3-Cyclohexene-1-carboxaldehyde

HCID 7508

Basic information

CAS
100-50-5
Standard SMILES
O=CC1CC=CCC1
InChIKey
DCFDVJPDXYGCOK-UHFFFAOYSA-N
Molecular formula
C7H10O
Average molar mass
110.15 g/mol
Monoisotopic mass
110.07316494

Overview

1,2,3,6-tetrahydrobenzaldehyde appears as a colorless liquid. Less dense than water and slightly soluble in water. Hence floats on water. Irritates skin, eyes and mucous membranes. Used to make fabrics water resistant, and to make other chemicals.

Names & identifiers

Preferred name
3-Cyclohexene-1-carboxaldehyde
IUPAC
cyclohex-3-ene-1-carbaldehyde
English name
3-Cyclohexene-1-carboxaldehyde
Molecular formula
C7H10O
Molecular weight
110.15

Names & synonyms

3-CYCLOHEXENE-1-CARBOXALDEHYDE100-50-5Cyclohex-3-ene-1-carbaldehyde1,2,3,6-Tetrahydrobenzaldehyde4-FormylcyclohexeneCyclohexene-4-carboxaldehyde1-Formyl-3-cyclohexene1-Cyclohexene-4-carboxaldehyde1,2,5,6-Tetrahydrobenzaldehyde3-Cyclohexen-1-aldehyde4-Cyclohexene-1-carboxaldehydedelta1-Tetrahydrobenzaldehyde
Show more names
TETRAHYDROBENZALDEHYDE1,2,3,6-Tetrahyrobenzaldehyde, 97%4-FORMYL-1-CYCLOHEXENEohexene-1-carboxaL3-CYCLOHEXENYLMETHANALcyclohex-3-enecarbaldehyde
3-Cyclohexene-1-carbaldehydeNSC 16241DTXSID1026661HSDB 5334EINECS 202-858-3UN2498BRN 0774001AI3-21661

Database identifiers

CAS
100-50-5、1321-16-0
PubChem CID
7508
DTXSID
DTXSID1026661
ChEMBL
CHEMBL3188123
UNII
GAK9539347
EC Number
202-858-3
Nikkaji
J24.543G

Properties

Computed structural properties

XLogP
1.2
Topological polar surface area
17.1 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
1
Rotatable bonds
1
Heavy atoms
8

Experimental & physicochemical properties

Chemical Classes · 2 items

Other Classes -> Benzaldehydes

Flammable agents - 2nd degree

Density0.9694 @ 20 °C/4 °C
Color/FormLiquid
Solubility · 2 items

Soluble in acetone and methanol, slightly soluble in cabon tetrachloride.

Slightly soluble in water.

Flash Point · 3 items

135 °F (NFPA, 2010)

57 °C

135 °F (57 °C) (OPEN CUP)

Boiling Point105 °C

Physicochemical properties

Melting point
1 · 1-3°C
Boiling point
163 · 163-164 °C(lit.)
Density
0.94 g/mL · 0.94 g/mL at 25 °C(lit.)
vapor density
3.8 · 3.8 (vs air)
vapor pressure
2.52 hPa · 2.52hPa at 25℃
refractive index
20 · n20/D 1.4745(lit.)

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 52 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 4 items

Chemical: 3-Cyclohexene-1-carboxaldehyde

Status: Active Update: 19-10-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/17258

3-Cyclohexene-1-carboxaldehyde: Does not have an individual approval but may be used under an appropriate group standard

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

DOT LabelFlammable Liquid
Fire Hazards · 2 items

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.

Health Hazards · 2 items

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:

· May cause toxic effects if inhaled or absorbed through skin.

Hazards SummaryA strong tissue irritant; [HSDB] May cause burns to skin and eyes; [CAMEO] An irritant; May cause burns to eyes; [MSDSonline]
DOT ID and Guide2498 129

Safety & protection

Fire FightingExcerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:
Accidental Release Measures · 2 items

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 2 items

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:

General First Aid:

Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).
Fire Fighting Procedures · 1 item

If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped or safely confined. Use water in flooding quantities as fog. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Solid streams of water may be ineffective. Use "alcohol" foam, dry chemical or carbon dioxide.

