/

Hubei Qibu New Material Technology Co., Ltd.

Telephone0715-8890696 18062324989

Websitehttps://www.chemicalbook.com/ShowSupplierProductsList31409/0_EN.htm

Wuhan lenmaike Industrial Co., Ltd.

Telephone027-83916065 18627177625

Websitehttps://www.landmarkorganic.com/

Zaoyang cixiang medical technology co. LTD

Telephone15996000437 15971080675

Websitehttp://www.zycxchem.com

Nantong Subei Chemical Raw Materials Co., Ltd.

Telephone0513-85290972 18762756250

Websitehttps://www.ntsbhg.cn

J & K SCIENTIFIC LTD.

Telephone18210857532 18210857532

Websitehttps://www.jkchemical.com

Meryer (Shanghai) Chemical Technology Co., Ltd.

Telephone4006356688 18621169109

Websitehttp://www.x-labseek.com/

Alfa Aesar

Telephone400-6106006

Websitehttp://chemicals.thermofisher.cn

TCI (Shanghai) Development Co., Ltd.

Telephone021-67121386

Websitehttps://www.tcichemicals.com/CN/zh/

Energy Chemical

Telephone 400-0056266

Websitehttp://www.energy-chemical.com

Beijing Ouhe Technology Co., Ltd

Telephone13552068683 13522913783

Websitehttp://www.ouhetech.cn/

JinYan Chemicals(ShangHai) Co.,Ltd.

Telephone13817811078

Websitehttp://www.jingyan-chemical.com/

Jia Xing Isenchem Co.,Ltd

Telephone0573-85285100 18627885956

Websitehttps://www.chemicalbook.com/ShowSupplierProductsList14265/0_EN.htm

Adamas Reagent, Ltd.

Telephone4006009262 13023226327

Websitehttp://www.tansoole.com

Accela ChemBio Co.,Ltd.

Telephone021-50795510 4000665055

Websitehttp://www.shao-yuan.com/

jiliang chemicals

Telephone21-62165282

Websitehttp://www.jiliangchem.com

Beijing Isomersyn Technology CO;LTD

Telephone010-82954736 13391601435

Websitehttps://www.chemicalbook.com/supplier/10680452/1.htm

Shandong Xiya Chemical Co., Ltd

Telephone13355009207 13355009207

Websitehttp://www.xiyashiji.com

1of4

Related Products

Send Inquriy

104-54-1

Chemical Properties

Safety Data

Raw materials And Preparation Products

Raw materials

Preparation Products

Hazard Information

Chemical Properties

Uses

Definition

Uses

Occurrence

Aroma threshold values

Taste threshold values

Synthesis Reference(s)

General Description

Flammability and Explosibility

Synthesis

Purification Methods

Material Safety Data Sheet(MSDS)

Questions And Answer

Description

Uses

Preparation

References

Spectrum Detail

Well-known Reagent Company Product Information

Supplier

Related Products