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Leaf alcohol

CAS No.
928-96-1
Chemical Name:
Leaf alcohol
Synonyms
CIS-3-HEXENOL;(Z)-3-Hexen-1-ol;CIS-3-HEXEN-1-OL;(Z)-Hex-3-en-1-ol;(3Z)-3-Hexen-1-ol;Z-3-Hexenol;cis-Hex-3-en-1-ol;FEMA 2563;(z)-3-hexen-1-o;C3 LEAF ALCOHOL
CBNumber:
CB8723819
Molecular Formula:
C6H12O
Molecular Weight:
100.16
MDL Number:
MFCD00063217
MOL File:
928-96-1.mol
MSDS File:
SDS
Last updated:2024-05-08 14:48:35

Leaf alcohol Properties

Melting point 22.55°C (estimate)
Boiling point 156-157 °C(lit.)
Density 0.848 g/mL at 25 °C(lit.)
vapor density 3.45 (vs air)
vapor pressure 2.26hPa at 25℃
refractive index n20/D 1.44(lit.)
FEMA 2563 | CIS-3-HEXENOL
Flash point 112 °F
storage temp. Flammables area
solubility DMSO: 100 mg/mL (998.40 mM)
form Liquid
pka 15.00±0.10(Predicted)
Specific Gravity 0.848 (20/4℃)
color APHA: ≤100
Odor at 10.00 % in dipropylene glycol. fresh green cut grass foliage vegetable herbal oily
Odor Type green
Viscosity 3.91mm2/s
Water Solubility INSOLUBLE
Merck 14,4700
JECFA Number 315
BRN 1719712
Stability Stable. Substances to be avoided include strong oxidizing agents and strong acids. Flammable.
LogP 1 at 35℃
Substances Added to Food (formerly EAFUS) CIS-3-HEXEN-1-OL
CAS DataBase Reference 928-96-1(CAS DataBase Reference)
FDA UNII V14F8G75P4
NIST Chemistry Reference 3-Hexen-1-ol, (Z)-(928-96-1)
EPA Substance Registry System (Z)-3-Hexen-1-ol (928-96-1)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS02
Signal word  Warning
Hazard statements  H226
Precautionary statements  P210-P240-P241-P280a-P303+P361+P353-P501a
Hazard Codes  F
Risk Statements  10
Safety Statements  16
RIDADR  UN 1987 3/PG 3
WGK Germany  1
RTECS  MP8400000
10
TSCA  Yes
HazardClass  3
PackingGroup  III
HS Code  29052990
Toxicity The acute oral LD50 value in rats was reported as 4.70 g/kg (3.82-5.58 g/kg) (Moreno, 1973). The acute dermal LD50 value in rabbits was reported as > 5 g/kg (Moreno, 1973).
NFPA 704
2
1 0

Leaf alcohol price More Price(47)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich W256323 cis-3-Hexen-1-ol natural, >98%, FCC, FG 928-96-1 100g $160 2024-03-01 Buy
Sigma-Aldrich W256323 cis-3-Hexen-1-ol natural, >98%, FCC, FG 928-96-1 1kg $1110 2024-03-01 Buy
Sigma-Aldrich W256323 cis-3-Hexen-1-ol natural, >98%, FCC, FG 928-96-1 4kg $4420 2024-03-01 Buy
Sigma-Aldrich H12900 cis-3-Hexen-1-ol 98% 928-96-1 10g $93.9 2024-03-01 Buy
Sigma-Aldrich 91316 cis-3-Hexen-1-ol analytical standard 928-96-1 100mg $159 2024-03-01 Buy
Product number Packaging Price Buy
W256323 100g $160 Buy
W256323 1kg $1110 Buy
W256323 4kg $4420 Buy
H12900 10g $93.9 Buy
91316 100mg $159 Buy

Leaf alcohol Chemical Properties,Uses,Production

Description

Leaf alcohol exists as a liquid at room temperature with a characteristic odor of green leaves. It is found in green tea, violet leaf oil, and many types of leaves, herbs, and grasses. Leaf alcohol finds applications in perfumery as floral fragrance. Leaf alcohol is also investigated for its antidiabetic activity.

Chemical Properties

3-Hexen-1-ol has an intense, grassy-green odor, not as strong as the corresponding aldehyde, and a characteristic herbaceous, leafy odor on dilution.

Chemical Properties

cis-3-Hexen-l-ol has an intense, green odor, not as strong as the corresponding aldehyde and a characteristic herbaceous, leafy odor on dilution. This substance can be obtained through extraction from various essential oils and purified by reacting it to the corresponding phthalate or allophanate; it was synthesized by Ruzicka and Schinz, who also clarified its chemical structure; Stoll and Rouve reported on the most significant differences between the natural and the synthetic products.

Chemical Properties

colourless liquid

Chemical Properties

Leaf Alcohol is a colorless liquid with the characteristic odor of freshly cut grass. In small quantities, leaf alcohol occurs in the green parts of nearly all plants. The volatile flavor constituents of green tea contain up to 30%.
A stereospecific synthesis of (Z)-3-hexen-1-ol starts with the ethylation of sodium acetylide to 1-butyne, which is reacted with ethylene oxide to give 3-hexyn-1-ol. Selective hydrogenation of the triple bond in the presence of palladium catalysts yields (Z)-3-hexen-1-ol. Biotechnological processes have been developed for its synthesis as a natural flavor compound, for example.
Leaf alcohol is used to obtain natural green top notes in perfumes and flavors. In addition, it is the starting material for the synthesis of (2E,6Z)-2,6-nonadien-l-ol and (2E,6Z)-2,6-nonadien-l-al.