Nonfire Spill ResponseExcerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:

Toxicology

Adverse EffectsDermatotoxin - Skin burns.
Human Toxicity Excerpts · 1 item

The mucus membranes of the nasal and oral passages and the upper respiratory tract are affected, producing a burning sensation ... bronchial constriction, choking, and coughing. The eyes tear, and a burning sensation is noted on the skin of the face. /Aldehydes/

Non-Human Toxicity Excerpts · 1 item

Study was conducted to determine if HCHO pretreatment would cause sensory irritation cross tolerance to other inhaled aldehydes. Male F-344 rats, weighing 190 to 210 g, were pretreated with 15 ppm HCHO, 6 hr/day for 9 days, and challenged on the 10th day with a saturated (acetaldehyde, propionaldehyde, and butyraldehyde), unsaturated (acrolein and crotonaldehyde), or cyclic (cyclohexanecarboxaldehyde, 3-cyclohexene-1-carboxaldehyde, and benzaldehyde) aldehyde. The sensory irritation response in these animals was quantified by measuring respiratory rate depression in a head-only inhalation chamber in naive (nonpretreated) animals, the concentration eliciting a 50% decrease in respiratory rate (RD50) was 23 ppm or less for unsaturated aliphatic aldehydes. For cyclic and saturated aliphatic aldehydes, the RD50 ranged from 600 to 1000 ppm and 3000 to 6800 ppm, respectively. Formaldehyde pretreatment resulted in cross tolerance only with acetaldehyde (RD50 increased 3.5-fold) and acrolein (RD50 increased 5-fold the development of cross tolerance following HCHO pretreatment is not a general phenomenon.

Toxicity DataLC50 (rat) = 2,000 ppm/4h

Regulatory information

TSCA Requirements · 2 items

Section 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, use, and exposure to EPA as cited in the preamble in 51 FR 41329.

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. 3-cyclohexene-1-carboxaldehyde is included on this list.

Safety data

F
10
PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk
1
tsca
TSCA listed
rtecs
GW2800000
ridadr
UN 2498

Chemistry & industry

Pharmacology

Metabolism/Metabolites · 2 items

Aldehydes are readily oxidized to organic acids, which, in turn, can serve as substrates for fatty acid oxidation pathways and the Krebs cycle. ... Oxidation of aldehydes is catalyzed by aldehyde dehydrogenase, which has been found in the brain, erythrocytes, liver, kidney, heart, and placenta. /Aldehydes/

... The detoxification of aldehydes can be seen to proceed basically via two routes: (1) an oxidation to yield readily metabolized acids; (2) inactivation by reaction with sulfhydryl groups, particularly glutathione. Under conditions that either deplete glutathione levels, or that result in an inhibition of aldehyde dehydrogenase (for example, Antabuse treatment), the acute and chronic effects of aldehyde toxicity might be more fully expressed. /Aldehydes/

Uses & manufacturing

Uses · 4 items

Used as a chemical intermediate (epoxides used in electrical insulator manufacturing) and agent for improving textile water resistance; [HSDB]

Textiles (Fiber & Fabric Manufacturing) [Category: Industry]

CHEM INT FOR EPOXIDES USED IN ELECTRICAL INSULATOR MFR; FOR 3-CYCLOHEXENE-1,1-DIMETHANOL; FOR CYCLOALIPHATIC EPOXY RESINS; AGENT FOR IMPROVING TEXTILE WATER RESISTANCE-POSSIBLE USE

Intermediate, improves water resistance of textiles.

U.S. Production · 2 items

(1981) PROBABLY GREATER THAN 2.27X10+6 GRAMS

(1982) PROBABLY GREATER THAN 2.27X10+6 GRAMS

Methods of ManufacturingPROBABLY BY REACTION OF ACROLEIN WITH BUTADIENE
General Manufacturing Information3-Cyclohexene-1-carboxaldehyde: ACTIVE

Applications

UsesCyclohex-3-ene-1-carbaldehyde can be used as coupled exposure to ingredients of cosmetic products.

General DescriptionA colorless liquid. Flash point 135°F. Less dense than water and slightly soluble in water. Hence floats on water. Irritates skin, eyes and mucous membranes. Used to make fabrics water resistant, and to make other chemicals.

Suppliers100 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
湖北成丰化工有限公司13125175253 · [email protected]
湖北鑫杰成化工科技有限公司13554075426 · [email protected]

Related reactions

30 records

Compound notes

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