Occurrence

Main constituent of the oil distilled from the infusion of fermented tea leaves. Reported found as the corresponding ester of phenylacetic acid in the oil of Japanese mint (Mentha arvensis); the volatile oil of Thea chinensis contains approximately 26 to 35% 3-hexen-1-ol, whereas larger amounts are reported in the oils of Morus bombysic, Robinia pseudacacia and Raphanus sativus. Probably occurring also in several green leaves and herbs; reported found in the fruit juices of raspberry, grapefruit and others. Also reported in over 200 foods including apple, apricot, banana, citrus peel oils and juices, berries, guava, mango, grapes, pineapple, cabbage, kohlrabi, celery, cucumber, lettuce, leek, peas, sauerkraut, tomato, ginger, peppermint oil, coconut oil, spearmint oil, mustard, parsley, breads, butter, fish, fish oil, cognac, brandy, cider, sherry, grape wines, tea, soybeans, avocado, olive, passion fruit, plum, rose apple, Malay apple, water apple (Syzigium spp.), beans, marjoram, starfruit, broccoli, pear and apple brandies, figs, brussels sprouts, radish, prickly pear, litchi, dill, lovage, pumpkin, corn oil, malt, laurel, kiwifruit and other sources

Uses

cis-3-Hexen-1-ol is a naturally occuring compound that has the smell of freshly cut grass and is used to obtain a тАЬgreenтАЭ taste/smell in certain flavours and fragrances.

Definition

ChEBI: A primary alcohol that consists of (3Z)-hex-3-ene substituted by a hydroxy group at position 1.

Preparation

By the reaction of butyne-1 with ethylene oxide and subsequent selective reduction to the eis isomer (Bedoukian, 1967).

Aroma threshold values

Detection: 70 ppb

Taste threshold values

Taste characteristics at 30 ppm: fresh, green, raw fruity with a pungent depth

General Description

cis-3-Hexen-1-ol is one of the key volatile constituents of green leaf volatiles(GLV) that can act as an attractant to various insects. It is emitted by green plants when they are physically damaged.

Flammability and Explosibility

Flammable

Synthesis

Extracted from various essential oils and purified by reacting it to the corresponding phthalate or allophanate; it was synthesized by Ruzi-ka and Schinz, who also clarified its chemical structure; Stoll and Rouve reported on the most significant differences between the natural and the synthetic products (Burdock, 1995)

References

[1] NPCS Board of Consultants & Engineers, Industrial Alcohol of Technology Handbook, 2010
[2] A. Shirwaikar, K. Rajendran and C. Kumar, Oral Antidiabetic Activity of Annona squamosa Leaf Alcohol Extract in NIDDM Rats, Pharmaceutical Biology, 2004, vol. 42, 30-35

55230-25-6
928-96-1
Synthesis of Leaf alcohol from 5,6-Dihydro-2-methyl-2H-pyran
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Leaf alcohol pictures 2024-05-21 Leaf alcohol
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US $0.00 / Kg/Drum 1KG 99% 200mt/year Jinan Finer Chemical Co., Ltd
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US $60.00 / kg 1kg 99 5000 Hebei Zhuanglai Chemical Trading Co.,Ltd
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US $100.00-45.00 / kg 1kg 99% 20ton Hebei Zhuanglai Chemical Trading Co.,Ltd
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  • US $0.00 / Kg/Drum
  • 99%
  • Jinan Finer Chemical Co., Ltd
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  • US $60.00 / kg
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  • Leaf Alcohol
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  • US $100.00-45.00 / kg
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  • Hebei Zhuanglai Chemical Trading Co.,Ltd
cis-Hex-3-enol Hex-3(Z)-enol HEXEN-30L-1 TIMTEC-BB SBB007739 cfs-3-Hexen-1-ol leaf alcohol >=99.0% CIS-III-Hexenol Leaf Alcoho Ye Chun cis-3-Hexen-1- Leaf alcohol cis-Hex-3-en-1-ol cis-3-Hexen-1-ol≥ 99% (GC) cis-3-Hexen-1-ol LEAF ALCOHOL HEXENOL, CIS-3- C3 HEXENOL CIS-3-HEXEN-1-YL ALCOHOL lef alcohol HEXEN-3-OL-1, cis CIS-3-HEXEN-1-OL >=98% FCC LEAF ALCOHOL:CIS-3-HEXEN-1-OL cis-3-Hexen-1-ol,98% cis-3-Hexen-1-ol Odor Standard 3-HEXENOL-1 HEXENOL CIS-3 (VERDALOL C) (Z)-3-hexenol,(Z)-3-hexen-1-ol 3-Hexen-1-ol, (3Z)- CIS-3-HEXENOL(LEAF ALCOHOL) CIS-3-HEXENOL, NATURAL (Z)-Hex-3-ene-1-ol (Z)Hex-3-enol 1-Hydroxyhex-3-ene 3-(Z)-Hexenol 3-Hexan-1-ol 3-Hexen-1-ol, cis- 3-Hexenol, cis- 3-Hexenylalcohol CIS-III-Hexenol 98% cis-3-Hexenyl alcohol Folic alcohol Leafalcohol=Blteralkohol CIS-3-HEXEN-1-OL=BLTERALKOHOL=CIS-3-HEXENOL (Z)-3-Hexene-1-nol ENT-25091 Blatteralkohol Blatteralkohol (German) cis-3-1-Hexenol cis-3-hexen-1-o cis-3-Hexen-1-ol Odor cis-3-Hexen-1-ol> LEAF ALC0HOL 3Z-6OH Foliar alcohol cis-3-HEXEN-1-OL, 98%cis-3-HEXEN-1-OL, 98%cis-3-HEXEN-1-OL, 98% cis-3-HEXEN-1-OL (LEAF ALCOHOL) FCC cis-3-Hexene-1-ol Z-3-Hexenol (3Z)-3-Hexen-1-ol